US 2007/0265228 A1Published application

Cinnamoyl compound and use of the same

AssigneeSumitomo Chemical Company, Limited

InventorYoshitaka TOMIGAHARA

Life of this patent

Estimating the term…

Abstract

The present invention relates to a cinnamoyl compound represented by the formula (I):

Claims73

Dependent claims

A cinnamoyl compound represented by the formula (I):

wherein
I. A represents a benzene ring or a pyridine ring;
and in (Yα)q, Yα is a substituent on a carbon atom and represents a group included in the following X0 group or Y0 group, q represents 0, 1, 2, 3 or 4, and Yαs are the same or different when q is 2 or more and the adjacent two same or different Yαs together may form a group included in the Z0 group to be fused to the A ring when q is 2 or more;
and in (Xα)p, Xα represents a substituent on a carbon atom which does not belong to the following X0 group, Y0 group and Z0 group, p represents 1, 2, 3, 4 or 5, and Xαs may be the same or different when p is 2 or more;
and the sum of p and q is 5 or less;
(1) the X0 group:
a Ma-group, wherein Ma represents a Rb— group (wherein Rb represents a C1-C10 alkyl group optionally substituted with a halogen atom), a halogen atom, a nitro group, a cyano group, a hydroxy group, a Rc—Ba—Rd— group (wherein Rc represents a C1-C10 alkyl group optionally substituted with a halogen atom, Ba represents an oxy group, a thio group, a sulfinyl group or a sulfonyl group, and Rd represents a single bond or a C1-C10 alkylene group), a HORd— group (wherein Rd is as defined above), a Re—CO—Rd— group (wherein Re represents a hydrogen atom, or a C1-C10 alkyl group optionally substituted with a halogen atom, and Rd is as defined above), a Re—CO—O—Rd— group (wherein Re and Rd are as defined above), a ReO—CO—Rd— group (wherein Re and Rd are as defined above), a HO—CO—CH═CH— group, a ReRe′N—Rd— group (wherein Re and Re′ are the same or different, Re is as defined above, Re′ has the same meaning as Re has, and Rd is as defined above), a Re—CO—NRe′—Rd— group (wherein Re, Re′ and Rd are as defined above), a RbO—CO—N(Re)—Rd— group (wherein Rb, Re and Rd are as defined above), a ReRe′N—CO—Rd— group (wherein Re, Re′ and Rd are as defined above), a ReRe′N—CO—NRe″—Rd— group (wherein Re, Re′ and Re″ are the same or different, Re and Re′ are as defined above, Re″ has the same meaning as Re has, and Rd is as defined above), a ReRe′N—C(═NRe″)—NRe′″—Rd— group (wherein Re, Re′, Re″ and Re′″ are the same or different, Re, Re″ and Re″ are as defined above, Re′″ has the same meaning as Re has, and Rd is as defined above), a Rb—SO2—NRe—Rd— group (wherein Rb, Re and Rd are as defined above), a ReRe′N—SO2—Rd— group (wherein Re, Re′ and Rd are as defined above), a C2-C10 alkenyl group or a C2-C10 alkynyl group;
(2) the Y0 group:
a Mb0-Rd— group, wherein Mb0 represents a Mc0- group
[wherein Mco represents a Mdo-Rd′— group [wherein Mdo represents a 6 to 10-membered aryl group optionally substituted with a Ma- group (wherein Ma is as defined above), a 5 to 10-membered heteroaryl group optionally substituted with a Ma-group (wherein Ma is as defined above), a 3 to 10-membered cyclic hydrocarbon or heterocyclic group optionally substituted with a Ma- group (wherein Ma is as defined above) and optionally containing an unsaturated bond, a (b0)- group
(in the (b0)- group, G0 forms an optionally substituted, saturated or unsaturated, nonaromatic 5 to 14-membered cyclic hydrocarbon or heterocyclic ring), a (c0)- group
(in the (C0)— group, J0 forms a 5 to 7-membered aromatic ring optionally containing a nitrogen atom), a (d0)- group
[wherein d0 forms a 5 to 12-membered hydrocarbon ring which is substituted with a carbonyl group or a thiocarbonyl group and further which may be optionally substituted with an oxy group, a thio group, a —NR1— group {wherein R1 represents a hydrogen atom, a C1-C10 alkyl group, a C2-C10 alkyl group substituted with a halogen atom or a R2—B1— group (wherein R2 represents a C1-C10 alkyl group, a C3-C10 alkenyl group or a C3-C10 alkynyl group, and B1 represents an oxy group, a thio group, a sulfinyl group or a sulfonyl group), a C3-C10 alkenyl group, or a C3-C10 alkynyl group}, a sulfinyl group or a sulfonyl group] or a (e0)- group
{wherein e0 forms a 5 to 12-membered hydrocarbon ring optionally substituted with a carbonyl group, a thiocarbonyl group, an oxy group, a thio group, a —NR1— group (wherein R1 is as defined above), a sulfinyl group or a sulfonyl group};
and Rd′ is the same as or different from Rd and has the same meaning as Rd has]],
a Mc0-Ba— group (wherein Mc0 and Ba are as defined above), a Mc0-CO— group (wherein Mc0 is as defined above), a Mc0-CO—O— group (wherein Mc0 is as defined above), a Mc0O—CO— group (wherein Mc0 is as defined above), a Mc0ReN— group (wherein Mc0 and Re are as defined above), a Mc0-CO—NRe— group (wherein Mc0 and Re are as defined above), a Mc0O—CO—NRe— group (wherein Mc0 and Re are as defined above), a Mc0ReN—CO group (wherein Mc0 and Re are as defined above), a Mc0ReN—CO—NRe′— group (wherein Mc0, Re and Re′ are as defined above), a Mc0ReN—C(═NRe′)—NRe″— group (wherein Mc0, Re, Re′ and Re″ are as defined above), a Mc0-SO2—NRe— group (wherein Mc0 and Re are as defined above) or a Mc0ReN—SO2— group (wherein Mc0 and Re are as defined above), and
Rd is as defined above;
(3) the Z0 group:
a 5 to 12-membered cyclic hydrocarbon or heterocyclic ring optionally substituted with a halogen atom, a C1-C10 alkoxy group, a C3-C10 alkenyloxy group, a C3-C10 alkynyloxy group, a carbonyl group, a thiocarbonyl group, an oxy group, a thio group, a sulfinyl group or a sulfonyl group, which is an aromatic or nonaromatic and monocyclic or fused ring and which is fused to the A ring;
II. Qα represents an optionally substituted hydroxy group, or an optionally substituted amino group;
III. Kα and Lα are the same or different, and represent a hydrogen atom, or a substituent on a carbon atom, or Kα and Lα may form a C1-C10 alkylene group optionally having a substituent or a C1-C10 alkenylene group optionally having a substituent;
and
the term “as defined above” used for the same symbols among plural substituents means that the plural substituents independently represent the same meaning as that described above and, among the plural substituents, although the selection range of substituents to be selected is the same, selected substituents may be the same or different as long as they are selected within the range;

20 more elements

A cinnamoyl compound represented by the formula (II):

wherein
I. A represents a benzene ring or a pyridine ring;
II. in (XA0)p, XA0 is a substituent on a carbon atom and represents a group included in any group of the following A0 to N0 groups, p represents 1, 2, 3, 4 or 5, and when p is 2 or more, XA0s are the same or different;
(1) the A0 group:
a D1-R4— group [wherein D1 represents a (R1—(O)k—)A1N—(O)k′— group [wherein R1 represents a hydrogen atom, or a C1-C10 alkyl group, or a C2-C10 alkyl group substituted with a halogen atom or a R2—B1— group (wherein R2 represents a C1-C10 alkyl group, a C3-C10 alkenyl group or a C3-C10 alkynyl group, and B1 represents an oxy group, a thio group, a sulfinyl group or a sulfonyl group), or a C3-C10 alkenyl group, or a C3-C10 alkynyl group, k represents 0 or 1, A1 represents a R3—(CHR0)m—(B2—B3)m′— group {wherein R3 represents a hydrogen atom, or a C1-C10 alkyl group optionally substituted with a halogen atom or a R2—B1— group (wherein R2 and B1 are as defined above), or a C2-C10 alkenyl group, or a C2-C10 alkynyl group, R0 represents a hydrogen atom, a C1-C10 alkyl group or a C2-C10 haloalkyl group, m represents 0 or 1, B2 represents a single bond, an oxy group, a thio group or a —N((O)nR1′)— group (wherein R1′ is the same as or different from R1, and has the same meaning as R1 has, and n represents 0 or 1), B3 represents a carbonyl group, a thiocarbonyl group or a sulfonyl group, m′ represents 0 or 1, and when B3 is a sulfonyl group, it does not occur that m is 0 and R3 is a hydrogen atom at the same time}, and k′ represents 0 or 1], and R4 represents a C1-C10 alkylene group, provided that a R0′R0″N—R4— group (wherein R0′ and R0″ are the same as or different from R0 and have the same meaning as R0 has, and R4 is as defined above) is excluded],
a D2-R4— group [wherein D2 represents a cyano group, a R1R1′NC(═N—(O)n-A1)- group (wherein R1, R1′, n and A1 are as defined above), an A1N═C(—OR2)— group (wherein A1 and R2 are as defined above) or a NH2—CS— group, and R4 is as defined above],
a D3-R4— group [wherein D3 represents a nitro group or a R1OSO2— group (wherein R1 is as defined above), and R4 is as defined above], or
a R1OSO2— group [wherein R1 is as defined above];
(2) the B0 group:
an (a0)- group
in the (a0)- group, E0 forms an optionally substituted, saturated or unsaturated, aromatic or nonaromatic 5 to 14-membered cyclic hydrocarbon or heterocyclic ring, and R1 is as defined above;
(3) the C0 group:
a C2-C10 alkenyl group substituted with a halogen atom, a R2—B1— group (wherein R2 and B1 are as defined above), a D4-R4— group [wherein D4 represents a hydroxy group or an A1-O— group (wherein A1 is as defined above), and R4 is as defined above], a D5- group [wherein D5 represents a O═C(R3)— group (wherein R3 is as defined above), an A1-(O)n—N═C(R3)— group (wherein A1, n and R3 are as defined above), a R1—B0—CO—R4—(O)n—N═C(R3)— group {wherein R1, R4, n and R3 are as defined above, and B0 represents an oxy group, a thio group or a —N((O)mR1′)— group (wherein R1′ and m are as defined above)}, a D2-R4—(O)n—N═C(R3)— group (wherein D2, R4, n and R3 are as defined above) or a R1A1N—N═C(R3)— group (wherein R1, A1 and R3 are as defined above)], a R1A1N—O—R4— group (wherein R1, A1 and R4 are as defined above), a R1(A1-(O)n—)N— group (wherein R1, A1 and n are as defined above), a D2- group (wherein D2 is as defined above) or a D3- group (wherein D3 is as defined above);
(4) the D0 group:
a C2-C10 alkynyl group substituted with a (b0)-R4— group (in (b0)
G0 forms an optionally substituted, saturated or unsaturated, nonaromatic 5 to 14-membered cyclic hydrocarbon or heterocyclic ring), a (c0)-R4— group (in (c0)
J0 forms an aromatic 5 to 7-membered ring optionally containing a nitrogen atom and R4 is as defined above), a halogen atom, a R2—B1—R4— group (wherein R2, B1 and R4 are as defined above), a D4-R4— group (wherein D4 and R4 are as defined above), a D5- group (wherein D5 is as defined above), a D1-R4— group (wherein D1 and R4 are as defined above), a D2- group (wherein D2 is as defined above) or a D3-R4— group (wherein D3 and R4 are as defined above);
(5) the E0 group:
an A2-CO—R5— group, provided that R5 is not a vinylene group when A2 is a hydroxy group, wherein A2 represents
(i) an A3-B4— group
wherein A3 represents a hydrogen atom, or a C1-C10 alkyl group, or a C2-C10 haloalkyl group, or a C2-C10 alkenyl group optionally substituted with a halogen atom, or a C3-C10 alkynyl group optionally substituted with a halogen atom, or a Ra0—(R4)m— group (wherein Ra0 represents an optionally substituted 5 to 7-membered aryl group or heteroaryl group, and R4 and m are as defined above), or a C1-C10 alkyl group substituted with a (b0)-R4— group (wherein (b0) and R4 are as defined above), a (c0)-R4— group (wherein (c0) and R4 are as defined above), a R2—B1—R4— group (wherein R2, B1 and R4 are as defined above), a D4-R4— group (wherein D4 and R4 are as defined above), a D5- group (wherein D5 is as defined above), a D1-R4— group (wherein D1 and R4 are as defined above), a D2- group (wherein D2 is as defined above), a D3-R4— group (wherein D3 and R4 are as defined above) or an A4-SO2—R4— group {wherein A4 represents a (b0)- group (wherein (b0) is as defined above), a (c0)- group (wherein (c0) is as defined above) or a R1R1′N— group (wherein R1 and R1′ are as defined above), and R4 is as defined above}, and
B4 represents an oxy group, a thio group or a —N((O)mR1)— group (wherein R1 and m are as defined above), provided that A3 is not a hydrogen atom when B4 is a thio group;
(ii) a R1—B4—CO—R4—B4′— group, wherein R1, B4 and R4 are as defined above, B4′ is the same as or different from B4 and has the same meaning as B4 has, provided that R2 is not a hydrogen atom when B4 is a thio group, or
a D2-R4—B4— group, wherein D2, R4 and B4 are as defined above;
(iii) a R2—SO2—NR1— group, wherein R2 is as defined above, provided that a hydrogen atom is excluded, and R1 is as defined above;
(iv) a (b0)- group, wherein (b0) is as defined above;
(v) a (c0)- group, wherein (c0) is as defined above;
or
(vi) a R1A1N—NR1′— group, wherein R1, A1 and R1′ are as defined above;
and
R5 represents a C2-C10 alkenylene group optionally substituted with a halogen atom or a C2-C10 alkynylene group;
(6) the F0 group:
an A5-B5—R6— group
wherein A5 represents a C2-C10 alkyl group substituted with a D4- group (wherein D4 is as defined above), a D1- group (wherein D1 is as defined above), a D3- group (wherein D3 is as defined above) or an A4-SO2— group (wherein A4 is as defined above), or a C1-C10 alkyl group substituted with a R2—B1— group (wherein R2 and B1 are as defined above), a D2- group (wherein D2 is as defined above), a D5- group (wherein D5 is as defined above) or an A2-CO— group (wherein A2 is as defined above),
B5 represents a B1— group (wherein B1 is as defined above) or a —NA1- group (wherein A1 is as defined above), and
R6 represents a single bond or a C1-C10 alkylene group;
(7) the G0 group:
an A6-B5—R6— group
wherein A6 represents an (a0)-R4— group (wherein (a0) and R4 are as defined above), or a C2-C10 alkenyl group, or a C2-C10 alkynyl group, or a C2-C10 alkenyl group substituted with a halogen atom, a R2—B1— group (wherein R2 and B1 are as defined above), a D5- group (wherein D5 is as defined above), a D2- group (wherein D2 is as defined above) or an A2-CO— group (wherein A2 is as defined above), or a C2-C10 alkynyl group substituted with a halogen atom, a R2—B1— group (wherein R2 and B1 are as defined above), a D5- group (wherein D5 is as defined above), D2- group (wherein D2 is as defined above) or an A2-CO— group (wherein A2 is as defined above), or a C3-C10 alkenyl group substituted with a (b0)- group (wherein (b0) is as defined above), a (c0)- group (wherein (c0) is as defined above), a D4- group (wherein D4 is as defined above), a D1- group (wherein D1 is as defined above) or a D3- group (wherein D3 is as defined above), or a C3-C10 alkynyl group substituted with a D4- group (wherein D4 is as defined above), a D1- group (wherein D1 is as defined above) or a D3- group (wherein D3 is as defined above), and
B5 and R6 are as defined above;
(8) the H0 group:
a D2-N(—(O)n-A1)-R6— group (wherein D2, n, A1 and R6 are as defined above),
a D2- group (wherein D2 is as defined above, provided that a cyano group is excluded),
a R1(R1′(O)n)N—CR1″═N—R6— group (wherein R1, R1′, n and R6 are as defined above, R1″ is the same as or different from R1 and has the same meaning as that of R1),
a R1—(O)n—N═CR1′—NR2—R6— group (wherein R1, n, R1′, R2 and R6 are as defined above),
a R2—B3—NR1—CO—NR1′—R6— group (wherein R2, B3, R1, R1′ and R6 are as defined above),
a D2-CO—NR1—R6— group (wherein D2, R1 and R6 are as defined above) or
an A2-COCO—NR1—R6— group (wherein A2, R1 and R6 are as defined above);
(9) the I0 group:
an A7-B6—N((O)nR1)—R6— group [wherein A7 represents a C2-C10 alkenyl group optionally substituted with a halogen atom, or a C2-C10 alkynyl group, or a C3-C10 haloalkynyl group, or a R2—B1—R4— group (wherein R2, B1 and R4 are as defined above), or a D4-R4— group (wherein D4 and R4 are as defined above), or a D5-R4— group (wherein D5 and R4 are as defined above), or a D1-R4— group (wherein D1 and R4 are as defined above), or a (b0)-R4— group (wherein (b0) and R4 are as defined above), or a (c0)-R4— group (wherein (c0) and R4 are as defined above), or a D2-R4— group (wherein D2 and R4 are as defined above), or a D3-R4— group (wherein D3 and R4 are as defined above), or an A4-SO2—R4— group (wherein A4 and R4 are as defined above), or an A2-CO—R4— group (wherein A2 and R4 are as defined above), B6 represents a carbonyl group or a thiocarbonyl group, and n, R1 and R6 are as defined above],
an A8-CS—N((O)nR1)—R6— group [wherein A8 represents a hydrogen atom or a C1-C10 alkyl group optionally substituted with a halogen atom, and n, R1 and R4 are as defined above],
an A7′-B2′—B3—N((O)nR1)—R6— group [wherein A7′ represents a C3-C10 alkenyl group optionally substituted with a halogen atom, or a C3-C10 alkynyl group optionally substituted with a halogen atom, or a R2—B1—R4′— group (wherein R2 and B1 are as defined above, and R4′ represents a C2-C10 alkylene group), or a D4-R4′— group (wherein D4 and R4′ are as defined above), or a D1-R4′— group (wherein D1 and R4′ are as defined above), or a (b0)-R4′— group (wherein (b0) and R4′ are as defined above), or a (c0)-R4′— group (wherein (c0) and R4′ are as defined above), or a D2-R4— group (wherein D2 and R4 are as defined above), or a D3-R4′— group (wherein D3 and R4′ are as defined above), or an A2-CO—R4— group (wherein A2 and R4 are as defined above), B2′ represents an oxy group, a thio group or a —N((O)n′R1′)— group (wherein n′ is the same as or different from n and has the same meaning as that of n, and R1′ is as defined above), and B3, n, R1 and R6 are as defined above],
an A8′-B2′—CS—N((O)nR1)—R6— group [wherein A8′ represents a C1-C10 alkyl group or a C2-C10 haloalkyl group, B2′ is as defined above, and n, R1 and R6 are as defined above],
an A8′-S—B3′—N((O)nR1)—R6— group [wherein A8′, n, R1 and R6 are as defined above, and B3′ represents a carbonyl group or a sulfonyl group] or
an A7″-SO2—N((O)nR1)—R6— group [wherein A7″ represents a C2-C10 alkenyl group, or a C3-C10 alkenyl group substituted with a halogen atom, or a C3-C10 alkynyl group optionally substituted with a halogen atom, or a R2—B1—R4′— group (wherein R2, B1 and R4′ are as defined above), or a D4-R4′— group (wherein D4 and R4′ are as defined above), or a D5-R4— group (wherein D5 and R4 are as defined above), or a D1-R4′— group (wherein D1 and R4′ are as defined above), or a (b0)-R4′— group (wherein (b0) and R4′ are as defined above), or a (c0)-R4′— group (wherein (c0) and R4′ are as defined above), or a D2-R4— group (wherein D2 and R4 are as defined above), or a NO2—R4— group (wherein R4 is as defined above), or an A2-CO—R4— group (wherein A2 and R4 are as defined above), and n, R1 and R6 are as defined above];
(10) the J0 group:
an A7-CO— group (wherein A7 is as defined above),
an A9-CS— group (wherein A9 represents A7 or A8),
an A9′(O)mN═C(A9)- group (wherein A9′ represents A7′ or A8′, and m and A9 are as defined above),
a D2-CO— group (wherein D2 is as defined above),
an A2-COCO— group (wherein A2 is as defined above),
an A9-CO—B1′—R6— group (wherein A9 and R6 are as defined above, and B1′ represents an oxy group or a thio group, provided that A9 is not A8 when B1′ is an oxy group),
an A9-CS—B1′—R6— group (wherein A9, B1′ and R6 are as defined above),
an A7″-SO2—B1′—R6— group (wherein A7″, B1′ and R6 are as defined above),
an A8-SO2—B1′—R6— group (wherein A8, B1′ and R6 are as defined above, provided that A8 is not a hydrogen atom),
an A9′-B2′—B3—B1′—R6— group (wherein A9′, B2′, B3, B1′ and R6 are as defined above), or
a C2-C10 alkenyl group substituted with a (b0)- group (wherein (b0) is as defined above) or a (c0)- group (wherein (c0) is as defined above);
(11) the K0 group:
an A10-N((O)nR1)—CO—R6— group
wherein A10 represents a hydrogen atom (provided that n is not 0), an A7″-SO2— group (wherein A7″ is as defined above), an A8-SO2— group (wherein A8 is as defined above, provided that A8 is not a hydrogen atom), an A9′O— group (wherein A9′ is as defined above, provided that n is not 1), an A9′- group (wherein A9′ is as defined above, provided that A8′ is excluded when n is 0), a R2OCH2— group (wherein R2 is as defined above), an A2-CO—R4— group (wherein A2 and R4 are as defined above) or an A2-CO—CH(CH2CO-A2)- group (wherein A2 is as defined above), and n, R1 and R6 are as defined above;
(12) the L0 group:
an A10′-N((O)nR1)—SO2—R6— group [wherein A10′ represents a hydrogen atom (provided that n is not 0), an A9′O— group (wherein A9′ is as defined above, provided that n is not 1), an A9′— group (wherein A9′ is as defined above, provided that A8′ is excluded when n is 0), a R2—CO— group (wherein R2 is as defined above), an A2-CO—R4— group (wherein A2 and R4 are as defined above) or an A2-CO—CH(CH2CO-A2)- group (wherein A2 is as defined above), and n, R1 and R6 are as defined above],
an A9″R1N—SO2—N((O)nR1′)—R6— group [wherein A9″ represents a hydrogen atom or an A9′— group (wherein A9′ is as defined above), and R1, n, R1′ and R6 are as defined above] or
a (b0)-SO2—N((O)nR1′)—R6— group [wherein (b0), n, R1′ and R6 are as defined above];
(13) the M0 group:
a R1(R2S)C═N—R6— group (wherein R1, R2 and R6 are as defined above),
a R2B(R2′B′)C═N—R6— group (wherein R2 and R6 are as defined above, R2′ is the same as or different from R2 and has the same meaning as that of R2, and B and B′ are the same or different and represent an oxy group or a thio group),
a R1R1′N—(R2S)C═N—R6— group (wherein R1, R1′, R2 and R6 are as defined above),
a R1N═C(SR2)—NR2′—R6— group (wherein R1, R2, R2′ and R6 are as defined above) or
a R1(R1′O)N—R6— group (wherein R1, R1 and R6 are as defined above);
(14) the N0 group:
a A11-P(═O)(OR1′)—R4— group
wherein A11 represents a R1— group (wherein R1 is as defined above), a R1O—R6— group (wherein R1 and R6 are as defined above) or a R1OCO—CHR0— group (wherein R1 and R0 are as defined above), and R1′ and R4 are as defined above;
III. in (YA0)q, YA0 is a substituent on a carbon atom and represents a group included in the following X0 group and Y0 group, q represents 0, 1, 2, 3 or 4, the sum of p (wherein p is as defined above) and q is 5 or less, YA0s are the same as or different when q is 2 or more, and the adjacent two same or different YA0s may form a group included in the Z0 group to be fused to the A ring when q is 2 or more;
(1) the X0 group:
a Ma- group, wherein Ma represents a Rb— group (wherein Rb represents a C1-C10 alkyl group optionally substituted with a halogen atom), a halogen atom, a nitro group, a cyano group, a hydroxy group, a Rc—Ba—Rd— group (wherein Rc represents a C1-C10 alkyl group optionally substituted with a halogen atom, Ba represents an oxy group, a thio group, a sulfinyl group or a sulfonyl group, and Rd represents a single bond or a C1-C10 alkylene group), a HORd— group (wherein Rd is as defined above), a Re—CO—Rd— group (wherein Re represents a hydrogen atom, or a C1-C10 alkyl group optionally substituted with a halogen atom, and Rd is as defined above), a Re—CO—O—Rd— group (wherein Re and Rd are as defined above), a ReO—CO—Rd— group (wherein Re and Rd are as defined above), a HO—CO—CH═CH— group, a ReRe′N—Rd— group (wherein Re and Re′ are the same or different, Re is as defined above, Re′ has the same meaning as Re has, and Rd is as defined above), a Re—CO—NRe′—Rd— group (wherein Re, Re′ and Rd are as defined above), a RbO—CO—N(Re)—Rd— group (wherein Rb, Re and Rd are as defined above), a ReRe′N—CO—Rd— group (wherein Re, Re′ and Rd are as defined above), a ReRe′N—CO—NRe″—Rd— group (wherein Re, Re′ and Re″ are the same or different, Re and Re′ are as defined above, Re″ has the same meaning as Re has, and Rd is as defined above), a ReRe′N—C(═NRe″)—NRe′″—Rd— group (wherein Re, Re′, Re″ and Re′″ are the same or different, Re, Re′ and Re″ are as defined above, Re′″ has the same meaning as Re has, and Rd is as defined above), a Rb—SO2—NRe—Rd— group (wherein Rb, Re and Rd are as defined above), a ReRe′N—SO2—Rd— group (wherein Re, Re′ and Rd are as defined above), a C2-C10 alkenyl group or a C2-C10 alkynyl group;
(2) the Y0 group:
a Mb0-Rd— group, wherein Mb0 represents a Mc0- group
[wherein Mc0 represents a Md0-Rd′— group [wherein Md0 represents a 6 to 10-membered aryl group optionally substituted with a Ma- group (wherein Ma is as defined above), a 5 to 10-membered heteroaryl group optionally substituted with a Ma- group (wherein Ma is as defined above), a 3 to 10-membered cyclic hydrocarbon or heterocyclic group which is optionally substituted with a Ma- group (wherein Ma is as defined above) and which optionally contains an unsaturated bond, or a (bo)- group
(wherein (bo) forms as defined above), a (co)- group
(wherein (c0) forms as defined above), a (d0)-group
{wherein do forms a 5 to 12-membered hydrocarbon ring which is substituted with a carbonyl group or a thiocarbonyl group and further which may be optionally substituted with an oxy group, a thio group, a —NR1— group (wherein R1 is as defined above), a sulfinyl group or a sulfonyl group} or a (e0)- group
{wherein e0 forms a 5 to 12-membered hydrocarbon ring optionally substituted with a carbonyl group, a thiocarbonyl group, an oxy group, a thio group, a —NR1— group (wherein R1 is as defined above), a sulfinyl group or a sulfonyl group}, and Rd′ is the same as or different from Rd and has the same meaning as Rd has]],
a Mc0-Ba— group (wherein Mc0 and Ba are as defined above), a Mc0-CO— group (wherein Mc0 is as defined above), a Mc0-CO—O— group (wherein Mc0 is as defined above), a Mc0O—CO— group (wherein Mc0 is as defined above), a Mc0ReN— group (wherein Mc0 and Re are as defined above), a Mc0-CO—NRe— group (wherein Mc0 and Re are as defined above), a Mc0O—CO—NRe— group (wherein Mc0 and Re are as defined above), a Mc0ReN—CO group (wherein Mc0 and Re are as defined above), a Mc0ReN—CO—NRe′— group (wherein Mc0, Re and Re′ are as defined above), a Mc0ReN—C(═NRe′)—NRe″— group (wherein Mc0, Re, Re′ and Re″ are as defined above), a Mc0-SO2—NRe— group (wherein Mc0 and Re are as defined above) or a Mc0ReN—SO2— group (wherein Mco and Re are as defined above), and
Rd is as defined above;
(3) the Z0 group:
a 5 to 12-membered cyclic hydrocarbon or heterocyclic ring optionally substituted with a halogen atom, a C1-C10 alkoxy group, a C3-C10 alkenyloxy group, a C3-C10 alkynyloxy group, a carbonyl group, a thiocarbonyl group, an oxy group, a thio group, a sulfinyl group or a sulfonyl group, which is an aromatic or nonaromatic and monocyclic or fused ring and which is fused to the A ring;
IV. QA0 represents a hydroxyl group, a (b0)- group (wherein (b0) is as defined above), an A9-B6—Bc— group [wherein A9 and B6 are as defined above, and Bc represent an oxy group or a —N((O)mR1)— group (wherein m and R1 are as defined above), provided that Bc is not a sulfonyl group when A9 is a hydrogen atom], an A7″-SO2—Bc— group (wherein A7″ and Bc are as defined above), an A8-SO2—Bc— group (wherein A8 and Bc are as defined above, provided that A8 is not a hydrogen atom), a R1R1′N—SO2—Bc— group (wherein R1, R1′ and Bc are as defined above), a (b0)-SO2—Bc— group (wherein (b0) and Bc are as defined above), an A9′-Bc— group (wherein A9′ and Bc are as defined above), a D5-R4—Bc— group (wherein D5, R4 and Bc are as defined above), a Mc0-B3—Bc— group (wherein Mc0, B3 and Bc are as defined above) or a Mc0-Bc— group (wherein Mc0 and Bc are as defined above);
V. KA0 represents a hydrogen atom, a halogen atom, or a C10 alkyl group, LA0 represents a hydrogen atom, or a Mb0-group (Mb0 is as defined above), or KA0 and LA0 may form a C1-C10 alkylene group, or a C1-C10 alkenylene group optionally substituted with single or the same or different plural Ma groups;
and
the term “as defined above” used for the same symbols among plural substituents means that the plural substituents independently represent the same meaning as that described above and, among the plural substituents, although the selection range of substituents to be selected is the same, selected substituents may be the same or different as long as they are selected within the range;

