US 12,735,406 B2Granted

Nitrogen-containing condensed heterocyclic compound having an oxime group, agricultural or horticultural herbicide comprising the compound, and method for using the compound or the herbicide

AssigneeNihon Nohyaku Co., Ltd.

InventorsYusuke Sano, Tomoya Morita, Naoya Osato, Asuka Nishimoto

Life of this patent

Estimating the term…

Abstract

In order to resolve the food crisis that is anticipated to come in the near future due to global population growth, there is a demand for the creation of a novel herbicide having both high safety for crops and excellent herbicidal activity against weeds. This problem can be solved by an agricultural or horticultural herbicide comprising a compound represented by the following general formula (1): or a salt thereof as an active ingredient, and a method for using the herbicide.

Claims17

Dependent claims

A compound of formula (1):

wherein
R1 is
(a1) a halogen atom;
(a2) a cyano group;
(a3) a nitro group;
(a4) a formyl group;
(a5) a carboxyl group;
(a6) a (C1-C6) alkyl group;
(a7) a (C2-C6) alkenyl group;
(a8) a (C2-C6) alkynyl group;
(a9) a (C3-C6) cycloalkyl group;
(a10) a halo(C1-C6) alkyl group;
(a11) a halo(C2-C6) alkenyl group;
(a12) a halo(C2-C6) alkynyl group;
(a13) a halo(C3-C6) cycloalkyl group;
(a14) a hydroxy (C1-C6) alkyl group;
(a15) a hydroxy halo(C1-C6) alkyl group;
(a16) a (C1-C6) alkoxy (C1-C6) alkyl group;
(a17) a di-(C1-C6) alkoxy (C1-C6) alkyl group;
(a18) a halo(C1-C6) alkoxy (C1-C6) alkyl group;
(a19) a (C1-C6) alkoxy halo(C1-C6) alkyl group;
(a20) a halo(C1-C6) alkoxy halo(C1-C6) alkyl group;
(a21) a (C3-C6) cycloalkyl (C1-C6) alkyl group;
(a22) a (C1-C6) alkoxy group;
(a23) a halo(C1-C6) alkoxy group;
(a24) a (C1-C6) alkylthio group;
(a25) a (C1-C6) alkylsulfinyl group;
(a26) a (C1-C6) alkylsulfonyl group;
(a27) a halo(C1-C6) alkylthio group;
(a28) a halo(C1-C6) alkylsulfinyl group;
(a29) a halo(C1-C6) alkylsulfonyl group;
(a30) an R8(R9)N group;
(a31) an R10(R11)N(C1-C6) alkyl group;
(a32) a (C1-C6) alkylthio (C1-C6) alkyl group;
(a33) a (C1-C6) alalkylsulfinyl (C1-C6) alkyl group;
(a34) a (C1-C6) alkylsulfonyl (C1-C6) alkyl group;
(a35) a halo(C1-C6) alkylthio (C1-C6) alkyl group;
(a36) a halo(C1-C6) alkylsulfinyl (C1-C6) alkyl group;
(a37) a halo(C1-C6) alkylsulfonyl (C1-C6) alkyl group;
(a38) a (C1-C6) alkylthio halo(C1-C6) alkyl group;
(a39) a (C1-C6) alkylsulfinyl halo(C1-C6) alkyl group;
(a40) a (C1-C6) alkylsulfonyl halo(C1-C6) alkyl group;
(a41) a halo(C1-C6) alkylthio halo(C1-C6) alkyl group;
(a42) a halo(C1-C6) alkylsulfinyl halo(C1-C6) alkyl group;
(a43) a halo(C1-C6) alkylsulfonyl halo(C1-C6) alkyl group;
(a44) a (C1-C6) alkylthiol group;
(a45) a (C1-C6) alkoxycarbonyl group;
(a46) a halo(C1-C6) alkylcarbonyl group;
(a47) a halo(C1-C6) alkoxycarbonyl group;
(a48) a (C1-C6) alkylcarbonyloxy group;
(a49) a halo(C1-C6) alkylcarbonyloxy group;
(a50) an R10(R11)N carbonyl group;
(a51) an R10(R11)N carbonyloxy group;
(a52) an R10(R11)N sulfonyl group;
(a53) a (C1-C6) alkylsulfonyloxy group;
(a54) a halo(C1-C6) alkylsulfonyloxy group;
(a55) a (C1-C6) alkoxyimino (C1-C3) alkyl group;
(a56) a halo(C1-C6) alkoxyimino (C1-C3) alkyl group;
(a57) a phenyl group;
(a58) a phenyl group having, on the ring, 1 to 5 substituting groups which may be the same or different and are selected from the group consisting of a halogen atom, a cyano group, a nitro group, a formyl group, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C1-C6) alkoxy group, a halo(C1-C6) alkoxy group, a (C3-C6) cycloalkyl (C1-C6) alkyl group, an R10(R11)N(C1-C6) alkyl group, an R10(R11)N group, a (C1-C6) alkylthio group, a halo(C1-C6) alkylthio group, a (C1-C6) alkylsulfinyl group, a halo(C1-C6) alkylsulfinyl group, a (C1-C6) alkylsulfonyl group, and a halo(C1-C6) alkylsulfonyl group;