98 more elements

A cinnamoyl compound represented by the formula (III):

wherein
I. A represents a benzene ring or a pyridine ring;
II. in (XA)p, XA is a substituent on a carbon atom and represents a group included in any group or the following A to N groups, p represents 1, 2, 3, 4 or 5, and, XAs are the same or different when p is 2 or more,
(1) the A group:
a D1-R4— group, wherein D1 represents a (R1—(O)k-(A1N—(O)k′— group [wherein R1 represents a hydrogen atom, or a C1-C10 alkyl group, or a C2-C10 alkyl group substituted with a halogen atom or a R2—B1— group (wherein R2 represents a C1-C10 alkyl group, a C3-C10 alkenyl group or a C3-C10 alkynyl group, and B1 represents an oxy group, a thio group, a sulfinyl group or a sulfonyl group), or a C3-C10 alkenyl group, or a C3-C10 alkynyl group, k represents 0 or 1, A1 represents a R3—(CHR0)m—(B2—B3)m′— group {wherein R3 represents a hydrogen atom, or a C1-C10 alkyl group optionally substituted with a halogen atom or a R2—B1-group (wherein R2 and B1 are as defined above), or a C2-C10 alkenyl group, or a C2-C10 alkynyl group, R0 represents a hydrogen atom, a C1-C10 alkyl group or a C2-C10 haloalkyl group, m represents 0 or 1, B2 represents a single bond, an oxy group, a thio group or a —N((O)nR1)— group (wherein R1′ is the same as or different from R1 and has the same meaning as R1 has, and n represents 0 or 1), B3 represents a carbonyl group, a thiocarbonyl group or a sulfonyl group, m′ represents 0 or 1, and when B3 is a sulfonyl group, it does not occur that m is 0 and R3 is a hydrogen atom at the same time}, and k′ represents 0 or 1], and R4 represents a C1-C10 alkylene group, provided that a R0R0″N—R4-group (wherein R0′ and R0″ are the same as or different from R0 and has the same meaning as R0 has, and R4 is as defined above) is excluded,
a D2-R4— group, wherein D2 represents a cyano group, a R1R1′NC(═N—(O)n-A1)-group (wherein R1, R1′, n and A1 are as defined above), an A1N═C(—OR2)-group (wherein A1 and R2 are as defined above) or a NH2—CS-group, and R4 is as defined above,
a D3-R4— group, wherein D3 represents a nitro group or a R1OSO2— group (wherein R1 is as defined above), and R4 is as defined above, or
a R1OSO2— group, wherein R1 is as defined above;
(2) the B group:
an (a)-group
in (a), E1 and E1′ represent a methylene group optionally substituted with a C1-C10 alkyl group or a C1-C10 alkoxy group, or a carbonyl group, provided that E1 and E1′ are not a carbonyl group at the same time, E2 represents a C2-C10 alkylene group optionally substituted with an oxy group, a thio group, a sulfinyl group, a sulfonyl group or a —NR1′— group (wherein R1′ is as defined above), or a C3-C10 alkenylene group optionally substituted with an oxy group, a thio group, a sulfinyl group, a sulfonyl group or a —NR1′— group (wherein R1′ is as defined above), and R1 is as defined above;
(3) the C group:
a C2-C10 alkenyl group substituted with a halogen atom, a R2—B1— group (wherein R2 and B1 are as defined above), a D4-R4— group [wherein D4 represents a hydroxyl group or an A1-O— group (wherein A1 is as defined above), and R4 is as defined above], a D5- group [wherein D5 represents an O═C(R3)— group (wherein R3 is as defined above), an A1-(O)n—N═C(R3)— group (wherein A1, n and R3 are as defined above), a R1—B0—CO—R4—(O)n—N═C(R3)— group {wherein R1, R4, n and R3 are as defined above, and B0 represents an oxy group, a thio group or a —N((O)mR1′)— group (wherein R1′ and m are as defined above)}, a D2-R4—(O)n—N═C(R3)— group (wherein D2, R4, n and R3 are as defined above) or a R1A1N—N═C(R3)— group (wherein R1, A1 and R3 are as defined above)], a R1A1N—O—R4— group (wherein R1, A1 and R4 are as defined above), a R1(A1-(O)n-)N— group (wherein R1, A1 and n are as defined above), a D2- group (wherein D2 is as defined above) or a D3- group (wherein D3 is as defined above);
(4) the D group:
a C2-C10 alkynyl group substituted with a (b)-R4— group [wherein, in (b)
G1, G2, G4 and G5 represent a methylene group which is connected with the adjacent atom via a single bond and which may be optionally substituted with a methyl group, or a methine group which is connected with the adjacent atom via a double bond and which may be optionally substituted with a methyl group, and G3 represents a single bond, a double bond, a C1-C10 alkylene group optionally substituted with a methyl group, an oxy group, a thio group, a sulfinyl group, a sulfonyl group or a —NR1— group (wherein R1 is as defined above), or a C2-C10 alkenylene group optionally substituted with a methyl group, an oxy group, a thio group, a sulfinyl group, a sulfonyl group or a —NR1— group (wherein R1 is as defined above);
and R4 is as defined above], a (c)-R4-group (wherein, in (c)
J1, J2 and J3 are the same or different, and represent a methine group optionally substituted with a methyl group, or a nitrogen atom;
and R4 is as defined above), a halogen atom, a R2—B1—R4— group (wherein R2, B1 and R4 are as defined above), a D4-R4— group (wherein D4 and R4 are as defined above), a D5- group (wherein D5 is as defined above), a D1-R4— group (wherein D1 and R4 are as defined above), a D2- group (wherein D2 is as defined above) or a D3-R4— group (wherein D3 and R4 are as defined above);
(5) the E group:
an A2-CO—R5— group, provided that R5 is not a vinylene group when A2 is a hydroxyl group, wherein A2 represents
(i) an A3-B4— group
wherein A3 represents a hydrogen atom, or a C1-C10 alkyl group, or a C2-C10 haloalkyl group, or a C2-C10 alkenyl group optionally substituted with a halogen atom, or a C3-C10 alkynyl group optionally substituted with a halogen atom, or Ra—(R4)m— group (wherein Ra represents a phenyl group, a pyridyl group, a furyl group or a thienyl group, which may be optionally substituted with a halogen atom, a C1-C10 alkyl group, a C1-C10 alkoxy group or a nitro group, and R4 and m are as defined above), or a C1-C10 alkyl group substituted with a (b)-R4— group (wherein (b) and R4 are as defined above), a (c)-R4— group (wherein (c) and R4 are as defined above), a R2—B1—R4— group (wherein R2, B1 and R4 are as defined above), a D4-R4— group (wherein D4 and R4 are as defined above), a D5- group (wherein D5 is as defined above), a D1-R4— group (wherein D1 and R4 are as defined above), a D2- group (wherein D2 is as defined above), a D3-R4— group (wherein D3 and R4 are as defined above) or an A4-SO2—R4— group {wherein A4 represents a (b)- group (wherein (b) is as defined above), a (c)- group (wherein (c) is as defined above) or a R1R1′N— group (wherein R1 and R1′ are as defined above}, and R4 is as defined above), and
B4 represents an oxy group, a thio group or a —N((O)mR1)— group (wherein R1 and m are as defined above), provided that A3 is not a hydrogen atom when B4 is a thio group,
(ii) a R1—B4—CO—R4—B4′— group
wherein R1, B4 and R4 are as defined above, B4′ is the same as or different from B4 and has the same meaning as B4 has, provided that R2 is not a hydrogen atom when B4 is a thio group, or
a D2-R4—B4-group, wherein D2, R4 and B4 are as defined above,
(iii) a R2—SO2—NR1— group
wherein R2 is as defined above, provided that a hydrogen atom is excluded;
and R1 is as defined above,
(iv) a (b)- group, wherein (b) is as defined above,
(v) a (c)- group, wherein (c) is as defined above, or
(vi) a R1A1N—NR1′— group, wherein R1, A1 and R1′ are as defined above, and
R5 represents a C2-C10 alkenylene group optionally substituted with a halogen atom, or a C2-C10 alkynylene group;
(6) the F group:
an A5-B5—R6— group
wherein A5 represents a C2-C10 alkyl group substituted with a D4- group (wherein D4 is as defined above), a D1- group (wherein D1 is as defined above), a D3- group (wherein D3 is as defined above) or an A4-SO2— group (wherein A4 is as defined above), or a C1-C10 alkyl group substituted with a R2—B1— group (wherein R2 and B1 are as defined above), a D2- group (wherein D2 is as defined above), a D5- group (wherein D5 is as defined above) or an A2-CO— group (wherein A2 is as defined above), B5 represents a B1— group (wherein B1 is as defined above) or a —NA1- group (wherein A1 is as defined above), and R6 represents a single bond or a C1-C10 alkylene group;
(7) the G group:
an A6-B5—R6— group
wherein A6 represents an (a) —R4— group (wherein (a) and R4 are as defined above), or a C2-C10 alkenyl group, or a C2-C10 alkynyl group, or a C2-C10 alkenyl group substituted with a halogen atom, a R2—B1— group (wherein R2 and B1 are as defined above), a D5- group (wherein D5 is as defined above), a D2- group (wherein D2 is as defined above) or an A2-CO— group (wherein A2 is as define above), or a C2-C10 alkynyl group substituted with a halogen atom, a R2—B1— group (wherein R2 and B1 are as defined above), a D5- group (wherein D5 is as defined above), a D2- group (wherein D2 is as defined above) or an A2-CO— group (wherein A2 is as defined above), or a C3-C10 alkenyl group substituted with a (b)- group (wherein (b) is as defined above), a (c)- group (wherein (c) is as defined above), a D4- group (wherein D4 is as defined above), a D1- group (wherein D1 is as defined above) or a D3- group (wherein D3 is as defined above), or a C3-C10 alkynyl group substituted with a D4- group (wherein D4 is as defined above), a D1- group (wherein D1 is as defined above) or a D3- group (wherein D3 is as defined above), and B5 and R6 are as defined above;
(8) the H group:
a D2-N(—(O)n-A1)-R6— group (wherein D2, n, A1 and R6 are as defined above),
a D2- group (wherein D2 is as defined above, provided that a cyano group is excluded),
a R1(R1′(O)n)N—CR1″═N—R6— group (wherein R1, R1′, n and R6 are as defined above, R1″ is the same as or different from R1 and has the same meaning as R1 has),
a R1—(O)n—N═CR1′—NR2—R6— group (wherein R1, n, R1′, R2 and R6 are as defined above),
a R2—B3—NR1—CO—NR1′—R6— group (wherein R2, B3, R1, R1′ and R6 are as defined above),
a D2-CO—NR1—R6— group (wherein D2, R1 and R6 are as defined above) or
an A2-COCO—NR1—R6— group (wherein A2, R1 and R6 are as defined above);
(9) the I group:
an A7-B6—N((O)nR1)—R6— group [wherein A7 represents a C2-C10 alkenyl group optionally substituted with a halogen atom, or a C2-C10 alkynyl group, or a C3-C10 haloalkynyl group, or a R2—B1—R4— group (wherein R2, B1 and R4 are as defined above), or a D4-R4— group (wherein D4 and R4 are as defined above), or a D5-R4— group (wherein D5 and R4 are as defined above), or a D1-R4— group (wherein D1 and R4 are as defined above), or a (b)-R4— group (wherein (b) and R4 are as defined above), or a (c)-R4— group (wherein (c) and R4 are as defined above), or a D2-R4— group (wherein D2 and R4 are as defined above), or a D3-R4— group (wherein D3 and R4 are as defined above), or an A4-SO2—R4— group (wherein A4 and R4 are as defined above), or an A2-CO—R4— group (wherein A2 and R4 are as defined above), B6 represents a carbonyl group or a thiocarbonyl group, and n, R1 and R6 are as defined above],
an A8-CS—N((O)nR1)—R6— group [wherein A8 represents a hydrogen atom or a C1-C10 alkyl group optionally substituted with a halogen atom, and n, R1 and R6 are as defined above],
an A7′-B2′—B3—N((O)nR1)—R6— group [wherein A7′ represents a C3-C10 alkenyl group optionally substituted with a halogen atom, or a C3-C10 alkynyl group optionally substituted with a halogen atom, or a R2—B1—R4′— group (wherein R2 and B1 are as defined above, and R4′ represents a C2-C10 alkylene group), or a D4-R4′— group (wherein D4 and R4′ are as defined above), or a D1-R4′— group (wherein D1 and R4′ are as defined above), or a (b)-R4′— group (wherein (b) and R4′ are as defined above), or a (c)-R4′— group (wherein (c) and R4′ are as defined above), or a D2-R4— group (wherein D2 and R4 are as defined above), or a D3-R4′— group (wherein D3 and R4′ are as defined above), or an A2-CO—R4— group (wherein A2 and R4 are as defined above), B2′ represents an oxy group, a thio group or a —N((O)n′R1′)— group (wherein n′ is the same as or different from n and has the same meaning as n has, and R1′ is as defined above), and B3, n, R1 and R6 are as defined above],
an A8′-B2′—CS—N((O)nR1)—R4— group [wherein A8′ represents a C1-C10 alkyl group or a C2-C10 haloalkyl group, B2′ is as defined above, and n, R1 and R6 are as defined above],
an A8′-S—B3′—N((O)nR1)—R6— group [wherein A8′, n, R1 and R6 are as defined above, and B3′ represents a carbonyl group or a sulfonyl group] or
an A7″-SO2—N((O)nR1)—R6— group [wherein A7″ represents a C2-C10 alkenyl group, or a C3-C10 alkenyl group substituted with a halogen atom, or a C3-C10 alkynyl group optionally substituted with a halogen atom, or a R2—B1—R4′— group (wherein R2, B1 and R4′ are as defined above), or a D4-R4′— group (wherein D4 and R4′ are as defined above), or a D5-R4— group (wherein D5 and R4 are as defined above), or a D1-R4′— group (wherein D1 and R4′ are as defined above), or a (b) —R4′— group (wherein (b) and R4′ are as defined above), or a (c)-R4′— group (wherein (c) and R4′ are as defined above), or a D2-R4— group (wherein D2 and R4 are as defined above), or a NO2—R4— group (wherein R4 is as defined above), or an A2-CO—R4— group (wherein A2 and R4 are as defined above), and n, R1 and R4 are as defined above];
(10) the J group:
an A7-CO— group (wherein A7 is as defined above),
an A9-CS— group (wherein A9 represents A7 or A8),
an A9′(O)mN═C(A9)- group (wherein A9′ represents A7′ or A8′, and m and A9 are as defined above),
a D2-CO— group (wherein D2 is as defined above),
an A2-COCO— group (wherein A2 is as defined above),
an A9-CO—B1′—R6— group (wherein A9 and R6 are as defined above, and B1′ represents an oxy group or a thio group, provided that A9 is not A8 when B1′ is an oxy group),
an A9-CS—B1—R6— group (wherein A9, B1′ and R6 are as defined above),
an A7″-SO2—B1′—R6— group (wherein A7″, B1′ and R6 are as defined above),
an A8-SO2—B1′—R6— group (wherein A8, B1′ and R6 are as defined above, provided that A8 is not a hydrogen atom),
an A9′-B2′—B3—B1′—R6— group (wherein A9′, B2′, B3, B1′ and R6 are as defined above), or
a C2-C10 alkenyl group substituted with a (b)- group (wherein (b) is as defined above) or a (c)- group (wherein (c) is as defined above);
(11) the K group:
an A10-N((O)nR1)—CO—R6— group
wherein A10 represents a hydrogen atom (provided that n is not 0), an A7″-SO2— group (wherein A7″ is as defined above), an A8-SO2— group (wherein A8 is as defined above, provided that A8 is not a hydrogen atom), an A9′O— group (wherein A9′ is as defined above, provided that n is not 1), an A9′— group (wherein A9′ is as defined above, provided that A8′ is excluded when n is 0), a R2OCH2— group (wherein R2 is as defined above), an A2-CO—R4— group (wherein A2 and R4 are as defined above) or an A2-CO—CH(CH2CO-A2)- group (wherein A2 is as defined above), and n, R1 and R6 are as defined above;
(12) the L group:
an A10′-N((O)nR1)—SO2—R6— group [wherein A10′ represents a hydrogen atom (provided that n is not 0), an A9′O— group (wherein A9′ is as defined above, provided that n is not 1), an A9′— group (wherein A9′ is as defined above, provided that A8′ is excluded when n is 0), a R2—CO— group (wherein R2 is as defined above), an A2-CO—R4— group (wherein A2 and R4 are as defined above) or an A2-CO—CH(CH2CO-A2)- group (wherein A2 is as defined above), and n, R1 and R6 are as defined above],
an A9″R1N—SO2—N((O)nR1′)—R6— group [wherein A9″ represents a hydrogen atom or an A9′- group (wherein A9′ is as defined above), and R1, n, R1′ and R6 are as defined above] or
a (b)-SO2—N((O)nR1′)—R6— group [wherein (b), n, R1′ and R6 are as defined above];
(13) the M group:
a R1(R2S)C═N—R6— group (wherein R1, R2 and R6 are as defined above),
a R2B(R2′B′)C═N—R6— group (wherein R2 and R6 are as defined above, R2′ is the same as or different from R2 and has the same meaning as R2 has, and B and B′ are the same or different and represent an oxy group or a thio group),
a R1R1′N—(R2S)C═N—R6— group (wherein R1, R1′, R2 and R6 are as defined above),
a R1N═C(SR2)—NR2′—R6— group (wherein R1, R2, R2′ and R6 are as defined above) or
a R1(R1′O)N—R6— group (wherein R1, R1′ and R6 are as defined above);
(14) the N group:
an A11-P(═O)(OR1′)—R4— group
wherein A11 represents a R1— group (wherein R1 is as defined above), a R1O—R6— group (wherein R1 and R6 are as defined above) or a R1OCO—CHR0— group (wherein R1 and R0 are as defined above), and R1′ and R4 are as defined above;
III. in (YA)q, YA is a substituent on a carbon atom and represents a group included in the following X group or Y group, q represents 0, 1, 2, 3 or 4, the sum of p (wherein p is as defined above) and q is 5 or less, YAs are the same or different when q is 2 or more, and the adjacent two same or different YAs together may form a group included in the Z group to be fused to the A ring when q is 2 or more,
(1) the X group:
a Ma- group
wherein Ma represents a Rb— group (wherein Rb represents a C1-C10 alkyl group optionally substituted with a halogen atom), a halogen atom, a nitro group, a cyano group, a Rc—Ba—Rd— group (wherein Rc represents a C1-C10 alkyl group optionally substituted with a halogen atom, Ba represents an oxy group, a thio group, a sulfinyl group or a sulfonyl group, and Rd represents a single bond or a C1-C10 alkylene group), a HORd— group (wherein Rd is as defined above), a Re—CO—Rd— group (wherein Re represents a hydrogen atom, or a C1-C10 alkyl group optionally substituted with a halogen atom, and Rd is as defined above), a Re—CO—O—Rd— group (wherein Re and Rd are as defined above), a ReO—CO—Rd— group (wherein Re and Rd are as defined above), a HO—CO—CH═CH— group, a ReRe′N—Rd— group (wherein Re and Re′ are the same or different, Re is as defined above, Re′ has the same meaning as Re has, and Rd is as defined above), a Re—CO—NRe′—Rd— group (wherein Re, Re′ and Rd are as defined above), a RbO—CO—N(Re)—Rd— group (wherein Rb, Re and Rd are as defined above), a ReRe′N—CO—Rd— group (wherein Re, Re′ and Rd are as defined above), a ReRe′N—CO—NRe″—Rd— group (wherein Re, Re′ and Re″ are the same or different, Re and Re′ are as defined above, Re″ has the same meaning as Re has, and Rd is as defined above), a ReRe′N—C(═NRe″)—NRe′″—Rd— group (wherein Re, Re′, Re″ and Re′″ are the same or different, Re, Re′ and Re″ are as defined above, Re′″ has the same meaning as Re has, and Rd is as defined above), a Rb—SO2—NRe—Rd— group (wherein Rb, Re and Rd are as defined above), a ReRe′N—SO2—Rd— group (wherein Re, Re′ and Rd are as defined above), a C2-C10 alkenyl group or a C2-C10 alkynyl group;
(2) the Y group:
a Mb-Rd-group, wherein Mb represents a Mc-group
[wherein Mc represents a Md-Rd′— group [wherein Md represents a phenyl group optionally substituted with a Ma- group (wherein Ma is as defined above), a pyridyl group optionally substituted with a Ma- group (wherein Ma is as defined above), a naphthyl group optionally substituted with a Ma- group (wherein Ma is as defined above), a (b)- group (wherein (b) is as defined above), a (c)- group (wherein (c) is as defined above), a (d)- group
(wherein 1 is 2, 3 or 4, Bb represents an oxy group or a thio group) or an (e)- group
(wherein 1 and Bb are as defined above), and Rd′ is the same as or different from Rd and has the same meaning as Rd has]], a Mc-Ba— group (wherein Mc and Ba are as defined above), a Mc-CO— group (wherein Mc is as defined above), a Mc-CO—O— group (wherein Mc is as defined above), a McO—CO— group (wherein Mc is as defined above), a McReN— group (wherein Mc and Re are as defined above), a Mc-CO—NRe— group (wherein Mc and Re are as defined above), a McO—CO—NRe— group (wherein Mc and Re are as defined above), a McReN—CO— group (wherein Mc and Re are as defined above), a McReN—CO—NRe′ group (wherein Mc, Re and Re′ are as defined above), a McReN—C(═NRe′)—NRe″— group (wherein Mc, Re, Re′ and Re″ are as defined above), a Mc-SO2—NRe— group (wherein Mc and Re are as defined above) or a McReN—SO2— group (wherein Mc and Re are as defined above), and
Rd is as defined above;
(3) the Z group:
a —N═C(Ya)—Ya′— group (wherein Ya represents a hydrogen atom, or a C1-C10 alkyl group optionally substituted with a halogen atom, or a C1-C10 alkoxy group, and Ya′ represents an oxy group, a thio group, or an imino group optionally substituted with a C1-C10 alkyl group),
a —Yb—Yb′—Yb″— group (wherein Yb and Yb″ are the same or different, and represent a methylene group, an oxy group, a thio group, a sulfinyl group, or an imino group optionally substituted with a C1-C10 alkyl group, and Yb′ represents a C1-C4 alkylene group optionally substituted with a halogen atom, or a C1-C4 alkylene group optionally having an oxo group) or
a —Yc—O—Yc′—O— group (wherein Yc and Yc′ are the same or different, and represent a C1-C10 alkylene group);
IV. QA represents a hydroxyl group, a (b)- group (wherein (b) is as defined above), an A9-B6—Bc— group [wherein A9 and B6 are as defined above, and Bc represents an oxy group or a —N((O)mR1)— group (wherein m and R1 are as defined above), provided that Bc is not a sulfonyl group when A9 is a hydrogen atom], an A7″-SO2—Bc— group (wherein A7″ and Bc are as defined above), an A8-SO2—Bc— group (wherein A8 and Bc are as defined above, provided that A8 is not a hydrogen atom), a R1R1′N—SO2—Bc— group (wherein R1, R1′ and Bc are as defined above), a (b)-SO2—Bc— group (wherein (b) and Bc are as defined above), an A9′-Bc— group (wherein A9′ and Bc are as defined above), a D5-Rc—Bc— group (wherein D5, R4 and Bc are as defined above), a Mc-B3—Bc— group (wherein Mc, B3 and Bc are as defined above) or a Mc-Bc— group (wherein Mc and Bc are as defined above);
V. KA represents a hydrogen atom, a halogen atom or a C1-C10 alkyl group, LA represents a hydrogen atom, a C1-C10 alkyl group or a Mb-group (Mb is as defined above), or KA and LA may form a C1-C10 alkylene group or a —C(Ma′)=C(Ma″)-C(Ma′″)=C(Ma″″)-group (Ma′, Ma″, Ma′″ and Ma″″ are the same or different, are the same as or different from Ma, and represent a hydrogen atom or Ma);
and
the term “as defined above” used for the same symbols among plural substituents means that the plural substituents independently represent the same meaning as that described above and, among the plural substituents, although the selection range of substituents to be selected is the same, selected substituents may be the same or different as long as they are selected within the range;