(a59) a pyridyl group;
(a60) a pyridyl group having, on the ring, 1 to 4 substituting groups which may be the same or different and are selected from the group consisting of a halogen atom, a cyano group, a nitro group, a formyl group, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C1-C6) alkoxy group, a halo(C1-C6) alkoxy group, a (C3-C6) cycloalkyl (C1-C6) alkyl group, an R10(R11)N(C1-C6) alkyl group, an R10(R11)N group, a (C1-C6) alkylthio group, a halo(C1-C6) alkylthio group, a (C1-C6) alkylsulfinyl group, a halo(C1-C6) alkylsulfinyl group, a (C1-C6) alkylsulfonyl group, and a halo(C1-C6) alkylsulfonyl group;
(a61) a pyrazolyl group;
(a62) a pyrazolyl group having, on the ring, 1 to 3 substituting groups which may be the same or different and are selected from the group consisting of a halogen atom, a cyano group, a nitro group, a formyl group, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C1-C6) alkoxy group, a halo(C1-C6) alkoxy group, a (C3-C6) cycloalkyl (C1-C6) alkyl group, an R10(R11)N(C1-C6) alkyl group, an R10(R11)N group, a (C1-C6) alkylthio group, a halo(C1-C6) alkylthio group, a (C1-C6) alkylsulfinyl group, a halo(C1-C6) alkylsulfinyl group, a (C1-C6) alkylsulfonyl group, and a halo(C1-C6) alkylsulfonyl group;
(a63) a phenoxy group;
(a64) a phenoxy group having, on the ring, 1 to 5 substituting groups which may be the same or different and are selected from the group consisting of a halogen atom, a cyano group, a nitro group, a formyl group, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C1-C6) alkoxy group, a halo(C1-C6) alkoxy group, a (C3-C6) cycloalkyl (C1-C6) alkyl group, an R10(R11)N(C1-C6) alkyl group, an R10(R11)N group, a (C1-C6) alkylthio group, a halo(C1-C6) alkylthio group, a (C1-C6) alkylsulfinyl group, a halo(C1-C6) alkylsulfinyl group, a (C1-C6) alkylsulfonyl group, and a halo(C1-C6) alkylsulfonyl group;
(a65) a dioxolanyl group;
(a66) a dioxolanyl group having, on the ring, 1 to 4 substituting groups which may be the same or different and are selected from the group consisting of a halogen atom, a cyano group, a nitro group, a formyl group, a carbonyl group, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C1-C6) alkoxy group, a halo(C1-C6) alkoxy group, a (C3-C6) cycloalkyl (C1-C6) alkyl group, an R10(R11)N(C1-C6) alkyl group, a (C1-C6) alkylthio group, a halo(C1-C6) alkylthio group, a (C1-C6) alkylsulfinyl group, a halo(C1-C6) alkylsulfinyl group, a (C1-C6) alkylsulfonyl group, and a halo(C1-C6) alkylsulfonyl group;
(a67) a dioxanyl group;
(a68) a dioxanyl group having, on the ring, 1 to 6 substituting groups which may be the same or different and are selected from the group consisting of a halogen atom, a cyano group, a nitro group, a formyl group, a carbonyl group, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C1-C6) alkoxy group, a halo(C1-C6) alkoxy group, a (C3-C6) cycloalkyl (C1-C6) alkyl group, an R10(R11)N(C1-C6) alkyl group, a (C1-C6) alkylthio group, a halo(C1-C6) alkylthio group, a (C1-C6) alkylsulfinyl group, a halo(C1-C6) alkylsulfinyl group, a (C1-C6) alkylsulfonyl group, and a halo(C1-C6) alkylsulfonyl group;
(a69) a (C1-C6) alkylene group formed together with one adjacent substituting group, wherein the (C1-C6) alkylene group may be substituted with 1 to 4 substituting groups which may be the same or different and are selected from the group consisting of a halogen atom, a phenyl group, and a (C1-C6) alkyl group;
or
(a70) a methylenedioxy group formed together with one adjacent substituting group, wherein the methylenedioxy group may be substituted by 1 or 2 substituting groups which may be the same or different and are selected from the group consisting of a halogen atom, a phenyl group, and a (C1-C6) alkyl group,
wherein, when m is an integer of 2 or more, R1s may be the same or different,
m is 1, 2, 3, or 4,
R2 is
(b1) a hydrogen atom;
(b2) a (C1-C6) alkyl group;
(b3) a (C3-C6) cycloalkyl group;
(b4) a (C2-C6) alkenyl group;
(b5) a (C2-C6) alkynyl group;
(b6) a halo(C1-C6) alkyl group;
(b7) a halo(C2-C6) alkenyl group;
(b8) a halo(C2-C6) alkynyl group;
(b9) a (C1-C6) alkoxy (C1-C6) alkyl group;
(b10) a (C1-C6) alkylthio (C1-C6) alkyl group;
(b11) a (C1-C6) alkylsulfinyl (C1-C6) alkyl group;
(b12) a (C1-C6) alkylsulfonyl (C1-C6) alkyl group;
(b13) a (C3-C6) cycloalkyl (C1-C6) alkyl group;
(b14) a (C1-C6) alkoxy group;
(b15) a (C1-C6) alkylcarbonyl group;
(b16) a (C1-C6) alkoxycarbonyl group;
(b17) a halo(C1-C6) alkoxy group;
(b18) a halo(C1-C6) alkylcarbonyl group;
(b19) a halo(C1-C6) alkoxycarbonyl group;
(b20) an R10(R11)N carbonyl group;
or
(b21) an R10(R11)N sulfonyl group,
R3 is:
(c1) a hydrogen atom;
(c2) a halogen group;
(c3) a cyano group;
(c4) a carboxyl group;
(c5) a carboxamide group;
(c6) a (C1-C6) alkyl group;
(c7) a (C2-C6) alkenyl group;
(c8) a (C2-C6) alkynyl group;
(c9) a halo(C1-C6) alkyl group;
(c10) a halo(C2-C6) alkenyl group;
(c11) a halo(C2-C6) alkynyl group;
(c12) an R8(R9)N group;
(c13) a (C1-C6) alkoxy group;
(c14) a halo(C1-C6) alkoxy group;
(c15) a (C1-C6) alkoxy (C1-C6) alkyl group;
or
(c16) a (C1-C6) alkoxycarbonyl (C1-C6) alkyl group,
R4 is:
(d1) a hydrogen atom;
(d2) a (C1-C6) alkyl group;
(d3) a (C2-C6) alkenyl group;
(d4) a (C2-C6) alkynyl group;
(d5) a (C3-C6) cycloalkyl group;
(d6) a halo(C1-C6) alkyl group;
(d7) a halo(C2-C6) alkenyl group;
(d8) a halo(C2-C6) alkynyl group;
(d9) a (C1-C6) alkoxy (C1-C6) alkyl group;
(d10) a halo(C1-C6) alkoxy (C1-C6) alkyl group;
(d11) a (C1-C6) alkoxy halo(C1-C6) alkyl group;
(d12) a halo(C1-C6) alkoxy halo(C1-C6) alkyl group;
(d13) a (C3-C6) cycloalkyl (C1-C6) alkyl group;
(d14) a cyano (C1-C6) alkyl group;
(d15) a (C1-C6) alkylthio (C1-C6) alkyl group;
(d16) a (C1-C6) alkylsulfinyl (C1-C6) alkyl group;
(d17) a (C1-C6) alkylsulfonyl (C1-C6) alkyl group;
(d18) a carboxyl (C1-C6) alkyl group;
(d19) a phenyl(C1-C6) alkyl group;
(d20) a phenyl(C1-C6) alkyl group having, on the ring, 1 to 5 substituting groups which may be the same or different and are selected from the group consisting of a halogen atom, a cyano group, a nitro group, a formyl group, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C1-C6) alkoxy group, a halo(C1-C6) alkoxy group, a (C3-C6) cycloalkyl (C1-C6) alkyl group, a (C1-C6) alkylthio group, a halo(C1-C6) alkylthio group, a (C1-C6) alkylsulfinyl group, a halo(C1-C6) alkylsulfinyl group, a (C1-C6) alkylsulfonyl group, and a halo(C1-C6) alkylsulfonyl group;
(d21) an R10(R11)N alkyl group;
(d22) a (C1-C6) alkylcarbonyl group;
(d23) a (C1-C6) alkoxycarbonyl group;
(d24) a (C1-C6) alkylsulfonyl group;
(d25) a halo(C1-C6) alkylcarbonyl group;
(d26) a halo(C1-C6) alkoxycarbonyl group;
(d27) a halo(C1-C6) alkylsulfonyl group;
(d28) an R10(R11)N carbonyl group;
(d29) an R10(R11)N sulfonyl group;
(d30) a phenyl group;