98 more elements

A cinnamoyl compound represented by the formula (IV):

wherein
A represents a benzene ring or a pyridine ring,
Xa is a substituent on a carbon atom, and represents a C1-C10 alkyl group substituted with a cyano group;
a C1-C10 alkyl group substituted with a tetrahydropyran-4-ylidene group;
a C2-C10 alkenyl group substituted with a halogen atom or a cyano group;
a C2-C10 alkenyl group substituted with a C1-C10 alkoxycarbonyl group;
a C3-C10 alkynyl group substituted with a hydroxyl group;
an a0-r1-b-r1′- group {wherein a0 represents a methyl group substituted with a C1-C10 alkylthio group, a methyl group substituted with a C1-C10 alkylsulfinyl group, a methyl group substituted with a C1-C10 alkylsulfonyl group, a C2-C10 alkenyl group, a C2-C10 alkynyl group, a r2O—CO— group (wherein r2 represents a C1-C10 alkyl group, or a C2-C10 alkyl group substituted with a hydroxyl group), a carboxyl group, a rr′N—CO— group (wherein r and r′ are the same or different, and represent a hydrogen atom or a C1-C10 alkyl group), an a1-NH—CO— group (wherein a1 represents a C2-C10 alkyl group substituted with a C1-C10 alkoxy group), an a1′-CO— group (wherein a1′ represents a morpholino group), a rr′N—CH2— group (wherein r and r′ are as defined above), a r0-(O)1—CONH—CH2— group (wherein r0 represents a C1-C10 alkyl group, and l represents 0 or 1), a r-OCH2— group (wherein r is as defined above), a r0-CO— group (wherein r0 is as defined above), a cyano group, or a sulfomethyl group, r1 represents a C1-C10 alkylene group, r1′ represents a single bond or a C1-C10 alkylene group, and b represents an oxy group, a thio group, a sulfinyl group, a sulfonyl group or a imino group};
an a2-y-CO—NH— group (wherein a2 represents a C2-C10 alkyl group substituted with a C1-C10 alkoxy group, and y represents an oxy group or an imino group);
a r0O—COCO—NH— group (wherein r0 is as defined above);
an a3-z-NH— group (wherein a3 represents a C2-C10 alkenyl group, or a C1-C10 alkyl group substituted with a C1-C10 alkoxy group, a C1-C10 alkoxycarbonyl group, a carboxy group or a cyano group, and z represents a carbonyl group or a sulfonyl group);
an a4-NHCO— group {wherein a4 represents a C1-C10 alkoxy group, or a C3-C10 alkenyloxy group, or a r0-SO2— group (wherein r0 is as defined above), or a C2-C10 alkyl group substituted with a hydroxyl group or a C1-C10 alkoxy group, or a C1-C10 alkyl group substituted with a rO—CO— group (wherein r is as defined above), a cyano group or an aminocarbonyl group, or a rO—CO-(rO—COCH2)CH— group (wherein r is as defined above)};
an a5-NHSO2— group (wherein a5 represents a C2-C10 alkyl group substituted with a C1-C10 alkoxy group);
a r0ON═CH— group (wherein r0 is as defined above);
a r0NHCSNH— group (wherein r0 is as defined above);
a r0NHC(—Sr0′)═N— group (wherein r0 is as defined above, r0′ is the same as the different from r0 and has the same meaning as r0 has);
or a (r0O)2P(═O)CH2— group (wherein r0 is as defined above);
p represents 1, 2 or 3, and when p is 2 or more, Xas are the same or different;
Ya represents a halogen atom, a nitro group, a r0CO—NH— group (wherein r0 is as defined above), a C1-C10 alkyl group or a C1-C10 alkoxy group;
q represents 0, 1 or 2, and when q is 2 or more, Yas are the same or different;
qa represents a ra-O— group {wherein ra represents a hydrogen atom, a C1-C10 alkyl group, a C3-C10 alkenyl group, a C3-C10 alkynyl group, a C1-C10 alkyl group substituted with a r0r0′N—CH2— group (wherein r0 and r0′ are as defined above), a rOCH2— group (wherein r is as defined above), a r0-CO— group (wherein r0 is as defined above), a C1-C10 alkoxycarbonyl group, a carboxy group, an aminocarbonyl group or a cyano group, or a r3-r1-group (wherein r3 represents a phenyl group or a pyridyl group, and r1 is as defined above)};
a piperidino group;
a morpholino group;
or a r4r4′N— group (wherein r4 and r4′ are the same or different, and represent a hydrogen atom, a C1-C10 alkyl group, a C3-C10 alkenyl group, a C3-C10 alkynyl group, or a C2-C10 alkyl group substituted with a C1-C10 alkoxy group, provided that r4 and r4′ are not a hydrogen atom at the same time);
Ka represents a hydrogen atom, a halogen atom or a C1-C10 alkyl group, and La represents a hydrogen atom or a C1-C10 alkyl group;
or
Ka and La together may form a C1-C10 alkylene group or a 1,3-butadienylene group;
the term “as defined above” used for the same symbols among plural substituents means that the plural substituents independently represent the same meaning as that described above and, among the plural substituents, although the selection range of substituents to be selected is the same, selected substituents may be the same or different as long as they are selected within the range;

25 more elements

A cinnamoyl compound represented by the formula (V):

wherein
a represents a benzene ring or a pyridine ring;
x represents a methine group or a nitrogen atom;
Xa is a substituent on a carbon atom, and represents a C1-C10 alkyl group substituted with a cyano group;
a C1-C10 alkyl group substituted with a tetrahydropyran-4-ylidene group;
a C2-C10 alkenyl group substituted with a halogen atom or a cyano group;
a C2-C10 alkenyl group substituted with a C1-C10 alkoxycarbonyl group;
a C3-C10 alkynyl group substituted with a hydroxyl group;
an a0-r1-b-r1′- group {wherein a0 represents a methyl group substituted with a C1-C10 alkylthio group, a methyl group substituted with a C1-C10 alkylsulfinyl group, a methyl group substituted with a C1-C10 alkylsulfonyl group, a C2-C10 alkenyl group, a C2-C10 alkynyl group, a r2O—CO— group (wherein r2 represents a C1-C10 alkyl group, or a C2-C10 alkyl group substituted with a hydroxyl group), a carboxyl group, a rr′N—CO— group (wherein r and r′ are the same or different, and represent a hydrogen atom or a C1-C10 alkyl group), an a1-NH—CO— group (wherein a1 represents a C2-C10 alkyl group substituted with a C1-C10 alkoxy group), an a1′-CO— group (wherein a1′ represents a morpholino group), a rr′N—CH2— group (wherein r and r′ are as defined above), a r0-(O)1—CONH—CH2— group (wherein r0 represents a C1-C10 alkyl group, and l represents 0 or 1), a r-OCH2— group (wherein r is as defined above), a r0-CO— group (wherein r0 is as defined above), a cyano group, or a sulfomethyl group, r1 represents a C1-C10 alkylene group, r1′ represents a single bond or a C1-C10 alkylene group, and b represents an oxy group, a thio group, a sulfinyl group, a sulfonyl group or a imino group};
an a2-y-CO—NH— group (wherein a2 represents a C2-C10 alkyl group substituted with a C1-C10 alkoxy group, and y represents an oxy group or an imino group);
a r0O—COCO—NH— group (wherein r0 is as defined above);
an a3-z-NH— group (wherein a3 represents a C2-C10 alkenyl group, or a C1-C10 alkyl group substituted with a C1-C10 alkoxy group, a C1-C10 alkoxycarbonyl group, a carboxy group or a cyano group, and z represents a carbonyl group or a sulfonyl group);
an a4-NHCO— group {wherein a4 represents a C1-C10 alkoxy group, or a C3-C10 alkenyloxy group, or a r0-SO2— group (wherein r0 is as defined above), or a C2-C10 alkyl group substituted with a hydroxyl group or a C1-C10 alkoxy group, or a C1-C10 alkyl group substituted with a rO—CO— group (wherein r is as defined above), a cyano group or an aminocarbonyl group, or a rO—CO-(rO—COCH2)CH— group (wherein r is as defined above)};
an a5-NHSO2— group (wherein a5 represents a C2-C10 alkyl group substituted with a C1-C10 alkoxy group);
a r0ON═CH— group (wherein r0 is as defined above);
a r0NHCSNH— group (wherein r0 is as defined above);
a r0NHC(—Sr0′)═N— group (wherein r0 is as defined above, r0′ is the same as the different from r0 and has the same meaning as r0 has);
or a (r0O)2P(═O)CH2— group (wherein r0 is as defined above);
p represents 1, 2 or 3, and when p is 2 or more, Xas are the same or different;
Ya represents a halogen atom, a nitro group, a r0CO—NH— group (wherein r0 is as defined above), a C1-C10 alkyl group or a C1-C10 alkoxy group;
q represents 0, 1 or 2, and when q is 2 or more, Yas are the same or different;
qa represents a ra-O— group {wherein ra represents a hydrogen atom, a C1-C10 alkyl group, a C3-C10 alkenyl group, a C3-C10 alkynyl group, a C1-C10 alkyl group substituted with a r0r0′N—CH2— group (wherein r0 and r0′ are as defined above), a rOCH2— group (wherein r is as defined above), a r0-CO— group (wherein r0 is as defined above), a C1-C10 alkoxycarbonyl group, a carboxy group, an aminocarbonyl group or a cyano group, or a r3-r1-group (wherein r3 represents a phenyl group or a pyridyl group, and r1 is as defined above)};
a piperidino group;
a morpholino group;
or a r4r4′N— group (wherein r4 and r4′ are the same or different, and represent a hydrogen atom, a C1-C10 alkyl group, a C3-C10 alkenyl group, a C3-C10 alkynyl group, or a C2-C10 alkyl group substituted with a C1-C10 alkoxy group, provided that r4 and r4′ are not a hydrogen atom at the same time);
ta represents a rb- group (wherein rb is the same as or different from ra, and has the same meaning as ra has) or a r3′- group (wherein r3′ is the same as or different from r3, and has the same meaning as r3 has);
Ka represents a hydrogen atom, a halogen atom or a C1-C10 alkyl group, and La represents a hydrogen atom or a C1-C10 alkyl group;
or
Ka and La together may form a C1-C10 alkylene group or a 1,3-butadienylene group;
the term “as defined above” used for the same symbols among plural substituents means that the plural substituents independently represent the same meaning as that described above and, among the plural substituents, although the selection range of substituents to be selected is the same, selected substituents may be the same or different as long as they are selected within the range;

27 more elements

A 2H-pyran-2-one compound represented by the formula (VI):

wherein
a represents a benzene ring or a pyridine ring;
x represents a methine group or a nitrogen atom;
Xa is a substituent on a carbon atom, and represents a C1-C10 alkyl group substituted with a cyano group;
a C1-C10 alkyl group substituted with a tetrahydropyran-4-ylidene group;
a C2-C10 alkenyl group substituted with a halogen atom or a cyano group;
a C2-C10 alkenyl group substituted with a C1-C10 alkoxycarbonyl group;
a C3-C10 alkynyl group substituted with a hydroxyl group;
an a0-r1-b-r1′- group {wherein a0 represents a methyl group substituted with a C1-C10 alkylthio group, a methyl group substituted with a C1-C10 alkylsulfinyl group, a methyl group substituted with a C1-C10 alkylsulfonyl group, a C2-C10 alkenyl group, a C2-C10 alkynyl group, a r2O—CO— group (wherein r2 represents a C1-C10 alkyl group, or a C2-C10 alkyl group substituted with a hydroxyl group), a carboxyl group, a rr′N—CO— group (wherein r and r′ are the same or different, and represent a hydrogen atom or a C1-C10 alkyl group), an a1-NH—CO— group (wherein a1 represents a C2-C10 alkyl group substituted with a C1-C10 alkoxy group), an a1′-CO— group (wherein a1′ represents a morpholino group), a rr′N—CH2— group (wherein r and r′ are as defined above), a r0-(O)1—CONH—CH2— group (wherein r0 represents a C1-C10 alkyl group, and l represents 0 or 1), a r-OCH2— group (wherein r is as defined above), a r0-CO— group (wherein r0 is as defined above), a cyano group, or a sulfomethyl group, r1 represents a C1-C10 alkylene group, r1′ represents a single bond or a C1-C10 alkylene group, and b represents an oxy group, a thio group, a sulfinyl group, a sulfonyl group or a imino group};
an a2-y-CO—NH— group (wherein a2 represents a C2-C10 alkyl group substituted with a C1-C10 alkoxy group, and y represents an oxy group or an imino group);
a r0O—COCO—NH— group (wherein r0 is as defined above);
an a3-z-NH— group (wherein a3 represents a C2-C10 alkenyl group, or a C1-C10 alkyl group substituted with a C1-C10 alkoxy group, a C1-C10 alkoxycarbonyl group, a carboxy group or a cyano group, and z represents a carbonyl group or a sulfonyl group);
an a4-NHCO— group {wherein a4 represents a C1-C10 alkoxy group, or a C3-C10 alkenyloxy group, or a r0-SO2— group (wherein r0 is as defined above), or a C2-C10 alkyl group substituted with a hydroxyl group or a C1-C10 alkoxy group, or a C1-C10 alkyl group substituted with a rO—CO— group (wherein r is as defined above), a cyano group or an aminocarbonyl group, or a rO—CO-(rO—COCH2)CH— group (wherein r is as defined above)};
an a5-NHSO2— group (wherein a5 represents a C2-C10 alkyl group substituted with a C1-C10 alkoxy group);
a r0ON═CH— group (wherein r0 is as defined above);
a r0NHCSNH— group (wherein r0 is as defined above);
a r0NHC(—Sr0′)═N— group (wherein r0 is as defined above, r0′ is the same as the different from r0 and has the same meaning as r0 has);
or a (r0O)2P(═O)CH2— group (wherein r0 is as defined above);
p represents 1, 2 or 3, and when p is 2 or more, Xas are the same or different;
Ya represents a halogen atom, a nitro group, a r0CO—NH— group (wherein r0 is as defined above), a C1-C10 alkyl group or a C1-C10 alkoxy group;
q represents 0, 1 or 2, and when q is 2 or more, Yas are the same or different;
qa represents a ra-O— group {wherein ra represents a hydrogen atom, a C1-C10 alkyl group, a C3-C10 alkenyl group, a C3-C10 alkynyl group, a C1-C10 alkyl group substituted with a r0r0′N—CH2— group (wherein r0 and r0′ are as defined above), a rOCH2— group (wherein r is as defined above), a r0-CO— group (wherein r0 is as defined above), a C1-C10 alkoxycarbonyl group, a carboxy group, an aminocarbonyl group or a cyano group, or a r3-r1-group (wherein r3 represents a phenyl group or a pyridyl group, and r1 is as defined above)};
a piperidino group;
a morpholino group;
or a r4r4′N— group (wherein r4 and r4′ are the same or different, and represent a hydrogen atom, a C1-C10 alkyl group, a C3-C10 alkenyl group, a C3-C10 alkynyl group, or a C2-C10 alkyl group substituted with a C1-C10 alkoxy group, provided that r4 and r4′ are not a hydrogen atom at the same time);
the term “as defined above” used for the same symbols among plural substituents means that the plural substituents independently represent the same meaning as that described above and, among the plural substituents, although the selection range of substituents to be selected is the same, selected substituents may be the same or different as long as they are selected within the range;

23 more elements

A 2H-1-benzopyran-2-one compound represented by the formula (VIII):

wherein
a represents a benzene ring or a pyridine ring;
x represents a methine group or a nitrogen atom;
Xa is a substituent on a carbon atom, and represents a C1-C10 alkyl group substituted with a cyano group;
a C1-C10 alkyl group substituted with a tetrahydropyran-4-ylidene group;
a C2-C10 alkenyl group substituted with a halogen atom or a cyano group;
a C2-C10 alkenyl group substituted with a C1-C10 alkoxycarbonyl group;
a C3-C10 alkynyl group substituted with a hydroxyl group;
an a0-r1-b-r1′- group {wherein a0 represents a methyl group substituted with a C1-C10 alkylthio group, a methyl group substituted with a C1-C10 alkylsulfinyl group, a methyl group substituted with a C1-C10 alkylsulfonyl group, a C2-C10 alkenyl group, a C2-C10 alkynyl group, a r2O—CO— group (wherein r2 represents a C1-C10 alkyl group, or a C2-C10 alkyl group substituted with a hydroxyl group), a carboxyl group, a rr′N—CO— group (wherein r and r′ are the same or different, and represent a hydrogen atom or a C1-C10 alkyl group), an a1-NH—CO— group (wherein a1 represents a C2-C10 alkyl group substituted with a C1-C10 alkoxy group), an a1′-CO— group (wherein a1′ represents a morpholino group), a rr′N—CH2— group (wherein r and r′ are as defined above), a r0-(O)1—CONH—CH2— group (wherein r0 represents a C1-C10 alkyl group, and l represents 0 or 1), a r-OCH2— group (wherein r is as defined above), a r0-CO— group (wherein r0 is as defined above), a cyano group, or a sulfomethyl group, r1 represents a C1-C10 alkylene group, r1′ represents a single bond or a C1-C10 alkylene group, and b represents an oxy group, a thio group, a sulfinyl group, a sulfonyl group or a imino group};
an a2-y-CO—NH— group (wherein a2 represents a C2-C10 alkyl group substituted with a C1-C10 alkoxy group, and y represents an oxy group or an imino group);
a r0O—COCO—NH— group (wherein r0 is as defined above);
an a3-z-NH— group (wherein a3 represents a C2-C10 alkenyl group, or a C1-C10 alkyl group substituted with a C1-C10 alkoxy group, a C1-C10 alkoxycarbonyl group, a carboxy group or a cyano group, and z represents a carbonyl group or a sulfonyl group);
an a4-NHCO— group {wherein a4 represents a C1-C10 alkoxy group, or a C3-C10 alkenyloxy group, or a r0-SO2— group (wherein r0 is as defined above), or a C2-C10 alkyl group substituted with a hydroxyl group or a C1-C10 alkoxy group, or a C1-C10 alkyl group substituted with a rO—CO— group (wherein r is as defined above), a cyano group or an aminocarbonyl group, or a rO—CO-(rO—COCH2)CH— group (wherein r is as defined above)};
an a5-NHSO2— group (wherein a5 represents a C2-C10 alkyl group substituted with a C1-C10 alkoxy group);
a r0ON═CH— group (wherein r0 is as defined above);
a r0NHCSNH— group (wherein r0 is as defined above);
a r0NHC(—Sr0′)═N— group (wherein r0 is as defined above, r0′ is the same as the different from r0 and has the same meaning as r0 has);
or a (r0O)2P(═O)CH2— group (wherein r0 is as defined above);
p represents 1, 2 or 3, and when p is 2 or more, Xas are the same or different;
Ya represents a halogen atom, a nitro group, a r0CO—NH— group (wherein r0 is as defined above), a C1-C10 alkyl group or a C1-C10 alkoxy group;
q represents 0, 1 or 2, and when q is 2 or more, Yas are the same or different;
qa represents a ra-O— group {wherein ra represents a hydrogen atom, a C1-C10 alkyl group, a C3-C10 alkenyl group, a C3-C10 alkynyl group, a C1-C10 alkyl group substituted with a r0r0′N—CH2— group (wherein r0 and r0′ are as defined above), a rOCH2— group (wherein r is as defined above), a r0-CO— group (wherein r0 is as defined above), a C1-C10 alkoxycarbonyl group, a carboxy group, an aminocarbonyl group or a cyano group, or a r3-r1-group (wherein r3 represents a phenyl group or a pyridyl group, and r1 is as defined above)};
a piperidino group;
a morpholino group;
or a r4r4′N— group (wherein r4 and r4′ are the same or different, and represent a hydrogen atom, a C1-C10 alkyl group, a C3-C10 alkenyl group, a C3-C10 alkynyl group, or a C2-C10 alkyl group substituted with a C1-C10 alkoxy group, provided that r4 and r4′ are not a hydrogen atom at the same time);
ta represents a rb- group (wherein rb is the same as or different from ra, and has the same meaning as ra has) or a r3′- group (wherein r31 is the same as or different from r3, and has the same meaning as r3 has);
Ka represents a hydrogen atom, a halogen atom or a C1-C10 alkyl group, and La represents a hydrogen atom or a C1-C10 alkyl group;
or
Ka and La together may form a C1-C10 alkylene group or a 1,3-butadienylene group;
the term “as defined above” used for the same symbols among plural substituents means that the plural substituents independently represent the same meaning as that described above and, among the plural substituents, although the selection range of substituents to be selected is the same, selected substituents may be the same or different as long as they are selected within the range;

27 more elements

A process for producing a cynnamoyl compound represented by the formula (XLVI-1):

wherein Xb represents a MeO—COCH2NHCO-group, a MeOCH2CH2O—CO—NH-group, a MeOCH2CH2NH—CO—NH-group, a MeSO2NH—CO-group, a NCCH2NH—CO-group, a F2C═CH-group, a MeO—CO-(MeO—COCH2—)CH— group, a MeOCH2CH2NH—SO2-group, a MeO—NHCO-group or a CH═CHCH2O—NHCO-group, and qa, Ka and La are as defined below, the formula (XLVI-2):
wherein Xb′ represents a MeOCH2CO—NH-group or a MeOCH2CH2NH—CO-group, qa, Ka and La are as defined below, the formula (XLVI-3):
wherein Xb″ represents a MeSCH2CH2O-group, a HOCH2CH2OCH2— group or a NC—CH2CH2-group, and qa, Ka and La are as defined below, the formula (XLVI-4):
wherein Xb′″ represents a NCCH═CH-group, a H2NCOCH2O-group, a MeCOCH2O-group, a CH3O—COCH2SCH2-group, a tetrahydropyran-4-ylidenemethyl group, a CH3O—COCO—NH-group or a (CH3O)2P(═O)CH2-group, and qa, Ka and La are as defined below, or the formula (XLVI-5):
wherein qa, Ka and La are as defined below, which comprises reacting a benzaldehyde derivative represented by the formula (XXVI-1), the formula (XXVI-2), the formula (XXVI-3) or the formula (XXVI-4), or 6-formyl-2-[(2-methoxyethyl)aminocarbonyl]pyridine as defined in the above item 26, with a compound represented by the formula (XLVI):
wherein
qa represents a ra-O-group {wherein ra represents a hydrogen atom;
a C1-C10 alkyl group;
a C3-C10 alkenyl group;
a C3-C10 alkynyl group;
a C1-C10 alkyl group substituted with a r0r0′N—CH2— group (wherein r0 and r0′ are the same or different, and represent a C1-C10 alkyl group), a rOCH2— group (wherein r represents a hydrogen atom or a C1-C10 alkyl group), a r0-CO— group (wherein r0 is as defined above), a C1-C10 alkoxycarbonyl group, a carboxy group, an aminocarbonyl group or a cyano group;
or a r3-r1- group (wherein r3 represents a phenyl group or a pyridyl group, and r1 represents a C1-C10 alkylene group)}, a piperidino group, a morpholino group, or a r4r4′ N— group (wherein r4 and r4′ are the same or different, and represent a hydrogen atom, a C1-C10 alkyl group, a C3-C10 alkenyl group, a C3-C10 alkynyl group, or a C2-C10 alkyl group substituted with a C1-C10 alkoxy group, provided that r4 and r4′ are not a hydrogen atom at the same time),
Ka represents a hydrogen atom, a halogen atom or a C1-C10 alkyl group, and La represents a hydrogen atom or a C1-C10 alkyl group, or
Ka and La together may form a C1-C10 alkylene group or a 1,3-butadienylene group, and
the term “as defined above (or below)” used for the same symbols among plural substituents means that the plural substituents independently represent the same meaning as that described above (or below) and, among the plural substituents, although the selection range of substituents to be selected is the same, selected substituents may be the same or different as long as they are selected within the range;

12 more elements

A process for producing a cinnamoyl compound represented by the formula (XLVII″):

wherein A, Xc, Ya, p, q, rc, Ka and La are as defined below, and the term “as defined above (or below)” used for the same symbols among plural substituents means that the plural substituents independently represent the same meaning as that described above (or below) and, among the plural substituents, although the selection range of substituents to be selected is the same, selected substituents may be the same or different as long as they are selected within the range;
which comprises reacting a cinnamoyl compound represented by the formula (XLVII):
wherein
A represents a benzene ring or a pyridine ring,
Xc is a substituent on a carbon atom, and represents a C1-C10 alkyl group substituted with a cyano group;
a C1-C10 alkyl group substituted with a tetrahydropyran-4-ylidene group;
a C2-C10 alkenyl group substituted with a halogen atom or a cyano group;
a C2-C10 alkenyl group substituted with a C1-C10 alkoxycarbonyl group;
a C2-C10 alkynyl group substituted with a hydroxylmethyl group;
an a0c-r1-b-r1′- group {wherein a0c represents a methyl group substituted with a C1-C10 alkylthio group, a methyl group substituted with a C1-C10 alkylsulfinyl group, a methyl group substituted with a C1-C10 alkylsulfonyl group, a C2-C10 alkenyl group, a C2-C10 alkynyl group, a r2O—CO— group (wherein r2 represents a C1-C10 alkyl group, or a C2-C10 alkyl group substituted with a hydroxyl group), a rr′N—CO— group (wherein r and r′ are the same or different, and represent a hydrogen atom or a C1-C10 alkyl group), an a1-NH—CO— group (wherein a1 represents a C2-C10 alkyl group substituted with a C1-C10 alkoxy group), an a1′-CO— group (wherein a1′ represents a morpholino group), a rr′N—CH2— group (wherein r and r′ are as defined above), a r0-(O)1—CONH—CH2— group (wherein r0 represents a C1-C10 alkyl group, and l represents 0 or 1), a r-OCH2— group (wherein r is as defined above), a r0-CO— group (wherein r0 is as defined above), or a cyano group, r1 represents a C1-C10 alkylene group, r1′ represents a single bond or a C1-C10 alkylene group, and b represents an oxy group, a thio group, a sulfinyl group, a sulfonyl group or a imino group};
an a2-y-CO—NH— group (wherein a2 represents a C2-C10 alkyl group substituted with a C1-C10 alkoxy group, and y represents an oxy group or an imino group);
a r0O—COCO—NH— group (wherein r0 is as defined above);
an a3-z-NH— group (wherein a3 represents a C2-C10 alkenyl group, or a C1-C10 alkyl group substituted with a C1-C10 alkoxy group, a C1-C10 alkoxycarbonyl group or a cyano group, and z represents a carbonyl group or a sulfonyl group);
an a4-NHCO— group {wherein a4 represents a C1-C10 alkoxy group, or a C3-C10 alkenyloxy group, or a r0-SO2— group (wherein r0 is as defined above), or a C2-C10 alkyl group substituted with a hydroxyl group or a C1-C10 alkoxy group, or a C1-C10 alkyl group substituted with a r0O—CO— group (wherein r0 is as defined above), a cyano group or an aminocarbonyl group, or a r0O—CO-(r0O—COCH2)CH— group (wherein r0 is as defined above)};
an a5-NHSO2— group (wherein a5 represents a C2-C10 alkyl group substituted with a C1-C10 alkoxy group);
a r0ON═CH— group (wherein r0 is as defined above);
a r0NHCSNH— group (wherein r0 is as defined above);
a r0NHC(—Sr0′)═N— group (wherein r0 is as defined above, r0′ is the same as the different from r0 and has the same meaning as r0 has);
or a (r0O)2P(═O)CH2— group (wherein r0 is as defined above);
p represents 1, 2 or 3, and when p is 2 or more, Xcs are the same or different;
Ya represents a halogen atom, a nitro group, a r0CO—NH— group (wherein r0 is as defined above), a C1-C10 alkyl group or a C1-C10 alkoxy group;
q represents 0, 1 or 2, and when q is 2 or more, Yas are the same or different;
Ka represents a hydrogen atom, a halogen atom or a C1-C10 alkyl group, and La represents a hydrogen atom or a C1-C10 alkyl group, or
Ka and La together may form a C1-C10 alkylene group or a 1,3-butadienylene group, and
the term “as defined above” used for the same symbols among plural substituents means that the plural substituents independently represent the same meaning as that described above and, among the plural substituents, although the selection range of substituents to be selected is the same, selected substituents may be the same or different as long as they are selected within the range, with a compound represented by the formula (XLVII′):
rc-V (XLVII′)
wherein rc represents a tc′-group {wherein tc′ represents a C1-C10 alkyl group;
a C3-C10 alkenyl group;
a C3-C10 alkynyl group;
a C1-C10 alkyl group substituted with a r0r0′N—CH2— group (wherein r0 and r0′ are as defined above), a rOCH2— group (wherein r is as defined above), a r0-CO— group (wherein r0 is as defined above), a C1-C10 alkoxycarbonyl group, an aminocarbonyl group or a cyano group;
or a r3-r1- group (wherein r3 represents a phenyl group or a pyridyl group, and r1 is as defined above)}, and V represents a leaving group, and
the term “as defined above” used for the same symbols among plural substituents means that the plural substituents independently represent the same meaning as that described above and, among the plural substituents, although the selection range of substituents to be selected is the same, selected substituents may be the same or different as long as they are selected within the range;

29 more elements

A process for producing a cinnamoyl compound represented by the formula (XLVIII′):

wherein
A is as defined below,
Xd′ is a substituent on a carbon atom, and represents an a0d′-r1-b-r1′- group (wherein a0d′ represents a carboxy group, and r1, r1′ and b are as defined below), a HO—COCO—NH— group, an a3d′-z-NH— group (wherein a3d′ represents a C1-C10 alkyl group substituted with a carboxy group, and z is as defined below), or an a4d′—NHCO— group (wherein a4d′ represents a C1-C10 alkyl group substituted with a carboxy group, or a HO—CO—(HO—COCH2)CH— group),
p is as defined below and, and when p is 2 or more, Xd′s are the same or different,
Ya and q are as defined below,
qd′ represents a rd″-O— group {wherein rd″ represents a hydrogen atom;
a C1-C10 alkyl group;
a C3-C10 alkenyl group;
a C3-C10 alkynyl group;
a C1-C10 alkyl group substituted with a r0r0′N—CH2— group (wherein r0 and r0′ are as defined below), a rOCH2— group (wherein r is as defined below), a r0-CO— group (wherein r0 is as defined below), a carboxy group, an aminocarbonyl group or a cyano group;
or a r3-r1- group (wherein r3 represents a phenyl group or a pyridyl group, and r1 is as defined below)}, a piperidino group, a morpholino group, or a r4r4′N— group (wherein r4 and r4′ are as defined below, provided that they are not hydrogen atom at the same time),
Ka and La are as defined below, and
the term “as defined above (or below)” used for the same symbols among plural substituents means that the plural substituents independently represent the same meaning as that described above (or below) and, among the plural substituents, although the selection range of substituents to be selected is the same, selected substituents may be the same or different as long as they are selected within the range;
which comprises hydrolyzing a cinnamoyl compound represented by the formula (XLVIII):
wherein
A represents a benzene ring or a pyridine ring,
Xd is a substituent on a carbon atom, and represents an a0d-r1-b-r1′- group {wherein a0d represents a r2O—CO— group (wherein r2 represents a C1-C10 alkyl group, or a C2-C10 alkyl group substituted with a hydroxy group), r1 represents a C1-C10 alkylene group, r1′ represents a single bond or a C1-C10 alkylene group, and b represents an oxy group, a thio group, a sulfinyl group, a sulfonyl group or an imino group}, a r0O—COCO—NH— group (wherein r0 represents a C1-C10 alkyl group), an a3d-z-NH— group (wherein a3d represents a C1-C10 alkyl group substituted with a C1-C10 alkoxycarbonyl group, and z represents a carbonyl group or a sulfonyl group), or an a4d-NHCO— group {wherein a4d represents a C1-C10 alkyl group substituted with a r0O—CO— group (wherein r0 is as defined above), or a r0O—CO-(r0O—COCH2)CH— group (wherein r0 is as defined above)},
p represents 1, 2 or 3, and when p is 2 or more, Xds are the same or different,
Ya represents a halogen atom, a nitro group, a r0CO—NH— group (wherein r0 is as defined above), a C1-C10 alkyl group or a C1-C10 alkoxy group,
q represents 0, 1 or 2, and when q is 2 or more, Yas are the same or different;
qd represents a rd-O— group {wherein rd represents a hydrogen atom, a C1-C10 alkyl group, a C3-C10 alkenyl group, a C3-C10 alkynyl group, a C1-C10 alkyl group substituted with a r0r0′N—CH2— group (wherein r0 is as defined above, and r0′ is the same as or different from r0 and has the same meaning as r0 has), a rOCH2— group (wherein r is as defined above), a r0-CO— group (wherein r0 is as defined above), a C1-C10 alkoxycarbonyl group, a carboxy group, an aminocarbonyl group or a cyano group, or a r3-r1-group (wherein r3 represents a phenyl group or a pyridyl group, and r1 is as defined above)};
a piperidino group;
a morpholino group;
or a r4r4′N— group (wherein r4 and r4′ represent a hydrogen atom, a C1-C10 alkyl group, a C3-C10 alkenyl group, a C3-C10 alkynyl group, or a C2-C10 alkyl group substituted with a C1-C10 alkoxy group, provided that they are not a hydrogen atom at the same time),
Ka represents a hydrogen atom, a halogen atom or a C1-C10 alkyl group, and La represents a hydrogen atom or a C1-C10 alkyl group, or
Ka and La together may form a C1-C10 alkylene group or a 1,3-butadienylene group,
the term “as defined above” used for the same symbols among plural substituents means that the plural substituents independently represent the same meaning as that described above and, among the plural substituents, although the selection range of substituents to be selected is the same, selected substituents may be the same or different as long as they are selected within the range;

24 more elements

A process for producing a cinnamoyl compound represented by the formula (XLIX″):

wherein Xe′ represents an ae′-r1″-b″- group {wherein a0e′ represents an a0e- group (wherein a0e is as defined below), a 3-sulfopropyl group or a 4-sulfobutyl group, and r1″ and b″ are as defined below}, and A, Ya, p, q, qe, Ka and La are as defined below, and the term “as defined above (or below)” used for the same symbols among plural substituents means that the plural substituents independently represent the same meaning as that described above (or below) and, among the plural substituents, although the selection range of substituents to be selected is the same, selected substituents may be the same or different as long as they are selected within the range;
which comprises reacting a cinnamoyl compound represented by the formula (XLIX):
wherein
A represents a benzene ring or a pyridine ring,
Xe is a substituent on a carbon atom, and represents a H-b″- group (wherein b″ represents an oxy group or a thio group),
p represents 1, 2 or 3 and, when p is 2 or more, Xes are the same or different,
Ya represents a halogen atom, a nitro group, a r0CO—NH— group (wherein r0 is a C1-C10 alkyl group), a C1-C10 alkyl group or a C1-C10 alkoxy group,
q represents 0, 1 or 2, and when q is 2 or more, Yas are the same or different;
qe represents a re-O— group {wherein re represents a C1-C10 alkyl group, a C3-C10 alkenyl group, a C3-C10 alkynyl group, a C1-C10 alkyl group substituted with a r0r0′N—CH2— group (wherein r0 is as defined above, and r0′ is the same as or different from r0 and has the same meaning as r0 has), a rOCH2— group (wherein r represents a hydrogen atom or a C1-C10 alkyl group), a r0-CO— group (wherein r0 is as defined above), a C1-C10 alkoxycarbonyl group, an aminocarbonyl group or a cyano group, or a r3-r1-group (wherein r3 represents a phenyl group or a pyridyl group, and r1 represents a C1-C10 alkylene group)};
a piperidino group;
a morpholino group;
or a r4r4′N— group (wherein r4 and r4′ represent a hydrogen atom, a C1-C10 alkyl group, a C3-C10 alkenyl group, a C3-C10 alkynyl group, or a C2-C10 alkyl group substituted with a C1-C10 alkoxy group, provided that they are not a hydrogen atom at the same time),
Ka represents a hydrogen atom, a halogen atom or a C1-C10 alkyl group, and La represents a hydrogen atom or a C1-C10 alkyl group, or
Ka and La together may form a C1-C10 alkylene group or a 1,3-butadienylene group, and
the term “as defined above” used for the same symbols among plural substituents means that the plural substituents independently represent the same meaning as that described above and, among the plural substituents, although the selection range of substituents to be selected is the same, selected substituents may be the same or different as long as they are selected within the range, with a compound represented by the formula (XLIX′):
a0e-r1″-V′ (XLIX′)
wherein
a0e represents a methyl group substituted with a C1-C10 alkylthio group, a methyl group substituted with a C1-C10 alkylsulfinyl group, a methyl group substituted with a C1-C10 alkylsulfonyl group, a C2-C10 alkenyl group, a C2-C10 alkynyl group, a r2O—CO— group (wherein r2 represents a C1-C10 alkyl group, or a C2-C10 alkyl group substituted with a hydroxy group), a rr′N—CO— group (wherein r and r′ are the same or different, and represent a hydrogen atom or a C1-C10 alkyl group), an a1-NH—CO— group (wherein a1 represents a C2-C10 alkyl group substituted with a C1-C10 alkoxy group), an a1′-CO— group (wherein a1′ represents a morpholino group), a rr′N—CH2— group (wherein r is as defined above, r′ is the same as or different from r and has the same meaning as r has), a r0-(O)1—CONH—CH2— group (wherein r0 is as defined above, and l represents 0 or 1), a r-OCH2— group (wherein r is as defined above), a r0-CO— group (wherein r0 is as defined above) or a cyano group,
r1″ is the same as or different from r1 and has the same meaning as r1 has, and V′ represents a leaving group or a hydroxy group, or 1,3-propanesultone or 1,4-butanesultone
the term “as defined above” used for the same symbols among plural substituents means that the plural substituents independently represent the same meaning as that described above and, among the plural substituents, although the selection range of substituents to be selected is the same, selected substituents may be the same or different as long as they are selected within the range;

17 more elements

Dependencies are inferred from the claim text.

Facts

Application: 10/572,639Filed 16 Sep 2004
Priority: JP 2003-32414917 Sep 2003
Published: 15 Nov 2007
Term ends: Not estimatedThe source records don’t support an estimate.

Classification14 codes

C07C 47/55
Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings: containing halogen
A61P 1/16
Drugs for disorders of the alimentary tract or the digestive system: for liver or gallbladder disorders, e.g. hepatoprotective agents,…
A61P 9/10
Drugs for disorders of the cardiovascular system: for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary…
A61P 9/12
Drugs for disorders of the cardiovascular system: antihypertensives

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US 2007/0265228 A1Published application

Cinnamoyl compound and use of the same

AssigneeSumitomo Chemical Company, Limited

InventorYoshitaka TOMIGAHARA

Life of this patent

Estimating the term…

Abstract

The present invention relates to a cinnamoyl compound represented by the formula (I):

Claims73

Dependent claims

A cinnamoyl compound represented by the formula (I):

wherein
I. A represents a benzene ring or a pyridine ring;
and in (Yα)q, Yα is a substituent on a carbon atom and represents a group included in the following X0 group or Y0 group, q represents 0, 1, 2, 3 or 4, and Yαs are the same or different when q is 2 or more and the adjacent two same or different Yαs together may form a group included in the Z0 group to be fused to the A ring when q is 2 or more;
and in (Xα)p, Xα represents a substituent on a carbon atom which does not belong to the following X0 group, Y0 group and Z0 group, p represents 1, 2, 3, 4 or 5, and Xαs may be the same or different when p is 2 or more;
and the sum of p and q is 5 or less;
(1) the X0 group:
a Ma-group, wherein Ma represents a Rb— group (wherein Rb represents a C1-C10 alkyl group optionally substituted with a halogen atom), a halogen atom, a nitro group, a cyano group, a hydroxy group, a Rc—Ba—Rd— group (wherein Rc represents a C1-C10 alkyl group optionally substituted with a halogen atom, Ba represents an oxy group, a thio group, a sulfinyl group or a sulfonyl group, and Rd represents a single bond or a C1-C10 alkylene group), a HORd— group (wherein Rd is as defined above), a Re—CO—Rd— group (wherein Re represents a hydrogen atom, or a C1-C10 alkyl group optionally substituted with a halogen atom, and Rd is as defined above), a Re—CO—O—Rd— group (wherein Re and Rd are as defined above), a ReO—CO—Rd— group (wherein Re and Rd are as defined above), a HO—CO—CH═CH— group, a ReRe′N—Rd— group (wherein Re and Re′ are the same or different, Re is as defined above, Re′ has the same meaning as Re has, and Rd is as defined above), a Re—CO—NRe′—Rd— group (wherein Re, Re′ and Rd are as defined above), a RbO—CO—N(Re)—Rd— group (wherein Rb, Re and Rd are as defined above), a ReRe′N—CO—Rd— group (wherein Re, Re′ and Rd are as defined above), a ReRe′N—CO—NRe″—Rd— group (wherein Re, Re′ and Re″ are the same or different, Re and Re′ are as defined above, Re″ has the same meaning as Re has, and Rd is as defined above), a ReRe′N—C(═NRe″)—NRe′″—Rd— group (wherein Re, Re′, Re″ and Re′″ are the same or different, Re, Re″ and Re″ are as defined above, Re′″ has the same meaning as Re has, and Rd is as defined above), a Rb—SO2—NRe—Rd— group (wherein Rb, Re and Rd are as defined above), a ReRe′N—SO2—Rd— group (wherein Re, Re′ and Rd are as defined above), a C2-C10 alkenyl group or a C2-C10 alkynyl group;
(2) the Y0 group:
a Mb0-Rd— group, wherein Mb0 represents a Mc0- group
[wherein Mco represents a Mdo-Rd′— group [wherein Mdo represents a 6 to 10-membered aryl group optionally substituted with a Ma- group (wherein Ma is as defined above), a 5 to 10-membered heteroaryl group optionally substituted with a Ma-group (wherein Ma is as defined above), a 3 to 10-membered cyclic hydrocarbon or heterocyclic group optionally substituted with a Ma- group (wherein Ma is as defined above) and optionally containing an unsaturated bond, a (b0)- group
(in the (b0)- group, G0 forms an optionally substituted, saturated or unsaturated, nonaromatic 5 to 14-membered cyclic hydrocarbon or heterocyclic ring), a (c0)- group
(in the (C0)— group, J0 forms a 5 to 7-membered aromatic ring optionally containing a nitrogen atom), a (d0)- group
[wherein d0 forms a 5 to 12-membered hydrocarbon ring which is substituted with a carbonyl group or a thiocarbonyl group and further which may be optionally substituted with an oxy group, a thio group, a —NR1— group {wherein R1 represents a hydrogen atom, a C1-C10 alkyl group, a C2-C10 alkyl group substituted with a halogen atom or a R2—B1— group (wherein R2 represents a C1-C10 alkyl group, a C3-C10 alkenyl group or a C3-C10 alkynyl group, and B1 represents an oxy group, a thio group, a sulfinyl group or a sulfonyl group), a C3-C10 alkenyl group, or a C3-C10 alkynyl group}, a sulfinyl group or a sulfonyl group] or a (e0)- group
{wherein e0 forms a 5 to 12-membered hydrocarbon ring optionally substituted with a carbonyl group, a thiocarbonyl group, an oxy group, a thio group, a —NR1— group (wherein R1 is as defined above), a sulfinyl group or a sulfonyl group};
and Rd′ is the same as or different from Rd and has the same meaning as Rd has]],
a Mc0-Ba— group (wherein Mc0 and Ba are as defined above), a Mc0-CO— group (wherein Mc0 is as defined above), a Mc0-CO—O— group (wherein Mc0 is as defined above), a Mc0O—CO— group (wherein Mc0 is as defined above), a Mc0ReN— group (wherein Mc0 and Re are as defined above), a Mc0-CO—NRe— group (wherein Mc0 and Re are as defined above), a Mc0O—CO—NRe— group (wherein Mc0 and Re are as defined above), a Mc0ReN—CO group (wherein Mc0 and Re are as defined above), a Mc0ReN—CO—NRe′— group (wherein Mc0, Re and Re′ are as defined above), a Mc0ReN—C(═NRe′)—NRe″— group (wherein Mc0, Re, Re′ and Re″ are as defined above), a Mc0-SO2—NRe— group (wherein Mc0 and Re are as defined above) or a Mc0ReN—SO2— group (wherein Mc0 and Re are as defined above), and
Rd is as defined above;
(3) the Z0 group:
a 5 to 12-membered cyclic hydrocarbon or heterocyclic ring optionally substituted with a halogen atom, a C1-C10 alkoxy group, a C3-C10 alkenyloxy group, a C3-C10 alkynyloxy group, a carbonyl group, a thiocarbonyl group, an oxy group, a thio group, a sulfinyl group or a sulfonyl group, which is an aromatic or nonaromatic and monocyclic or fused ring and which is fused to the A ring;
II. Qα represents an optionally substituted hydroxy group, or an optionally substituted amino group;
III. Kα and Lα are the same or different, and represent a hydrogen atom, or a substituent on a carbon atom, or Kα and Lα may form a C1-C10 alkylene group optionally having a substituent or a C1-C10 alkenylene group optionally having a substituent;
and
the term “as defined above” used for the same symbols among plural substituents means that the plural substituents independently represent the same meaning as that described above and, among the plural substituents, although the selection range of substituents to be selected is the same, selected substituents may be the same or different as long as they are selected within the range;

20 more elements

A cinnamoyl compound represented by the formula (II):

wherein
I. A represents a benzene ring or a pyridine ring;
II. in (XA0)p, XA0 is a substituent on a carbon atom and represents a group included in any group of the following A0 to N0 groups, p represents 1, 2, 3, 4 or 5, and when p is 2 or more, XA0s are the same or different;
(1) the A0 group:
a D1-R4— group [wherein D1 represents a (R1—(O)k—)A1N—(O)k′— group [wherein R1 represents a hydrogen atom, or a C1-C10 alkyl group, or a C2-C10 alkyl group substituted with a halogen atom or a R2—B1— group (wherein R2 represents a C1-C10 alkyl group, a C3-C10 alkenyl group or a C3-C10 alkynyl group, and B1 represents an oxy group, a thio group, a sulfinyl group or a sulfonyl group), or a C3-C10 alkenyl group, or a C3-C10 alkynyl group, k represents 0 or 1, A1 represents a R3—(CHR0)m—(B2—B3)m′— group {wherein R3 represents a hydrogen atom, or a C1-C10 alkyl group optionally substituted with a halogen atom or a R2—B1— group (wherein R2 and B1 are as defined above), or a C2-C10 alkenyl group, or a C2-C10 alkynyl group, R0 represents a hydrogen atom, a C1-C10 alkyl group or a C2-C10 haloalkyl group, m represents 0 or 1, B2 represents a single bond, an oxy group, a thio group or a —N((O)nR1′)— group (wherein R1′ is the same as or different from R1, and has the same meaning as R1 has, and n represents 0 or 1), B3 represents a carbonyl group, a thiocarbonyl group or a sulfonyl group, m′ represents 0 or 1, and when B3 is a sulfonyl group, it does not occur that m is 0 and R3 is a hydrogen atom at the same time}, and k′ represents 0 or 1], and R4 represents a C1-C10 alkylene group, provided that a R0′R0″N—R4— group (wherein R0′ and R0″ are the same as or different from R0 and have the same meaning as R0 has, and R4 is as defined above) is excluded],
a D2-R4— group [wherein D2 represents a cyano group, a R1R1′NC(═N—(O)n-A1)- group (wherein R1, R1′, n and A1 are as defined above), an A1N═C(—OR2)— group (wherein A1 and R2 are as defined above) or a NH2—CS— group, and R4 is as defined above],
a D3-R4— group [wherein D3 represents a nitro group or a R1OSO2— group (wherein R1 is as defined above), and R4 is as defined above], or
a R1OSO2— group [wherein R1 is as defined above];
(2) the B0 group:
an (a0)- group
in the (a0)- group, E0 forms an optionally substituted, saturated or unsaturated, aromatic or nonaromatic 5 to 14-membered cyclic hydrocarbon or heterocyclic ring, and R1 is as defined above;
(3) the C0 group:
a C2-C10 alkenyl group substituted with a halogen atom, a R2—B1— group (wherein R2 and B1 are as defined above), a D4-R4— group [wherein D4 represents a hydroxy group or an A1-O— group (wherein A1 is as defined above), and R4 is as defined above], a D5- group [wherein D5 represents a O═C(R3)— group (wherein R3 is as defined above), an A1-(O)n—N═C(R3)— group (wherein A1, n and R3 are as defined above), a R1—B0—CO—R4—(O)n—N═C(R3)— group {wherein R1, R4, n and R3 are as defined above, and B0 represents an oxy group, a thio group or a —N((O)mR1′)— group (wherein R1′ and m are as defined above)}, a D2-R4—(O)n—N═C(R3)— group (wherein D2, R4, n and R3 are as defined above) or a R1A1N—N═C(R3)— group (wherein R1, A1 and R3 are as defined above)], a R1A1N—O—R4— group (wherein R1, A1 and R4 are as defined above), a R1(A1-(O)n—)N— group (wherein R1, A1 and n are as defined above), a D2- group (wherein D2 is as defined above) or a D3- group (wherein D3 is as defined above);
(4) the D0 group:
a C2-C10 alkynyl group substituted with a (b0)-R4— group (in (b0)
G0 forms an optionally substituted, saturated or unsaturated, nonaromatic 5 to 14-membered cyclic hydrocarbon or heterocyclic ring), a (c0)-R4— group (in (c0)
J0 forms an aromatic 5 to 7-membered ring optionally containing a nitrogen atom and R4 is as defined above), a halogen atom, a R2—B1—R4— group (wherein R2, B1 and R4 are as defined above), a D4-R4— group (wherein D4 and R4 are as defined above), a D5- group (wherein D5 is as defined above), a D1-R4— group (wherein D1 and R4 are as defined above), a D2- group (wherein D2 is as defined above) or a D3-R4— group (wherein D3 and R4 are as defined above);
(5) the E0 group:
an A2-CO—R5— group, provided that R5 is not a vinylene group when A2 is a hydroxy group, wherein A2 represents
(i) an A3-B4— group
wherein A3 represents a hydrogen atom, or a C1-C10 alkyl group, or a C2-C10 haloalkyl group, or a C2-C10 alkenyl group optionally substituted with a halogen atom, or a C3-C10 alkynyl group optionally substituted with a halogen atom, or a Ra0—(R4)m— group (wherein Ra0 represents an optionally substituted 5 to 7-membered aryl group or heteroaryl group, and R4 and m are as defined above), or a C1-C10 alkyl group substituted with a (b0)-R4— group (wherein (b0) and R4 are as defined above), a (c0)-R4— group (wherein (c0) and R4 are as defined above), a R2—B1—R4— group (wherein R2, B1 and R4 are as defined above), a D4-R4— group (wherein D4 and R4 are as defined above), a D5- group (wherein D5 is as defined above), a D1-R4— group (wherein D1 and R4 are as defined above), a D2- group (wherein D2 is as defined above), a D3-R4— group (wherein D3 and R4 are as defined above) or an A4-SO2—R4— group {wherein A4 represents a (b0)- group (wherein (b0) is as defined above), a (c0)- group (wherein (c0) is as defined above) or a R1R1′N— group (wherein R1 and R1′ are as defined above), and R4 is as defined above}, and
B4 represents an oxy group, a thio group or a —N((O)mR1)— group (wherein R1 and m are as defined above), provided that A3 is not a hydrogen atom when B4 is a thio group;
(ii) a R1—B4—CO—R4—B4′— group, wherein R1, B4 and R4 are as defined above, B4′ is the same as or different from B4 and has the same meaning as B4 has, provided that R2 is not a hydrogen atom when B4 is a thio group, or
a D2-R4—B4— group, wherein D2, R4 and B4 are as defined above;
(iii) a R2—SO2—NR1— group, wherein R2 is as defined above, provided that a hydrogen atom is excluded, and R1 is as defined above;
(iv) a (b0)- group, wherein (b0) is as defined above;
(v) a (c0)- group, wherein (c0) is as defined above;
or
(vi) a R1A1N—NR1′— group, wherein R1, A1 and R1′ are as defined above;
and
R5 represents a C2-C10 alkenylene group optionally substituted with a halogen atom or a C2-C10 alkynylene group;
(6) the F0 group:
an A5-B5—R6— group
wherein A5 represents a C2-C10 alkyl group substituted with a D4- group (wherein D4 is as defined above), a D1- group (wherein D1 is as defined above), a D3- group (wherein D3 is as defined above) or an A4-SO2— group (wherein A4 is as defined above), or a C1-C10 alkyl group substituted with a R2—B1— group (wherein R2 and B1 are as defined above), a D2- group (wherein D2 is as defined above), a D5- group (wherein D5 is as defined above) or an A2-CO— group (wherein A2 is as defined above),
B5 represents a B1— group (wherein B1 is as defined above) or a —NA1- group (wherein A1 is as defined above), and
R6 represents a single bond or a C1-C10 alkylene group;
(7) the G0 group:
an A6-B5—R6— group
wherein A6 represents an (a0)-R4— group (wherein (a0) and R4 are as defined above), or a C2-C10 alkenyl group, or a C2-C10 alkynyl group, or a C2-C10 alkenyl group substituted with a halogen atom, a R2—B1— group (wherein R2 and B1 are as defined above), a D5- group (wherein D5 is as defined above), a D2- group (wherein D2 is as defined above) or an A2-CO— group (wherein A2 is as defined above), or a C2-C10 alkynyl group substituted with a halogen atom, a R2—B1— group (wherein R2 and B1 are as defined above), a D5- group (wherein D5 is as defined above), D2- group (wherein D2 is as defined above) or an A2-CO— group (wherein A2 is as defined above), or a C3-C10 alkenyl group substituted with a (b0)- group (wherein (b0) is as defined above), a (c0)- group (wherein (c0) is as defined above), a D4- group (wherein D4 is as defined above), a D1- group (wherein D1 is as defined above) or a D3- group (wherein D3 is as defined above), or a C3-C10 alkynyl group substituted with a D4- group (wherein D4 is as defined above), a D1- group (wherein D1 is as defined above) or a D3- group (wherein D3 is as defined above), and
B5 and R6 are as defined above;
(8) the H0 group:
a D2-N(—(O)n-A1)-R6— group (wherein D2, n, A1 and R6 are as defined above),
a D2- group (wherein D2 is as defined above, provided that a cyano group is excluded),
a R1(R1′(O)n)N—CR1″═N—R6— group (wherein R1, R1′, n and R6 are as defined above, R1″ is the same as or different from R1 and has the same meaning as that of R1),
a R1—(O)n—N═CR1′—NR2—R6— group (wherein R1, n, R1′, R2 and R6 are as defined above),
a R2—B3—NR1—CO—NR1′—R6— group (wherein R2, B3, R1, R1′ and R6 are as defined above),
a D2-CO—NR1—R6— group (wherein D2, R1 and R6 are as defined above) or
an A2-COCO—NR1—R6— group (wherein A2, R1 and R6 are as defined above);
(9) the I0 group:
an A7-B6—N((O)nR1)—R6— group [wherein A7 represents a C2-C10 alkenyl group optionally substituted with a halogen atom, or a C2-C10 alkynyl group, or a C3-C10 haloalkynyl group, or a R2—B1—R4— group (wherein R2, B1 and R4 are as defined above), or a D4-R4— group (wherein D4 and R4 are as defined above), or a D5-R4— group (wherein D5 and R4 are as defined above), or a D1-R4— group (wherein D1 and R4 are as defined above), or a (b0)-R4— group (wherein (b0) and R4 are as defined above), or a (c0)-R4— group (wherein (c0) and R4 are as defined above), or a D2-R4— group (wherein D2 and R4 are as defined above), or a D3-R4— group (wherein D3 and R4 are as defined above), or an A4-SO2—R4— group (wherein A4 and R4 are as defined above), or an A2-CO—R4— group (wherein A2 and R4 are as defined above), B6 represents a carbonyl group or a thiocarbonyl group, and n, R1 and R6 are as defined above],
an A8-CS—N((O)nR1)—R6— group [wherein A8 represents a hydrogen atom or a C1-C10 alkyl group optionally substituted with a halogen atom, and n, R1 and R4 are as defined above],
an A7′-B2′—B3—N((O)nR1)—R6— group [wherein A7′ represents a C3-C10 alkenyl group optionally substituted with a halogen atom, or a C3-C10 alkynyl group optionally substituted with a halogen atom, or a R2—B1—R4′— group (wherein R2 and B1 are as defined above, and R4′ represents a C2-C10 alkylene group), or a D4-R4′— group (wherein D4 and R4′ are as defined above), or a D1-R4′— group (wherein D1 and R4′ are as defined above), or a (b0)-R4′— group (wherein (b0) and R4′ are as defined above), or a (c0)-R4′— group (wherein (c0) and R4′ are as defined above), or a D2-R4— group (wherein D2 and R4 are as defined above), or a D3-R4′— group (wherein D3 and R4′ are as defined above), or an A2-CO—R4— group (wherein A2 and R4 are as defined above), B2′ represents an oxy group, a thio group or a —N((O)n′R1′)— group (wherein n′ is the same as or different from n and has the same meaning as that of n, and R1′ is as defined above), and B3, n, R1 and R6 are as defined above],
an A8′-B2′—CS—N((O)nR1)—R6— group [wherein A8′ represents a C1-C10 alkyl group or a C2-C10 haloalkyl group, B2′ is as defined above, and n, R1 and R6 are as defined above],
an A8′-S—B3′—N((O)nR1)—R6— group [wherein A8′, n, R1 and R6 are as defined above, and B3′ represents a carbonyl group or a sulfonyl group] or
an A7″-SO2—N((O)nR1)—R6— group [wherein A7″ represents a C2-C10 alkenyl group, or a C3-C10 alkenyl group substituted with a halogen atom, or a C3-C10 alkynyl group optionally substituted with a halogen atom, or a R2—B1—R4′— group (wherein R2, B1 and R4′ are as defined above), or a D4-R4′— group (wherein D4 and R4′ are as defined above), or a D5-R4— group (wherein D5 and R4 are as defined above), or a D1-R4′— group (wherein D1 and R4′ are as defined above), or a (b0)-R4′— group (wherein (b0) and R4′ are as defined above), or a (c0)-R4′— group (wherein (c0) and R4′ are as defined above), or a D2-R4— group (wherein D2 and R4 are as defined above), or a NO2—R4— group (wherein R4 is as defined above), or an A2-CO—R4— group (wherein A2 and R4 are as defined above), and n, R1 and R6 are as defined above];
(10) the J0 group:
an A7-CO— group (wherein A7 is as defined above),
an A9-CS— group (wherein A9 represents A7 or A8),
an A9′(O)mN═C(A9)- group (wherein A9′ represents A7′ or A8′, and m and A9 are as defined above),
a D2-CO— group (wherein D2 is as defined above),
an A2-COCO— group (wherein A2 is as defined above),
an A9-CO—B1′—R6— group (wherein A9 and R6 are as defined above, and B1′ represents an oxy group or a thio group, provided that A9 is not A8 when B1′ is an oxy group),
an A9-CS—B1′—R6— group (wherein A9, B1′ and R6 are as defined above),
an A7″-SO2—B1′—R6— group (wherein A7″, B1′ and R6 are as defined above),
an A8-SO2—B1′—R6— group (wherein A8, B1′ and R6 are as defined above, provided that A8 is not a hydrogen atom),
an A9′-B2′—B3—B1′—R6— group (wherein A9′, B2′, B3, B1′ and R6 are as defined above), or
a C2-C10 alkenyl group substituted with a (b0)- group (wherein (b0) is as defined above) or a (c0)- group (wherein (c0) is as defined above);
(11) the K0 group:
an A10-N((O)nR1)—CO—R6— group
wherein A10 represents a hydrogen atom (provided that n is not 0), an A7″-SO2— group (wherein A7″ is as defined above), an A8-SO2— group (wherein A8 is as defined above, provided that A8 is not a hydrogen atom), an A9′O— group (wherein A9′ is as defined above, provided that n is not 1), an A9′- group (wherein A9′ is as defined above, provided that A8′ is excluded when n is 0), a R2OCH2— group (wherein R2 is as defined above), an A2-CO—R4— group (wherein A2 and R4 are as defined above) or an A2-CO—CH(CH2CO-A2)- group (wherein A2 is as defined above), and n, R1 and R6 are as defined above;
(12) the L0 group:
an A10′-N((O)nR1)—SO2—R6— group [wherein A10′ represents a hydrogen atom (provided that n is not 0), an A9′O— group (wherein A9′ is as defined above, provided that n is not 1), an A9′— group (wherein A9′ is as defined above, provided that A8′ is excluded when n is 0), a R2—CO— group (wherein R2 is as defined above), an A2-CO—R4— group (wherein A2 and R4 are as defined above) or an A2-CO—CH(CH2CO-A2)- group (wherein A2 is as defined above), and n, R1 and R6 are as defined above],
an A9″R1N—SO2—N((O)nR1′)—R6— group [wherein A9″ represents a hydrogen atom or an A9′— group (wherein A9′ is as defined above), and R1, n, R1′ and R6 are as defined above] or
a (b0)-SO2—N((O)nR1′)—R6— group [wherein (b0), n, R1′ and R6 are as defined above];
(13) the M0 group:
a R1(R2S)C═N—R6— group (wherein R1, R2 and R6 are as defined above),
a R2B(R2′B′)C═N—R6— group (wherein R2 and R6 are as defined above, R2′ is the same as or different from R2 and has the same meaning as that of R2, and B and B′ are the same or different and represent an oxy group or a thio group),
a R1R1′N—(R2S)C═N—R6— group (wherein R1, R1′, R2 and R6 are as defined above),
a R1N═C(SR2)—NR2′—R6— group (wherein R1, R2, R2′ and R6 are as defined above) or
a R1(R1′O)N—R6— group (wherein R1, R1 and R6 are as defined above);
(14) the N0 group:
a A11-P(═O)(OR1′)—R4— group
wherein A11 represents a R1— group (wherein R1 is as defined above), a R1O—R6— group (wherein R1 and R6 are as defined above) or a R1OCO—CHR0— group (wherein R1 and R0 are as defined above), and R1′ and R4 are as defined above;
III. in (YA0)q, YA0 is a substituent on a carbon atom and represents a group included in the following X0 group and Y0 group, q represents 0, 1, 2, 3 or 4, the sum of p (wherein p is as defined above) and q is 5 or less, YA0s are the same as or different when q is 2 or more, and the adjacent two same or different YA0s may form a group included in the Z0 group to be fused to the A ring when q is 2 or more;
(1) the X0 group:
a Ma- group, wherein Ma represents a Rb— group (wherein Rb represents a C1-C10 alkyl group optionally substituted with a halogen atom), a halogen atom, a nitro group, a cyano group, a hydroxy group, a Rc—Ba—Rd— group (wherein Rc represents a C1-C10 alkyl group optionally substituted with a halogen atom, Ba represents an oxy group, a thio group, a sulfinyl group or a sulfonyl group, and Rd represents a single bond or a C1-C10 alkylene group), a HORd— group (wherein Rd is as defined above), a Re—CO—Rd— group (wherein Re represents a hydrogen atom, or a C1-C10 alkyl group optionally substituted with a halogen atom, and Rd is as defined above), a Re—CO—O—Rd— group (wherein Re and Rd are as defined above), a ReO—CO—Rd— group (wherein Re and Rd are as defined above), a HO—CO—CH═CH— group, a ReRe′N—Rd— group (wherein Re and Re′ are the same or different, Re is as defined above, Re′ has the same meaning as Re has, and Rd is as defined above), a Re—CO—NRe′—Rd— group (wherein Re, Re′ and Rd are as defined above), a RbO—CO—N(Re)—Rd— group (wherein Rb, Re and Rd are as defined above), a ReRe′N—CO—Rd— group (wherein Re, Re′ and Rd are as defined above), a ReRe′N—CO—NRe″—Rd— group (wherein Re, Re′ and Re″ are the same or different, Re and Re′ are as defined above, Re″ has the same meaning as Re has, and Rd is as defined above), a ReRe′N—C(═NRe″)—NRe′″—Rd— group (wherein Re, Re′, Re″ and Re′″ are the same or different, Re, Re′ and Re″ are as defined above, Re′″ has the same meaning as Re has, and Rd is as defined above), a Rb—SO2—NRe—Rd— group (wherein Rb, Re and Rd are as defined above), a ReRe′N—SO2—Rd— group (wherein Re, Re′ and Rd are as defined above), a C2-C10 alkenyl group or a C2-C10 alkynyl group;
(2) the Y0 group:
a Mb0-Rd— group, wherein Mb0 represents a Mc0- group
[wherein Mc0 represents a Md0-Rd′— group [wherein Md0 represents a 6 to 10-membered aryl group optionally substituted with a Ma- group (wherein Ma is as defined above), a 5 to 10-membered heteroaryl group optionally substituted with a Ma- group (wherein Ma is as defined above), a 3 to 10-membered cyclic hydrocarbon or heterocyclic group which is optionally substituted with a Ma- group (wherein Ma is as defined above) and which optionally contains an unsaturated bond, or a (bo)- group
(wherein (bo) forms as defined above), a (co)- group
(wherein (c0) forms as defined above), a (d0)-group
{wherein do forms a 5 to 12-membered hydrocarbon ring which is substituted with a carbonyl group or a thiocarbonyl group and further which may be optionally substituted with an oxy group, a thio group, a —NR1— group (wherein R1 is as defined above), a sulfinyl group or a sulfonyl group} or a (e0)- group
{wherein e0 forms a 5 to 12-membered hydrocarbon ring optionally substituted with a carbonyl group, a thiocarbonyl group, an oxy group, a thio group, a —NR1— group (wherein R1 is as defined above), a sulfinyl group or a sulfonyl group}, and Rd′ is the same as or different from Rd and has the same meaning as Rd has]],
a Mc0-Ba— group (wherein Mc0 and Ba are as defined above), a Mc0-CO— group (wherein Mc0 is as defined above), a Mc0-CO—O— group (wherein Mc0 is as defined above), a Mc0O—CO— group (wherein Mc0 is as defined above), a Mc0ReN— group (wherein Mc0 and Re are as defined above), a Mc0-CO—NRe— group (wherein Mc0 and Re are as defined above), a Mc0O—CO—NRe— group (wherein Mc0 and Re are as defined above), a Mc0ReN—CO group (wherein Mc0 and Re are as defined above), a Mc0ReN—CO—NRe′— group (wherein Mc0, Re and Re′ are as defined above), a Mc0ReN—C(═NRe′)—NRe″— group (wherein Mc0, Re, Re′ and Re″ are as defined above), a Mc0-SO2—NRe— group (wherein Mc0 and Re are as defined above) or a Mc0ReN—SO2— group (wherein Mco and Re are as defined above), and
Rd is as defined above;
(3) the Z0 group:
a 5 to 12-membered cyclic hydrocarbon or heterocyclic ring optionally substituted with a halogen atom, a C1-C10 alkoxy group, a C3-C10 alkenyloxy group, a C3-C10 alkynyloxy group, a carbonyl group, a thiocarbonyl group, an oxy group, a thio group, a sulfinyl group or a sulfonyl group, which is an aromatic or nonaromatic and monocyclic or fused ring and which is fused to the A ring;
IV. QA0 represents a hydroxyl group, a (b0)- group (wherein (b0) is as defined above), an A9-B6—Bc— group [wherein A9 and B6 are as defined above, and Bc represent an oxy group or a —N((O)mR1)— group (wherein m and R1 are as defined above), provided that Bc is not a sulfonyl group when A9 is a hydrogen atom], an A7″-SO2—Bc— group (wherein A7″ and Bc are as defined above), an A8-SO2—Bc— group (wherein A8 and Bc are as defined above, provided that A8 is not a hydrogen atom), a R1R1′N—SO2—Bc— group (wherein R1, R1′ and Bc are as defined above), a (b0)-SO2—Bc— group (wherein (b0) and Bc are as defined above), an A9′-Bc— group (wherein A9′ and Bc are as defined above), a D5-R4—Bc— group (wherein D5, R4 and Bc are as defined above), a Mc0-B3—Bc— group (wherein Mc0, B3 and Bc are as defined above) or a Mc0-Bc— group (wherein Mc0 and Bc are as defined above);
V. KA0 represents a hydrogen atom, a halogen atom, or a C10 alkyl group, LA0 represents a hydrogen atom, or a Mb0-group (Mb0 is as defined above), or KA0 and LA0 may form a C1-C10 alkylene group, or a C1-C10 alkenylene group optionally substituted with single or the same or different plural Ma groups;
and
the term “as defined above” used for the same symbols among plural substituents means that the plural substituents independently represent the same meaning as that described above and, among the plural substituents, although the selection range of substituents to be selected is the same, selected substituents may be the same or different as long as they are selected within the range;

98 more elements

A cinnamoyl compound represented by the formula (III):

wherein
I. A represents a benzene ring or a pyridine ring;
II. in (XA)p, XA is a substituent on a carbon atom and represents a group included in any group or the following A to N groups, p represents 1, 2, 3, 4 or 5, and, XAs are the same or different when p is 2 or more,
(1) the A group:
a D1-R4— group, wherein D1 represents a (R1—(O)k-(A1N—(O)k′— group [wherein R1 represents a hydrogen atom, or a C1-C10 alkyl group, or a C2-C10 alkyl group substituted with a halogen atom or a R2—B1— group (wherein R2 represents a C1-C10 alkyl group, a C3-C10 alkenyl group or a C3-C10 alkynyl group, and B1 represents an oxy group, a thio group, a sulfinyl group or a sulfonyl group), or a C3-C10 alkenyl group, or a C3-C10 alkynyl group, k represents 0 or 1, A1 represents a R3—(CHR0)m—(B2—B3)m′— group {wherein R3 represents a hydrogen atom, or a C1-C10 alkyl group optionally substituted with a halogen atom or a R2—B1-group (wherein R2 and B1 are as defined above), or a C2-C10 alkenyl group, or a C2-C10 alkynyl group, R0 represents a hydrogen atom, a C1-C10 alkyl group or a C2-C10 haloalkyl group, m represents 0 or 1, B2 represents a single bond, an oxy group, a thio group or a —N((O)nR1)— group (wherein R1′ is the same as or different from R1 and has the same meaning as R1 has, and n represents 0 or 1), B3 represents a carbonyl group, a thiocarbonyl group or a sulfonyl group, m′ represents 0 or 1, and when B3 is a sulfonyl group, it does not occur that m is 0 and R3 is a hydrogen atom at the same time}, and k′ represents 0 or 1], and R4 represents a C1-C10 alkylene group, provided that a R0R0″N—R4-group (wherein R0′ and R0″ are the same as or different from R0 and has the same meaning as R0 has, and R4 is as defined above) is excluded,
a D2-R4— group, wherein D2 represents a cyano group, a R1R1′NC(═N—(O)n-A1)-group (wherein R1, R1′, n and A1 are as defined above), an A1N═C(—OR2)-group (wherein A1 and R2 are as defined above) or a NH2—CS-group, and R4 is as defined above,
a D3-R4— group, wherein D3 represents a nitro group or a R1OSO2— group (wherein R1 is as defined above), and R4 is as defined above, or
a R1OSO2— group, wherein R1 is as defined above;
(2) the B group:
an (a)-group
in (a), E1 and E1′ represent a methylene group optionally substituted with a C1-C10 alkyl group or a C1-C10 alkoxy group, or a carbonyl group, provided that E1 and E1′ are not a carbonyl group at the same time, E2 represents a C2-C10 alkylene group optionally substituted with an oxy group, a thio group, a sulfinyl group, a sulfonyl group or a —NR1′— group (wherein R1′ is as defined above), or a C3-C10 alkenylene group optionally substituted with an oxy group, a thio group, a sulfinyl group, a sulfonyl group or a —NR1′— group (wherein R1′ is as defined above), and R1 is as defined above;
(3) the C group:
a C2-C10 alkenyl group substituted with a halogen atom, a R2—B1— group (wherein R2 and B1 are as defined above), a D4-R4— group [wherein D4 represents a hydroxyl group or an A1-O— group (wherein A1 is as defined above), and R4 is as defined above], a D5- group [wherein D5 represents an O═C(R3)— group (wherein R3 is as defined above), an A1-(O)n—N═C(R3)— group (wherein A1, n and R3 are as defined above), a R1—B0—CO—R4—(O)n—N═C(R3)— group {wherein R1, R4, n and R3 are as defined above, and B0 represents an oxy group, a thio group or a —N((O)mR1′)— group (wherein R1′ and m are as defined above)}, a D2-R4—(O)n—N═C(R3)— group (wherein D2, R4, n and R3 are as defined above) or a R1A1N—N═C(R3)— group (wherein R1, A1 and R3 are as defined above)], a R1A1N—O—R4— group (wherein R1, A1 and R4 are as defined above), a R1(A1-(O)n-)N— group (wherein R1, A1 and n are as defined above), a D2- group (wherein D2 is as defined above) or a D3- group (wherein D3 is as defined above);
(4) the D group:
a C2-C10 alkynyl group substituted with a (b)-R4— group [wherein, in (b)
G1, G2, G4 and G5 represent a methylene group which is connected with the adjacent atom via a single bond and which may be optionally substituted with a methyl group, or a methine group which is connected with the adjacent atom via a double bond and which may be optionally substituted with a methyl group, and G3 represents a single bond, a double bond, a C1-C10 alkylene group optionally substituted with a methyl group, an oxy group, a thio group, a sulfinyl group, a sulfonyl group or a —NR1— group (wherein R1 is as defined above), or a C2-C10 alkenylene group optionally substituted with a methyl group, an oxy group, a thio group, a sulfinyl group, a sulfonyl group or a —NR1— group (wherein R1 is as defined above);
and R4 is as defined above], a (c)-R4-group (wherein, in (c)
J1, J2 and J3 are the same or different, and represent a methine group optionally substituted with a methyl group, or a nitrogen atom;
and R4 is as defined above), a halogen atom, a R2—B1—R4— group (wherein R2, B1 and R4 are as defined above), a D4-R4— group (wherein D4 and R4 are as defined above), a D5- group (wherein D5 is as defined above), a D1-R4— group (wherein D1 and R4 are as defined above), a D2- group (wherein D2 is as defined above) or a D3-R4— group (wherein D3 and R4 are as defined above);
(5) the E group:
an A2-CO—R5— group, provided that R5 is not a vinylene group when A2 is a hydroxyl group, wherein A2 represents
(i) an A3-B4— group
wherein A3 represents a hydrogen atom, or a C1-C10 alkyl group, or a C2-C10 haloalkyl group, or a C2-C10 alkenyl group optionally substituted with a halogen atom, or a C3-C10 alkynyl group optionally substituted with a halogen atom, or Ra—(R4)m— group (wherein Ra represents a phenyl group, a pyridyl group, a furyl group or a thienyl group, which may be optionally substituted with a halogen atom, a C1-C10 alkyl group, a C1-C10 alkoxy group or a nitro group, and R4 and m are as defined above), or a C1-C10 alkyl group substituted with a (b)-R4— group (wherein (b) and R4 are as defined above), a (c)-R4— group (wherein (c) and R4 are as defined above), a R2—B1—R4— group (wherein R2, B1 and R4 are as defined above), a D4-R4— group (wherein D4 and R4 are as defined above), a D5- group (wherein D5 is as defined above), a D1-R4— group (wherein D1 and R4 are as defined above), a D2- group (wherein D2 is as defined above), a D3-R4— group (wherein D3 and R4 are as defined above) or an A4-SO2—R4— group {wherein A4 represents a (b)- group (wherein (b) is as defined above), a (c)- group (wherein (c) is as defined above) or a R1R1′N— group (wherein R1 and R1′ are as defined above}, and R4 is as defined above), and
B4 represents an oxy group, a thio group or a —N((O)mR1)— group (wherein R1 and m are as defined above), provided that A3 is not a hydrogen atom when B4 is a thio group,
(ii) a R1—B4—CO—R4—B4′— group
wherein R1, B4 and R4 are as defined above, B4′ is the same as or different from B4 and has the same meaning as B4 has, provided that R2 is not a hydrogen atom when B4 is a thio group, or
a D2-R4—B4-group, wherein D2, R4 and B4 are as defined above,
(iii) a R2—SO2—NR1— group
wherein R2 is as defined above, provided that a hydrogen atom is excluded;
and R1 is as defined above,
(iv) a (b)- group, wherein (b) is as defined above,
(v) a (c)- group, wherein (c) is as defined above, or
(vi) a R1A1N—NR1′— group, wherein R1, A1 and R1′ are as defined above, and
R5 represents a C2-C10 alkenylene group optionally substituted with a halogen atom, or a C2-C10 alkynylene group;
(6) the F group:
an A5-B5—R6— group
wherein A5 represents a C2-C10 alkyl group substituted with a D4- group (wherein D4 is as defined above), a D1- group (wherein D1 is as defined above), a D3- group (wherein D3 is as defined above) or an A4-SO2— group (wherein A4 is as defined above), or a C1-C10 alkyl group substituted with a R2—B1— group (wherein R2 and B1 are as defined above), a D2- group (wherein D2 is as defined above), a D5- group (wherein D5 is as defined above) or an A2-CO— group (wherein A2 is as defined above), B5 represents a B1— group (wherein B1 is as defined above) or a —NA1- group (wherein A1 is as defined above), and R6 represents a single bond or a C1-C10 alkylene group;
(7) the G group:
an A6-B5—R6— group
wherein A6 represents an (a) —R4— group (wherein (a) and R4 are as defined above), or a C2-C10 alkenyl group, or a C2-C10 alkynyl group, or a C2-C10 alkenyl group substituted with a halogen atom, a R2—B1— group (wherein R2 and B1 are as defined above), a D5- group (wherein D5 is as defined above), a D2- group (wherein D2 is as defined above) or an A2-CO— group (wherein A2 is as define above), or a C2-C10 alkynyl group substituted with a halogen atom, a R2—B1— group (wherein R2 and B1 are as defined above), a D5- group (wherein D5 is as defined above), a D2- group (wherein D2 is as defined above) or an A2-CO— group (wherein A2 is as defined above), or a C3-C10 alkenyl group substituted with a (b)- group (wherein (b) is as defined above), a (c)- group (wherein (c) is as defined above), a D4- group (wherein D4 is as defined above), a D1- group (wherein D1 is as defined above) or a D3- group (wherein D3 is as defined above), or a C3-C10 alkynyl group substituted with a D4- group (wherein D4 is as defined above), a D1- group (wherein D1 is as defined above) or a D3- group (wherein D3 is as defined above), and B5 and R6 are as defined above;
(8) the H group:
a D2-N(—(O)n-A1)-R6— group (wherein D2, n, A1 and R6 are as defined above),
a D2- group (wherein D2 is as defined above, provided that a cyano group is excluded),
a R1(R1′(O)n)N—CR1″═N—R6— group (wherein R1, R1′, n and R6 are as defined above, R1″ is the same as or different from R1 and has the same meaning as R1 has),
a R1—(O)n—N═CR1′—NR2—R6— group (wherein R1, n, R1′, R2 and R6 are as defined above),
a R2—B3—NR1—CO—NR1′—R6— group (wherein R2, B3, R1, R1′ and R6 are as defined above),
a D2-CO—NR1—R6— group (wherein D2, R1 and R6 are as defined above) or
an A2-COCO—NR1—R6— group (wherein A2, R1 and R6 are as defined above);
(9) the I group:
an A7-B6—N((O)nR1)—R6— group [wherein A7 represents a C2-C10 alkenyl group optionally substituted with a halogen atom, or a C2-C10 alkynyl group, or a C3-C10 haloalkynyl group, or a R2—B1—R4— group (wherein R2, B1 and R4 are as defined above), or a D4-R4— group (wherein D4 and R4 are as defined above), or a D5-R4— group (wherein D5 and R4 are as defined above), or a D1-R4— group (wherein D1 and R4 are as defined above), or a (b)-R4— group (wherein (b) and R4 are as defined above), or a (c)-R4— group (wherein (c) and R4 are as defined above), or a D2-R4— group (wherein D2 and R4 are as defined above), or a D3-R4— group (wherein D3 and R4 are as defined above), or an A4-SO2—R4— group (wherein A4 and R4 are as defined above), or an A2-CO—R4— group (wherein A2 and R4 are as defined above), B6 represents a carbonyl group or a thiocarbonyl group, and n, R1 and R6 are as defined above],
an A8-CS—N((O)nR1)—R6— group [wherein A8 represents a hydrogen atom or a C1-C10 alkyl group optionally substituted with a halogen atom, and n, R1 and R6 are as defined above],
an A7′-B2′—B3—N((O)nR1)—R6— group [wherein A7′ represents a C3-C10 alkenyl group optionally substituted with a halogen atom, or a C3-C10 alkynyl group optionally substituted with a halogen atom, or a R2—B1—R4′— group (wherein R2 and B1 are as defined above, and R4′ represents a C2-C10 alkylene group), or a D4-R4′— group (wherein D4 and R4′ are as defined above), or a D1-R4′— group (wherein D1 and R4′ are as defined above), or a (b)-R4′— group (wherein (b) and R4′ are as defined above), or a (c)-R4′— group (wherein (c) and R4′ are as defined above), or a D2-R4— group (wherein D2 and R4 are as defined above), or a D3-R4′— group (wherein D3 and R4′ are as defined above), or an A2-CO—R4— group (wherein A2 and R4 are as defined above), B2′ represents an oxy group, a thio group or a —N((O)n′R1′)— group (wherein n′ is the same as or different from n and has the same meaning as n has, and R1′ is as defined above), and B3, n, R1 and R6 are as defined above],
an A8′-B2′—CS—N((O)nR1)—R4— group [wherein A8′ represents a C1-C10 alkyl group or a C2-C10 haloalkyl group, B2′ is as defined above, and n, R1 and R6 are as defined above],
an A8′-S—B3′—N((O)nR1)—R6— group [wherein A8′, n, R1 and R6 are as defined above, and B3′ represents a carbonyl group or a sulfonyl group] or
an A7″-SO2—N((O)nR1)—R6— group [wherein A7″ represents a C2-C10 alkenyl group, or a C3-C10 alkenyl group substituted with a halogen atom, or a C3-C10 alkynyl group optionally substituted with a halogen atom, or a R2—B1—R4′— group (wherein R2, B1 and R4′ are as defined above), or a D4-R4′— group (wherein D4 and R4′ are as defined above), or a D5-R4— group (wherein D5 and R4 are as defined above), or a D1-R4′— group (wherein D1 and R4′ are as defined above), or a (b) —R4′— group (wherein (b) and R4′ are as defined above), or a (c)-R4′— group (wherein (c) and R4′ are as defined above), or a D2-R4— group (wherein D2 and R4 are as defined above), or a NO2—R4— group (wherein R4 is as defined above), or an A2-CO—R4— group (wherein A2 and R4 are as defined above), and n, R1 and R4 are as defined above];
(10) the J group:
an A7-CO— group (wherein A7 is as defined above),
an A9-CS— group (wherein A9 represents A7 or A8),
an A9′(O)mN═C(A9)- group (wherein A9′ represents A7′ or A8′, and m and A9 are as defined above),
a D2-CO— group (wherein D2 is as defined above),
an A2-COCO— group (wherein A2 is as defined above),
an A9-CO—B1′—R6— group (wherein A9 and R6 are as defined above, and B1′ represents an oxy group or a thio group, provided that A9 is not A8 when B1′ is an oxy group),
an A9-CS—B1—R6— group (wherein A9, B1′ and R6 are as defined above),
an A7″-SO2—B1′—R6— group (wherein A7″, B1′ and R6 are as defined above),
an A8-SO2—B1′—R6— group (wherein A8, B1′ and R6 are as defined above, provided that A8 is not a hydrogen atom),
an A9′-B2′—B3—B1′—R6— group (wherein A9′, B2′, B3, B1′ and R6 are as defined above), or
a C2-C10 alkenyl group substituted with a (b)- group (wherein (b) is as defined above) or a (c)- group (wherein (c) is as defined above);
(11) the K group:
an A10-N((O)nR1)—CO—R6— group
wherein A10 represents a hydrogen atom (provided that n is not 0), an A7″-SO2— group (wherein A7″ is as defined above), an A8-SO2— group (wherein A8 is as defined above, provided that A8 is not a hydrogen atom), an A9′O— group (wherein A9′ is as defined above, provided that n is not 1), an A9′— group (wherein A9′ is as defined above, provided that A8′ is excluded when n is 0), a R2OCH2— group (wherein R2 is as defined above), an A2-CO—R4— group (wherein A2 and R4 are as defined above) or an A2-CO—CH(CH2CO-A2)- group (wherein A2 is as defined above), and n, R1 and R6 are as defined above;
(12) the L group:
an A10′-N((O)nR1)—SO2—R6— group [wherein A10′ represents a hydrogen atom (provided that n is not 0), an A9′O— group (wherein A9′ is as defined above, provided that n is not 1), an A9′— group (wherein A9′ is as defined above, provided that A8′ is excluded when n is 0), a R2—CO— group (wherein R2 is as defined above), an A2-CO—R4— group (wherein A2 and R4 are as defined above) or an A2-CO—CH(CH2CO-A2)- group (wherein A2 is as defined above), and n, R1 and R6 are as defined above],
an A9″R1N—SO2—N((O)nR1′)—R6— group [wherein A9″ represents a hydrogen atom or an A9′- group (wherein A9′ is as defined above), and R1, n, R1′ and R6 are as defined above] or
a (b)-SO2—N((O)nR1′)—R6— group [wherein (b), n, R1′ and R6 are as defined above];
(13) the M group:
a R1(R2S)C═N—R6— group (wherein R1, R2 and R6 are as defined above),
a R2B(R2′B′)C═N—R6— group (wherein R2 and R6 are as defined above, R2′ is the same as or different from R2 and has the same meaning as R2 has, and B and B′ are the same or different and represent an oxy group or a thio group),
a R1R1′N—(R2S)C═N—R6— group (wherein R1, R1′, R2 and R6 are as defined above),
a R1N═C(SR2)—NR2′—R6— group (wherein R1, R2, R2′ and R6 are as defined above) or
a R1(R1′O)N—R6— group (wherein R1, R1′ and R6 are as defined above);
(14) the N group:
an A11-P(═O)(OR1′)—R4— group
wherein A11 represents a R1— group (wherein R1 is as defined above), a R1O—R6— group (wherein R1 and R6 are as defined above) or a R1OCO—CHR0— group (wherein R1 and R0 are as defined above), and R1′ and R4 are as defined above;
III. in (YA)q, YA is a substituent on a carbon atom and represents a group included in the following X group or Y group, q represents 0, 1, 2, 3 or 4, the sum of p (wherein p is as defined above) and q is 5 or less, YAs are the same or different when q is 2 or more, and the adjacent two same or different YAs together may form a group included in the Z group to be fused to the A ring when q is 2 or more,
(1) the X group:
a Ma- group
wherein Ma represents a Rb— group (wherein Rb represents a C1-C10 alkyl group optionally substituted with a halogen atom), a halogen atom, a nitro group, a cyano group, a Rc—Ba—Rd— group (wherein Rc represents a C1-C10 alkyl group optionally substituted with a halogen atom, Ba represents an oxy group, a thio group, a sulfinyl group or a sulfonyl group, and Rd represents a single bond or a C1-C10 alkylene group), a HORd— group (wherein Rd is as defined above), a Re—CO—Rd— group (wherein Re represents a hydrogen atom, or a C1-C10 alkyl group optionally substituted with a halogen atom, and Rd is as defined above), a Re—CO—O—Rd— group (wherein Re and Rd are as defined above), a ReO—CO—Rd— group (wherein Re and Rd are as defined above), a HO—CO—CH═CH— group, a ReRe′N—Rd— group (wherein Re and Re′ are the same or different, Re is as defined above, Re′ has the same meaning as Re has, and Rd is as defined above), a Re—CO—NRe′—Rd— group (wherein Re, Re′ and Rd are as defined above), a RbO—CO—N(Re)—Rd— group (wherein Rb, Re and Rd are as defined above), a ReRe′N—CO—Rd— group (wherein Re, Re′ and Rd are as defined above), a ReRe′N—CO—NRe″—Rd— group (wherein Re, Re′ and Re″ are the same or different, Re and Re′ are as defined above, Re″ has the same meaning as Re has, and Rd is as defined above), a ReRe′N—C(═NRe″)—NRe′″—Rd— group (wherein Re, Re′, Re″ and Re′″ are the same or different, Re, Re′ and Re″ are as defined above, Re′″ has the same meaning as Re has, and Rd is as defined above), a Rb—SO2—NRe—Rd— group (wherein Rb, Re and Rd are as defined above), a ReRe′N—SO2—Rd— group (wherein Re, Re′ and Rd are as defined above), a C2-C10 alkenyl group or a C2-C10 alkynyl group;
(2) the Y group:
a Mb-Rd-group, wherein Mb represents a Mc-group
[wherein Mc represents a Md-Rd′— group [wherein Md represents a phenyl group optionally substituted with a Ma- group (wherein Ma is as defined above), a pyridyl group optionally substituted with a Ma- group (wherein Ma is as defined above), a naphthyl group optionally substituted with a Ma- group (wherein Ma is as defined above), a (b)- group (wherein (b) is as defined above), a (c)- group (wherein (c) is as defined above), a (d)- group
(wherein 1 is 2, 3 or 4, Bb represents an oxy group or a thio group) or an (e)- group
(wherein 1 and Bb are as defined above), and Rd′ is the same as or different from Rd and has the same meaning as Rd has]], a Mc-Ba— group (wherein Mc and Ba are as defined above), a Mc-CO— group (wherein Mc is as defined above), a Mc-CO—O— group (wherein Mc is as defined above), a McO—CO— group (wherein Mc is as defined above), a McReN— group (wherein Mc and Re are as defined above), a Mc-CO—NRe— group (wherein Mc and Re are as defined above), a McO—CO—NRe— group (wherein Mc and Re are as defined above), a McReN—CO— group (wherein Mc and Re are as defined above), a McReN—CO—NRe′ group (wherein Mc, Re and Re′ are as defined above), a McReN—C(═NRe′)—NRe″— group (wherein Mc, Re, Re′ and Re″ are as defined above), a Mc-SO2—NRe— group (wherein Mc and Re are as defined above) or a McReN—SO2— group (wherein Mc and Re are as defined above), and
Rd is as defined above;
(3) the Z group:
a —N═C(Ya)—Ya′— group (wherein Ya represents a hydrogen atom, or a C1-C10 alkyl group optionally substituted with a halogen atom, or a C1-C10 alkoxy group, and Ya′ represents an oxy group, a thio group, or an imino group optionally substituted with a C1-C10 alkyl group),
a —Yb—Yb′—Yb″— group (wherein Yb and Yb″ are the same or different, and represent a methylene group, an oxy group, a thio group, a sulfinyl group, or an imino group optionally substituted with a C1-C10 alkyl group, and Yb′ represents a C1-C4 alkylene group optionally substituted with a halogen atom, or a C1-C4 alkylene group optionally having an oxo group) or
a —Yc—O—Yc′—O— group (wherein Yc and Yc′ are the same or different, and represent a C1-C10 alkylene group);
IV. QA represents a hydroxyl group, a (b)- group (wherein (b) is as defined above), an A9-B6—Bc— group [wherein A9 and B6 are as defined above, and Bc represents an oxy group or a —N((O)mR1)— group (wherein m and R1 are as defined above), provided that Bc is not a sulfonyl group when A9 is a hydrogen atom], an A7″-SO2—Bc— group (wherein A7″ and Bc are as defined above), an A8-SO2—Bc— group (wherein A8 and Bc are as defined above, provided that A8 is not a hydrogen atom), a R1R1′N—SO2—Bc— group (wherein R1, R1′ and Bc are as defined above), a (b)-SO2—Bc— group (wherein (b) and Bc are as defined above), an A9′-Bc— group (wherein A9′ and Bc are as defined above), a D5-Rc—Bc— group (wherein D5, R4 and Bc are as defined above), a Mc-B3—Bc— group (wherein Mc, B3 and Bc are as defined above) or a Mc-Bc— group (wherein Mc and Bc are as defined above);
V. KA represents a hydrogen atom, a halogen atom or a C1-C10 alkyl group, LA represents a hydrogen atom, a C1-C10 alkyl group or a Mb-group (Mb is as defined above), or KA and LA may form a C1-C10 alkylene group or a —C(Ma′)=C(Ma″)-C(Ma′″)=C(Ma″″)-group (Ma′, Ma″, Ma′″ and Ma″″ are the same or different, are the same as or different from Ma, and represent a hydrogen atom or Ma);
and
the term “as defined above” used for the same symbols among plural substituents means that the plural substituents independently represent the same meaning as that described above and, among the plural substituents, although the selection range of substituents to be selected is the same, selected substituents may be the same or different as long as they are selected within the range;

98 more elements

A cinnamoyl compound represented by the formula (IV):

wherein
A represents a benzene ring or a pyridine ring,
Xa is a substituent on a carbon atom, and represents a C1-C10 alkyl group substituted with a cyano group;
a C1-C10 alkyl group substituted with a tetrahydropyran-4-ylidene group;
a C2-C10 alkenyl group substituted with a halogen atom or a cyano group;
a C2-C10 alkenyl group substituted with a C1-C10 alkoxycarbonyl group;
a C3-C10 alkynyl group substituted with a hydroxyl group;
an a0-r1-b-r1′- group {wherein a0 represents a methyl group substituted with a C1-C10 alkylthio group, a methyl group substituted with a C1-C10 alkylsulfinyl group, a methyl group substituted with a C1-C10 alkylsulfonyl group, a C2-C10 alkenyl group, a C2-C10 alkynyl group, a r2O—CO— group (wherein r2 represents a C1-C10 alkyl group, or a C2-C10 alkyl group substituted with a hydroxyl group), a carboxyl group, a rr′N—CO— group (wherein r and r′ are the same or different, and represent a hydrogen atom or a C1-C10 alkyl group), an a1-NH—CO— group (wherein a1 represents a C2-C10 alkyl group substituted with a C1-C10 alkoxy group), an a1′-CO— group (wherein a1′ represents a morpholino group), a rr′N—CH2— group (wherein r and r′ are as defined above), a r0-(O)1—CONH—CH2— group (wherein r0 represents a C1-C10 alkyl group, and l represents 0 or 1), a r-OCH2— group (wherein r is as defined above), a r0-CO— group (wherein r0 is as defined above), a cyano group, or a sulfomethyl group, r1 represents a C1-C10 alkylene group, r1′ represents a single bond or a C1-C10 alkylene group, and b represents an oxy group, a thio group, a sulfinyl group, a sulfonyl group or a imino group};
an a2-y-CO—NH— group (wherein a2 represents a C2-C10 alkyl group substituted with a C1-C10 alkoxy group, and y represents an oxy group or an imino group);
a r0O—COCO—NH— group (wherein r0 is as defined above);
an a3-z-NH— group (wherein a3 represents a C2-C10 alkenyl group, or a C1-C10 alkyl group substituted with a C1-C10 alkoxy group, a C1-C10 alkoxycarbonyl group, a carboxy group or a cyano group, and z represents a carbonyl group or a sulfonyl group);
an a4-NHCO— group {wherein a4 represents a C1-C10 alkoxy group, or a C3-C10 alkenyloxy group, or a r0-SO2— group (wherein r0 is as defined above), or a C2-C10 alkyl group substituted with a hydroxyl group or a C1-C10 alkoxy group, or a C1-C10 alkyl group substituted with a rO—CO— group (wherein r is as defined above), a cyano group or an aminocarbonyl group, or a rO—CO-(rO—COCH2)CH— group (wherein r is as defined above)};
an a5-NHSO2— group (wherein a5 represents a C2-C10 alkyl group substituted with a C1-C10 alkoxy group);
a r0ON═CH— group (wherein r0 is as defined above);
a r0NHCSNH— group (wherein r0 is as defined above);
a r0NHC(—Sr0′)═N— group (wherein r0 is as defined above, r0′ is the same as the different from r0 and has the same meaning as r0 has);
or a (r0O)2P(═O)CH2— group (wherein r0 is as defined above);
p represents 1, 2 or 3, and when p is 2 or more, Xas are the same or different;
Ya represents a halogen atom, a nitro group, a r0CO—NH— group (wherein r0 is as defined above), a C1-C10 alkyl group or a C1-C10 alkoxy group;
q represents 0, 1 or 2, and when q is 2 or more, Yas are the same or different;
qa represents a ra-O— group {wherein ra represents a hydrogen atom, a C1-C10 alkyl group, a C3-C10 alkenyl group, a C3-C10 alkynyl group, a C1-C10 alkyl group substituted with a r0r0′N—CH2— group (wherein r0 and r0′ are as defined above), a rOCH2— group (wherein r is as defined above), a r0-CO— group (wherein r0 is as defined above), a C1-C10 alkoxycarbonyl group, a carboxy group, an aminocarbonyl group or a cyano group, or a r3-r1-group (wherein r3 represents a phenyl group or a pyridyl group, and r1 is as defined above)};
a piperidino group;
a morpholino group;
or a r4r4′N— group (wherein r4 and r4′ are the same or different, and represent a hydrogen atom, a C1-C10 alkyl group, a C3-C10 alkenyl group, a C3-C10 alkynyl group, or a C2-C10 alkyl group substituted with a C1-C10 alkoxy group, provided that r4 and r4′ are not a hydrogen atom at the same time);
Ka represents a hydrogen atom, a halogen atom or a C1-C10 alkyl group, and La represents a hydrogen atom or a C1-C10 alkyl group;
or
Ka and La together may form a C1-C10 alkylene group or a 1,3-butadienylene group;
the term “as defined above” used for the same symbols among plural substituents means that the plural substituents independently represent the same meaning as that described above and, among the plural substituents, although the selection range of substituents to be selected is the same, selected substituents may be the same or different as long as they are selected within the range;

25 more elements

A cinnamoyl compound represented by the formula (V):

wherein
a represents a benzene ring or a pyridine ring;
x represents a methine group or a nitrogen atom;
Xa is a substituent on a carbon atom, and represents a C1-C10 alkyl group substituted with a cyano group;
a C1-C10 alkyl group substituted with a tetrahydropyran-4-ylidene group;
a C2-C10 alkenyl group substituted with a halogen atom or a cyano group;
a C2-C10 alkenyl group substituted with a C1-C10 alkoxycarbonyl group;
a C3-C10 alkynyl group substituted with a hydroxyl group;
an a0-r1-b-r1′- group {wherein a0 represents a methyl group substituted with a C1-C10 alkylthio group, a methyl group substituted with a C1-C10 alkylsulfinyl group, a methyl group substituted with a C1-C10 alkylsulfonyl group, a C2-C10 alkenyl group, a C2-C10 alkynyl group, a r2O—CO— group (wherein r2 represents a C1-C10 alkyl group, or a C2-C10 alkyl group substituted with a hydroxyl group), a carboxyl group, a rr′N—CO— group (wherein r and r′ are the same or different, and represent a hydrogen atom or a C1-C10 alkyl group), an a1-NH—CO— group (wherein a1 represents a C2-C10 alkyl group substituted with a C1-C10 alkoxy group), an a1′-CO— group (wherein a1′ represents a morpholino group), a rr′N—CH2— group (wherein r and r′ are as defined above), a r0-(O)1—CONH—CH2— group (wherein r0 represents a C1-C10 alkyl group, and l represents 0 or 1), a r-OCH2— group (wherein r is as defined above), a r0-CO— group (wherein r0 is as defined above), a cyano group, or a sulfomethyl group, r1 represents a C1-C10 alkylene group, r1′ represents a single bond or a C1-C10 alkylene group, and b represents an oxy group, a thio group, a sulfinyl group, a sulfonyl group or a imino group};
an a2-y-CO—NH— group (wherein a2 represents a C2-C10 alkyl group substituted with a C1-C10 alkoxy group, and y represents an oxy group or an imino group);
a r0O—COCO—NH— group (wherein r0 is as defined above);
an a3-z-NH— group (wherein a3 represents a C2-C10 alkenyl group, or a C1-C10 alkyl group substituted with a C1-C10 alkoxy group, a C1-C10 alkoxycarbonyl group, a carboxy group or a cyano group, and z represents a carbonyl group or a sulfonyl group);
an a4-NHCO— group {wherein a4 represents a C1-C10 alkoxy group, or a C3-C10 alkenyloxy group, or a r0-SO2— group (wherein r0 is as defined above), or a C2-C10 alkyl group substituted with a hydroxyl group or a C1-C10 alkoxy group, or a C1-C10 alkyl group substituted with a rO—CO— group (wherein r is as defined above), a cyano group or an aminocarbonyl group, or a rO—CO-(rO—COCH2)CH— group (wherein r is as defined above)};
an a5-NHSO2— group (wherein a5 represents a C2-C10 alkyl group substituted with a C1-C10 alkoxy group);
a r0ON═CH— group (wherein r0 is as defined above);
a r0NHCSNH— group (wherein r0 is as defined above);
a r0NHC(—Sr0′)═N— group (wherein r0 is as defined above, r0′ is the same as the different from r0 and has the same meaning as r0 has);
or a (r0O)2P(═O)CH2— group (wherein r0 is as defined above);
p represents 1, 2 or 3, and when p is 2 or more, Xas are the same or different;
Ya represents a halogen atom, a nitro group, a r0CO—NH— group (wherein r0 is as defined above), a C1-C10 alkyl group or a C1-C10 alkoxy group;
q represents 0, 1 or 2, and when q is 2 or more, Yas are the same or different;
qa represents a ra-O— group {wherein ra represents a hydrogen atom, a C1-C10 alkyl group, a C3-C10 alkenyl group, a C3-C10 alkynyl group, a C1-C10 alkyl group substituted with a r0r0′N—CH2— group (wherein r0 and r0′ are as defined above), a rOCH2— group (wherein r is as defined above), a r0-CO— group (wherein r0 is as defined above), a C1-C10 alkoxycarbonyl group, a carboxy group, an aminocarbonyl group or a cyano group, or a r3-r1-group (wherein r3 represents a phenyl group or a pyridyl group, and r1 is as defined above)};
a piperidino group;
a morpholino group;
or a r4r4′N— group (wherein r4 and r4′ are the same or different, and represent a hydrogen atom, a C1-C10 alkyl group, a C3-C10 alkenyl group, a C3-C10 alkynyl group, or a C2-C10 alkyl group substituted with a C1-C10 alkoxy group, provided that r4 and r4′ are not a hydrogen atom at the same time);
ta represents a rb- group (wherein rb is the same as or different from ra, and has the same meaning as ra has) or a r3′- group (wherein r3′ is the same as or different from r3, and has the same meaning as r3 has);
Ka represents a hydrogen atom, a halogen atom or a C1-C10 alkyl group, and La represents a hydrogen atom or a C1-C10 alkyl group;
or
Ka and La together may form a C1-C10 alkylene group or a 1,3-butadienylene group;
the term “as defined above” used for the same symbols among plural substituents means that the plural substituents independently represent the same meaning as that described above and, among the plural substituents, although the selection range of substituents to be selected is the same, selected substituents may be the same or different as long as they are selected within the range;

27 more elements

A 2H-pyran-2-one compound represented by the formula (VI):

wherein
a represents a benzene ring or a pyridine ring;
x represents a methine group or a nitrogen atom;
Xa is a substituent on a carbon atom, and represents a C1-C10 alkyl group substituted with a cyano group;
a C1-C10 alkyl group substituted with a tetrahydropyran-4-ylidene group;
a C2-C10 alkenyl group substituted with a halogen atom or a cyano group;
a C2-C10 alkenyl group substituted with a C1-C10 alkoxycarbonyl group;
a C3-C10 alkynyl group substituted with a hydroxyl group;
an a0-r1-b-r1′- group {wherein a0 represents a methyl group substituted with a C1-C10 alkylthio group, a methyl group substituted with a C1-C10 alkylsulfinyl group, a methyl group substituted with a C1-C10 alkylsulfonyl group, a C2-C10 alkenyl group, a C2-C10 alkynyl group, a r2O—CO— group (wherein r2 represents a C1-C10 alkyl group, or a C2-C10 alkyl group substituted with a hydroxyl group), a carboxyl group, a rr′N—CO— group (wherein r and r′ are the same or different, and represent a hydrogen atom or a C1-C10 alkyl group), an a1-NH—CO— group (wherein a1 represents a C2-C10 alkyl group substituted with a C1-C10 alkoxy group), an a1′-CO— group (wherein a1′ represents a morpholino group), a rr′N—CH2— group (wherein r and r′ are as defined above), a r0-(O)1—CONH—CH2— group (wherein r0 represents a C1-C10 alkyl group, and l represents 0 or 1), a r-OCH2— group (wherein r is as defined above), a r0-CO— group (wherein r0 is as defined above), a cyano group, or a sulfomethyl group, r1 represents a C1-C10 alkylene group, r1′ represents a single bond or a C1-C10 alkylene group, and b represents an oxy group, a thio group, a sulfinyl group, a sulfonyl group or a imino group};
an a2-y-CO—NH— group (wherein a2 represents a C2-C10 alkyl group substituted with a C1-C10 alkoxy group, and y represents an oxy group or an imino group);
a r0O—COCO—NH— group (wherein r0 is as defined above);
an a3-z-NH— group (wherein a3 represents a C2-C10 alkenyl group, or a C1-C10 alkyl group substituted with a C1-C10 alkoxy group, a C1-C10 alkoxycarbonyl group, a carboxy group or a cyano group, and z represents a carbonyl group or a sulfonyl group);
an a4-NHCO— group {wherein a4 represents a C1-C10 alkoxy group, or a C3-C10 alkenyloxy group, or a r0-SO2— group (wherein r0 is as defined above), or a C2-C10 alkyl group substituted with a hydroxyl group or a C1-C10 alkoxy group, or a C1-C10 alkyl group substituted with a rO—CO— group (wherein r is as defined above), a cyano group or an aminocarbonyl group, or a rO—CO-(rO—COCH2)CH— group (wherein r is as defined above)};
an a5-NHSO2— group (wherein a5 represents a C2-C10 alkyl group substituted with a C1-C10 alkoxy group);
a r0ON═CH— group (wherein r0 is as defined above);
a r0NHCSNH— group (wherein r0 is as defined above);
a r0NHC(—Sr0′)═N— group (wherein r0 is as defined above, r0′ is the same as the different from r0 and has the same meaning as r0 has);
or a (r0O)2P(═O)CH2— group (wherein r0 is as defined above);
p represents 1, 2 or 3, and when p is 2 or more, Xas are the same or different;
Ya represents a halogen atom, a nitro group, a r0CO—NH— group (wherein r0 is as defined above), a C1-C10 alkyl group or a C1-C10 alkoxy group;
q represents 0, 1 or 2, and when q is 2 or more, Yas are the same or different;
qa represents a ra-O— group {wherein ra represents a hydrogen atom, a C1-C10 alkyl group, a C3-C10 alkenyl group, a C3-C10 alkynyl group, a C1-C10 alkyl group substituted with a r0r0′N—CH2— group (wherein r0 and r0′ are as defined above), a rOCH2— group (wherein r is as defined above), a r0-CO— group (wherein r0 is as defined above), a C1-C10 alkoxycarbonyl group, a carboxy group, an aminocarbonyl group or a cyano group, or a r3-r1-group (wherein r3 represents a phenyl group or a pyridyl group, and r1 is as defined above)};
a piperidino group;
a morpholino group;
or a r4r4′N— group (wherein r4 and r4′ are the same or different, and represent a hydrogen atom, a C1-C10 alkyl group, a C3-C10 alkenyl group, a C3-C10 alkynyl group, or a C2-C10 alkyl group substituted with a C1-C10 alkoxy group, provided that r4 and r4′ are not a hydrogen atom at the same time);
the term “as defined above” used for the same symbols among plural substituents means that the plural substituents independently represent the same meaning as that described above and, among the plural substituents, although the selection range of substituents to be selected is the same, selected substituents may be the same or different as long as they are selected within the range;

23 more elements

A 2H-1-benzopyran-2-one compound represented by the formula (VIII):

wherein
a represents a benzene ring or a pyridine ring;
x represents a methine group or a nitrogen atom;
Xa is a substituent on a carbon atom, and represents a C1-C10 alkyl group substituted with a cyano group;
a C1-C10 alkyl group substituted with a tetrahydropyran-4-ylidene group;
a C2-C10 alkenyl group substituted with a halogen atom or a cyano group;
a C2-C10 alkenyl group substituted with a C1-C10 alkoxycarbonyl group;
a C3-C10 alkynyl group substituted with a hydroxyl group;
an a0-r1-b-r1′- group {wherein a0 represents a methyl group substituted with a C1-C10 alkylthio group, a methyl group substituted with a C1-C10 alkylsulfinyl group, a methyl group substituted with a C1-C10 alkylsulfonyl group, a C2-C10 alkenyl group, a C2-C10 alkynyl group, a r2O—CO— group (wherein r2 represents a C1-C10 alkyl group, or a C2-C10 alkyl group substituted with a hydroxyl group), a carboxyl group, a rr′N—CO— group (wherein r and r′ are the same or different, and represent a hydrogen atom or a C1-C10 alkyl group), an a1-NH—CO— group (wherein a1 represents a C2-C10 alkyl group substituted with a C1-C10 alkoxy group), an a1′-CO— group (wherein a1′ represents a morpholino group), a rr′N—CH2— group (wherein r and r′ are as defined above), a r0-(O)1—CONH—CH2— group (wherein r0 represents a C1-C10 alkyl group, and l represents 0 or 1), a r-OCH2— group (wherein r is as defined above), a r0-CO— group (wherein r0 is as defined above), a cyano group, or a sulfomethyl group, r1 represents a C1-C10 alkylene group, r1′ represents a single bond or a C1-C10 alkylene group, and b represents an oxy group, a thio group, a sulfinyl group, a sulfonyl group or a imino group};
an a2-y-CO—NH— group (wherein a2 represents a C2-C10 alkyl group substituted with a C1-C10 alkoxy group, and y represents an oxy group or an imino group);
a r0O—COCO—NH— group (wherein r0 is as defined above);
an a3-z-NH— group (wherein a3 represents a C2-C10 alkenyl group, or a C1-C10 alkyl group substituted with a C1-C10 alkoxy group, a C1-C10 alkoxycarbonyl group, a carboxy group or a cyano group, and z represents a carbonyl group or a sulfonyl group);
an a4-NHCO— group {wherein a4 represents a C1-C10 alkoxy group, or a C3-C10 alkenyloxy group, or a r0-SO2— group (wherein r0 is as defined above), or a C2-C10 alkyl group substituted with a hydroxyl group or a C1-C10 alkoxy group, or a C1-C10 alkyl group substituted with a rO—CO— group (wherein r is as defined above), a cyano group or an aminocarbonyl group, or a rO—CO-(rO—COCH2)CH— group (wherein r is as defined above)};
an a5-NHSO2— group (wherein a5 represents a C2-C10 alkyl group substituted with a C1-C10 alkoxy group);
a r0ON═CH— group (wherein r0 is as defined above);
a r0NHCSNH— group (wherein r0 is as defined above);
a r0NHC(—Sr0′)═N— group (wherein r0 is as defined above, r0′ is the same as the different from r0 and has the same meaning as r0 has);
or a (r0O)2P(═O)CH2— group (wherein r0 is as defined above);
p represents 1, 2 or 3, and when p is 2 or more, Xas are the same or different;
Ya represents a halogen atom, a nitro group, a r0CO—NH— group (wherein r0 is as defined above), a C1-C10 alkyl group or a C1-C10 alkoxy group;
q represents 0, 1 or 2, and when q is 2 or more, Yas are the same or different;
qa represents a ra-O— group {wherein ra represents a hydrogen atom, a C1-C10 alkyl group, a C3-C10 alkenyl group, a C3-C10 alkynyl group, a C1-C10 alkyl group substituted with a r0r0′N—CH2— group (wherein r0 and r0′ are as defined above), a rOCH2— group (wherein r is as defined above), a r0-CO— group (wherein r0 is as defined above), a C1-C10 alkoxycarbonyl group, a carboxy group, an aminocarbonyl group or a cyano group, or a r3-r1-group (wherein r3 represents a phenyl group or a pyridyl group, and r1 is as defined above)};
a piperidino group;
a morpholino group;
or a r4r4′N— group (wherein r4 and r4′ are the same or different, and represent a hydrogen atom, a C1-C10 alkyl group, a C3-C10 alkenyl group, a C3-C10 alkynyl group, or a C2-C10 alkyl group substituted with a C1-C10 alkoxy group, provided that r4 and r4′ are not a hydrogen atom at the same time);
ta represents a rb- group (wherein rb is the same as or different from ra, and has the same meaning as ra has) or a r3′- group (wherein r31 is the same as or different from r3, and has the same meaning as r3 has);
Ka represents a hydrogen atom, a halogen atom or a C1-C10 alkyl group, and La represents a hydrogen atom or a C1-C10 alkyl group;
or
Ka and La together may form a C1-C10 alkylene group or a 1,3-butadienylene group;
the term “as defined above” used for the same symbols among plural substituents means that the plural substituents independently represent the same meaning as that described above and, among the plural substituents, although the selection range of substituents to be selected is the same, selected substituents may be the same or different as long as they are selected within the range;

27 more elements

A process for producing a cynnamoyl compound represented by the formula (XLVI-1):

wherein Xb represents a MeO—COCH2NHCO-group, a MeOCH2CH2O—CO—NH-group, a MeOCH2CH2NH—CO—NH-group, a MeSO2NH—CO-group, a NCCH2NH—CO-group, a F2C═CH-group, a MeO—CO-(MeO—COCH2—)CH— group, a MeOCH2CH2NH—SO2-group, a MeO—NHCO-group or a CH═CHCH2O—NHCO-group, and qa, Ka and La are as defined below, the formula (XLVI-2):
wherein Xb′ represents a MeOCH2CO—NH-group or a MeOCH2CH2NH—CO-group, qa, Ka and La are as defined below, the formula (XLVI-3):
wherein Xb″ represents a MeSCH2CH2O-group, a HOCH2CH2OCH2— group or a NC—CH2CH2-group, and qa, Ka and La are as defined below, the formula (XLVI-4):
wherein Xb′″ represents a NCCH═CH-group, a H2NCOCH2O-group, a MeCOCH2O-group, a CH3O—COCH2SCH2-group, a tetrahydropyran-4-ylidenemethyl group, a CH3O—COCO—NH-group or a (CH3O)2P(═O)CH2-group, and qa, Ka and La are as defined below, or the formula (XLVI-5):
wherein qa, Ka and La are as defined below, which comprises reacting a benzaldehyde derivative represented by the formula (XXVI-1), the formula (XXVI-2), the formula (XXVI-3) or the formula (XXVI-4), or 6-formyl-2-[(2-methoxyethyl)aminocarbonyl]pyridine as defined in the above item 26, with a compound represented by the formula (XLVI):
wherein
qa represents a ra-O-group {wherein ra represents a hydrogen atom;
a C1-C10 alkyl group;
a C3-C10 alkenyl group;
a C3-C10 alkynyl group;
a C1-C10 alkyl group substituted with a r0r0′N—CH2— group (wherein r0 and r0′ are the same or different, and represent a C1-C10 alkyl group), a rOCH2— group (wherein r represents a hydrogen atom or a C1-C10 alkyl group), a r0-CO— group (wherein r0 is as defined above), a C1-C10 alkoxycarbonyl group, a carboxy group, an aminocarbonyl group or a cyano group;
or a r3-r1- group (wherein r3 represents a phenyl group or a pyridyl group, and r1 represents a C1-C10 alkylene group)}, a piperidino group, a morpholino group, or a r4r4′ N— group (wherein r4 and r4′ are the same or different, and represent a hydrogen atom, a C1-C10 alkyl group, a C3-C10 alkenyl group, a C3-C10 alkynyl group, or a C2-C10 alkyl group substituted with a C1-C10 alkoxy group, provided that r4 and r4′ are not a hydrogen atom at the same time),
Ka represents a hydrogen atom, a halogen atom or a C1-C10 alkyl group, and La represents a hydrogen atom or a C1-C10 alkyl group, or
Ka and La together may form a C1-C10 alkylene group or a 1,3-butadienylene group, and
the term “as defined above (or below)” used for the same symbols among plural substituents means that the plural substituents independently represent the same meaning as that described above (or below) and, among the plural substituents, although the selection range of substituents to be selected is the same, selected substituents may be the same or different as long as they are selected within the range;

12 more elements

A process for producing a cinnamoyl compound represented by the formula (XLVII″):

wherein A, Xc, Ya, p, q, rc, Ka and La are as defined below, and the term “as defined above (or below)” used for the same symbols among plural substituents means that the plural substituents independently represent the same meaning as that described above (or below) and, among the plural substituents, although the selection range of substituents to be selected is the same, selected substituents may be the same or different as long as they are selected within the range;
which comprises reacting a cinnamoyl compound represented by the formula (XLVII):
wherein
A represents a benzene ring or a pyridine ring,
Xc is a substituent on a carbon atom, and represents a C1-C10 alkyl group substituted with a cyano group;
a C1-C10 alkyl group substituted with a tetrahydropyran-4-ylidene group;
a C2-C10 alkenyl group substituted with a halogen atom or a cyano group;
a C2-C10 alkenyl group substituted with a C1-C10 alkoxycarbonyl group;
a C2-C10 alkynyl group substituted with a hydroxylmethyl group;
an a0c-r1-b-r1′- group {wherein a0c represents a methyl group substituted with a C1-C10 alkylthio group, a methyl group substituted with a C1-C10 alkylsulfinyl group, a methyl group substituted with a C1-C10 alkylsulfonyl group, a C2-C10 alkenyl group, a C2-C10 alkynyl group, a r2O—CO— group (wherein r2 represents a C1-C10 alkyl group, or a C2-C10 alkyl group substituted with a hydroxyl group), a rr′N—CO— group (wherein r and r′ are the same or different, and represent a hydrogen atom or a C1-C10 alkyl group), an a1-NH—CO— group (wherein a1 represents a C2-C10 alkyl group substituted with a C1-C10 alkoxy group), an a1′-CO— group (wherein a1′ represents a morpholino group), a rr′N—CH2— group (wherein r and r′ are as defined above), a r0-(O)1—CONH—CH2— group (wherein r0 represents a C1-C10 alkyl group, and l represents 0 or 1), a r-OCH2— group (wherein r is as defined above), a r0-CO— group (wherein r0 is as defined above), or a cyano group, r1 represents a C1-C10 alkylene group, r1′ represents a single bond or a C1-C10 alkylene group, and b represents an oxy group, a thio group, a sulfinyl group, a sulfonyl group or a imino group};
an a2-y-CO—NH— group (wherein a2 represents a C2-C10 alkyl group substituted with a C1-C10 alkoxy group, and y represents an oxy group or an imino group);
a r0O—COCO—NH— group (wherein r0 is as defined above);
an a3-z-NH— group (wherein a3 represents a C2-C10 alkenyl group, or a C1-C10 alkyl group substituted with a C1-C10 alkoxy group, a C1-C10 alkoxycarbonyl group or a cyano group, and z represents a carbonyl group or a sulfonyl group);
an a4-NHCO— group {wherein a4 represents a C1-C10 alkoxy group, or a C3-C10 alkenyloxy group, or a r0-SO2— group (wherein r0 is as defined above), or a C2-C10 alkyl group substituted with a hydroxyl group or a C1-C10 alkoxy group, or a C1-C10 alkyl group substituted with a r0O—CO— group (wherein r0 is as defined above), a cyano group or an aminocarbonyl group, or a r0O—CO-(r0O—COCH2)CH— group (wherein r0 is as defined above)};
an a5-NHSO2— group (wherein a5 represents a C2-C10 alkyl group substituted with a C1-C10 alkoxy group);
a r0ON═CH— group (wherein r0 is as defined above);
a r0NHCSNH— group (wherein r0 is as defined above);
a r0NHC(—Sr0′)═N— group (wherein r0 is as defined above, r0′ is the same as the different from r0 and has the same meaning as r0 has);
or a (r0O)2P(═O)CH2— group (wherein r0 is as defined above);
p represents 1, 2 or 3, and when p is 2 or more, Xcs are the same or different;
Ya represents a halogen atom, a nitro group, a r0CO—NH— group (wherein r0 is as defined above), a C1-C10 alkyl group or a C1-C10 alkoxy group;
q represents 0, 1 or 2, and when q is 2 or more, Yas are the same or different;
Ka represents a hydrogen atom, a halogen atom or a C1-C10 alkyl group, and La represents a hydrogen atom or a C1-C10 alkyl group, or
Ka and La together may form a C1-C10 alkylene group or a 1,3-butadienylene group, and
the term “as defined above” used for the same symbols among plural substituents means that the plural substituents independently represent the same meaning as that described above and, among the plural substituents, although the selection range of substituents to be selected is the same, selected substituents may be the same or different as long as they are selected within the range, with a compound represented by the formula (XLVII′):
rc-V (XLVII′)
wherein rc represents a tc′-group {wherein tc′ represents a C1-C10 alkyl group;
a C3-C10 alkenyl group;
a C3-C10 alkynyl group;
a C1-C10 alkyl group substituted with a r0r0′N—CH2— group (wherein r0 and r0′ are as defined above), a rOCH2— group (wherein r is as defined above), a r0-CO— group (wherein r0 is as defined above), a C1-C10 alkoxycarbonyl group, an aminocarbonyl group or a cyano group;
or a r3-r1- group (wherein r3 represents a phenyl group or a pyridyl group, and r1 is as defined above)}, and V represents a leaving group, and
the term “as defined above” used for the same symbols among plural substituents means that the plural substituents independently represent the same meaning as that described above and, among the plural substituents, although the selection range of substituents to be selected is the same, selected substituents may be the same or different as long as they are selected within the range;

29 more elements

A process for producing a cinnamoyl compound represented by the formula (XLVIII′):

wherein
A is as defined below,
Xd′ is a substituent on a carbon atom, and represents an a0d′-r1-b-r1′- group (wherein a0d′ represents a carboxy group, and r1, r1′ and b are as defined below), a HO—COCO—NH— group, an a3d′-z-NH— group (wherein a3d′ represents a C1-C10 alkyl group substituted with a carboxy group, and z is as defined below), or an a4d′—NHCO— group (wherein a4d′ represents a C1-C10 alkyl group substituted with a carboxy group, or a HO—CO—(HO—COCH2)CH— group),
p is as defined below and, and when p is 2 or more, Xd′s are the same or different,
Ya and q are as defined below,
qd′ represents a rd″-O— group {wherein rd″ represents a hydrogen atom;
a C1-C10 alkyl group;
a C3-C10 alkenyl group;
a C3-C10 alkynyl group;
a C1-C10 alkyl group substituted with a r0r0′N—CH2— group (wherein r0 and r0′ are as defined below), a rOCH2— group (wherein r is as defined below), a r0-CO— group (wherein r0 is as defined below), a carboxy group, an aminocarbonyl group or a cyano group;
or a r3-r1- group (wherein r3 represents a phenyl group or a pyridyl group, and r1 is as defined below)}, a piperidino group, a morpholino group, or a r4r4′N— group (wherein r4 and r4′ are as defined below, provided that they are not hydrogen atom at the same time),
Ka and La are as defined below, and
the term “as defined above (or below)” used for the same symbols among plural substituents means that the plural substituents independently represent the same meaning as that described above (or below) and, among the plural substituents, although the selection range of substituents to be selected is the same, selected substituents may be the same or different as long as they are selected within the range;
which comprises hydrolyzing a cinnamoyl compound represented by the formula (XLVIII):
wherein
A represents a benzene ring or a pyridine ring,
Xd is a substituent on a carbon atom, and represents an a0d-r1-b-r1′- group {wherein a0d represents a r2O—CO— group (wherein r2 represents a C1-C10 alkyl group, or a C2-C10 alkyl group substituted with a hydroxy group), r1 represents a C1-C10 alkylene group, r1′ represents a single bond or a C1-C10 alkylene group, and b represents an oxy group, a thio group, a sulfinyl group, a sulfonyl group or an imino group}, a r0O—COCO—NH— group (wherein r0 represents a C1-C10 alkyl group), an a3d-z-NH— group (wherein a3d represents a C1-C10 alkyl group substituted with a C1-C10 alkoxycarbonyl group, and z represents a carbonyl group or a sulfonyl group), or an a4d-NHCO— group {wherein a4d represents a C1-C10 alkyl group substituted with a r0O—CO— group (wherein r0 is as defined above), or a r0O—CO-(r0O—COCH2)CH— group (wherein r0 is as defined above)},
p represents 1, 2 or 3, and when p is 2 or more, Xds are the same or different,
Ya represents a halogen atom, a nitro group, a r0CO—NH— group (wherein r0 is as defined above), a C1-C10 alkyl group or a C1-C10 alkoxy group,
q represents 0, 1 or 2, and when q is 2 or more, Yas are the same or different;
qd represents a rd-O— group {wherein rd represents a hydrogen atom, a C1-C10 alkyl group, a C3-C10 alkenyl group, a C3-C10 alkynyl group, a C1-C10 alkyl group substituted with a r0r0′N—CH2— group (wherein r0 is as defined above, and r0′ is the same as or different from r0 and has the same meaning as r0 has), a rOCH2— group (wherein r is as defined above), a r0-CO— group (wherein r0 is as defined above), a C1-C10 alkoxycarbonyl group, a carboxy group, an aminocarbonyl group or a cyano group, or a r3-r1-group (wherein r3 represents a phenyl group or a pyridyl group, and r1 is as defined above)};
a piperidino group;
a morpholino group;
or a r4r4′N— group (wherein r4 and r4′ represent a hydrogen atom, a C1-C10 alkyl group, a C3-C10 alkenyl group, a C3-C10 alkynyl group, or a C2-C10 alkyl group substituted with a C1-C10 alkoxy group, provided that they are not a hydrogen atom at the same time),
Ka represents a hydrogen atom, a halogen atom or a C1-C10 alkyl group, and La represents a hydrogen atom or a C1-C10 alkyl group, or
Ka and La together may form a C1-C10 alkylene group or a 1,3-butadienylene group,
the term “as defined above” used for the same symbols among plural substituents means that the plural substituents independently represent the same meaning as that described above and, among the plural substituents, although the selection range of substituents to be selected is the same, selected substituents may be the same or different as long as they are selected within the range;

24 more elements

A process for producing a cinnamoyl compound represented by the formula (XLIX″):

wherein Xe′ represents an ae′-r1″-b″- group {wherein a0e′ represents an a0e- group (wherein a0e is as defined below), a 3-sulfopropyl group or a 4-sulfobutyl group, and r1″ and b″ are as defined below}, and A, Ya, p, q, qe, Ka and La are as defined below, and the term “as defined above (or below)” used for the same symbols among plural substituents means that the plural substituents independently represent the same meaning as that described above (or below) and, among the plural substituents, although the selection range of substituents to be selected is the same, selected substituents may be the same or different as long as they are selected within the range;
which comprises reacting a cinnamoyl compound represented by the formula (XLIX):
wherein
A represents a benzene ring or a pyridine ring,
Xe is a substituent on a carbon atom, and represents a H-b″- group (wherein b″ represents an oxy group or a thio group),
p represents 1, 2 or 3 and, when p is 2 or more, Xes are the same or different,
Ya represents a halogen atom, a nitro group, a r0CO—NH— group (wherein r0 is a C1-C10 alkyl group), a C1-C10 alkyl group or a C1-C10 alkoxy group,
q represents 0, 1 or 2, and when q is 2 or more, Yas are the same or different;
qe represents a re-O— group {wherein re represents a C1-C10 alkyl group, a C3-C10 alkenyl group, a C3-C10 alkynyl group, a C1-C10 alkyl group substituted with a r0r0′N—CH2— group (wherein r0 is as defined above, and r0′ is the same as or different from r0 and has the same meaning as r0 has), a rOCH2— group (wherein r represents a hydrogen atom or a C1-C10 alkyl group), a r0-CO— group (wherein r0 is as defined above), a C1-C10 alkoxycarbonyl group, an aminocarbonyl group or a cyano group, or a r3-r1-group (wherein r3 represents a phenyl group or a pyridyl group, and r1 represents a C1-C10 alkylene group)};
a piperidino group;
a morpholino group;
or a r4r4′N— group (wherein r4 and r4′ represent a hydrogen atom, a C1-C10 alkyl group, a C3-C10 alkenyl group, a C3-C10 alkynyl group, or a C2-C10 alkyl group substituted with a C1-C10 alkoxy group, provided that they are not a hydrogen atom at the same time),
Ka represents a hydrogen atom, a halogen atom or a C1-C10 alkyl group, and La represents a hydrogen atom or a C1-C10 alkyl group, or
Ka and La together may form a C1-C10 alkylene group or a 1,3-butadienylene group, and
the term “as defined above” used for the same symbols among plural substituents means that the plural substituents independently represent the same meaning as that described above and, among the plural substituents, although the selection range of substituents to be selected is the same, selected substituents may be the same or different as long as they are selected within the range, with a compound represented by the formula (XLIX′):
a0e-r1″-V′ (XLIX′)
wherein
a0e represents a methyl group substituted with a C1-C10 alkylthio group, a methyl group substituted with a C1-C10 alkylsulfinyl group, a methyl group substituted with a C1-C10 alkylsulfonyl group, a C2-C10 alkenyl group, a C2-C10 alkynyl group, a r2O—CO— group (wherein r2 represents a C1-C10 alkyl group, or a C2-C10 alkyl group substituted with a hydroxy group), a rr′N—CO— group (wherein r and r′ are the same or different, and represent a hydrogen atom or a C1-C10 alkyl group), an a1-NH—CO— group (wherein a1 represents a C2-C10 alkyl group substituted with a C1-C10 alkoxy group), an a1′-CO— group (wherein a1′ represents a morpholino group), a rr′N—CH2— group (wherein r is as defined above, r′ is the same as or different from r and has the same meaning as r has), a r0-(O)1—CONH—CH2— group (wherein r0 is as defined above, and l represents 0 or 1), a r-OCH2— group (wherein r is as defined above), a r0-CO— group (wherein r0 is as defined above) or a cyano group,
r1″ is the same as or different from r1 and has the same meaning as r1 has, and V′ represents a leaving group or a hydroxy group, or 1,3-propanesultone or 1,4-butanesultone
the term “as defined above” used for the same symbols among plural substituents means that the plural substituents independently represent the same meaning as that described above and, among the plural substituents, although the selection range of substituents to be selected is the same, selected substituents may be the same or different as long as they are selected within the range;

17 more elements

Dependencies are inferred from the claim text.

Facts

Application: 10/572,639Filed 16 Sep 2004
Priority: JP 2003-32414917 Sep 2003
Published: 15 Nov 2007
Term ends: Not estimatedThe source records don’t support an estimate.

Classification14 codes

C07C 47/55
Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings: containing halogen
A61P 1/16
Drugs for disorders of the alimentary tract or the digestive system: for liver or gallbladder disorders, e.g. hepatoprotective agents,…
A61P 9/10
Drugs for disorders of the cardiovascular system: for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary…
A61P 9/12
Drugs for disorders of the cardiovascular system: antihypertensives

Family

US 7,691,883 B2Related patent
US 2007/0265228 A1This patent

From the US filing history. Foreign family members aren’t listed.

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