(d31) a phenyl group having, on the ring, 1 to 5 substituting groups which may be the same or different and are selected from the group consisting of a halogen atom, a cyano group, a nitro group, a formyl group, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C1-C6) alkoxy group, a halo(C1-C6) alkoxy group, a (C3-C6) cycloalkyl (C1-C6) alkyl group, an R10(R11)N group wherein R10 and R11 are the same as above, a (C1-C6) alkylthio group, a halo(C1-C6) alkylthio group, a (C1-C6) alkylsulfinyl group, a halo(C1-C6) alkylsulfinyl group, a (C1-C6) alkylsulfonyl group, and a halo(C1-C6) alkylsulfonyl group;
or
(d32) a (C1-C6) alkoxycarbonyl (C1-C6) alkyl group,
A1, A2, and A3 may be the same or different and each is CR5 (wherein R5 is hydrogen atom, a halogen atom, a cyano group, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C1-C6) alkoxy group, a halo(C1-C6) alkoxy group, an R10(R11)N group, a (C1-C6) alkylthio group, a (C1-C6) alkylsulfinyl group, or a (C1-C6) alkylsulfonyl group) or a nitrogen atom,
Q is
(e1) a halogen atom;
(e2) a cyano group;
(e3) a nitro group;
(e4) a formyl group;
(e5) a (C1-C6) alkyl group;
(e6) a (C2-C6) alkenyl group;
(e7) a (C2-C6) alkynyl group;
(e8) a halo(C1-C6) alkyl group;
(e9) a halo(C2-C6) alkenyl group;
(e10) a halo(C2-C6) alkynyl group;
(e11) a (C1-C6) alkoxy group;
(e12) a halo(C1-C6) alkoxy group;
(e13) a hydroxy (C1-C6) alkyl group;
(e14) a dihydroxy (C1-C6) alkyl group;
(e15) a (C1-C6) alkoxy (C1-C6) alkyl group;
(e16) a (C1-C6) alkoxy (C2-C6) alkenyl group;
(e17) an R8(R9)N group;
(e18) a dioxolanyl group;
(e19) a dioxolanyl group having, on the ring, 1 or 2 substituting groups which may be the same or different and are selected from the group consisting of a halogen atom, a cyano group, a nitro group, a formyl group, a carbonyl group, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C1-C6) alkoxy group, a halo(C1-C6) alkoxy group, a (C3-C6) cycloalkyl (C1-C6) alkyl group, an R10(R11)N(C1-C6) alkyl group, a (C1-C6) alkylthio group, a halo(C1-C6) alkylthio group, a (C1-C6) alkylsulfinyl group, a halo(C1-C6) alkylsulfinyl group, a (C1-C6) alkylsulfonyl group, and a halo(C1-C6) alkylsulfonyl group;
(e20) a dioxanyl group;
(e21) a dioxanyl group having, on the ring, 1 to 3 substituting groups which may be the same or different and are selected from the group consisting of a halogen atom, a cyano group, a nitro group, a formyl group, a carbonyl group, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C1-C6) alkoxy group, a halo(C1-C6) alkoxy group, a (C3-C6) cycloalkyl (C1-C6) alkyl group, an R10(R11)N(C1-C6) alkyl group, a (C1-C6) alkylthio group, a halo(C1-C6) alkylthio group, a (C1-C6) alkylsulfinyl group, a halo(C1-C6) alkylsulfinyl group, a (C1-C6) alkylsulfonyl group, and a halo(C1-C6) alkylsulfonyl group;
(e22) a phenyl group;
(e23) a phenyl group having, on the ring, 1 to 5 substituting groups which may be the same or different and are selected from the group consisting of a halogen atom, a cyano group, a nitro group, a formyl group, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C1-C6) alkoxy group, a halo(C1-C6) alkoxy group, a (C3-C6) cycloalkyl (C1-C6) alkyl group, an R10(R11)N group, a (C1-C6) alkylthio group, a halo(C1-C6) alkylthio group, a (C1-C6) alkylsulfinyl group, a halo(C1-C6) alkylsulfinyl group, a (C1-C6) alkylsulfonyl group, and a halo(C1-C6) alkylsulfonyl group;
(e24) an imidazolyl group;
(e25) an imidazolyl group having, on the ring, 1 to 3 substituting groups which may be the same or different and are selected from the group consisting of a halogen atom, a cyano group, a nitro group, a formyl group, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C1-C6) alkoxy group, a halo(C1-C6) alkoxy group, a (C3-C6) cycloalkyl (C1-C6) alkyl group, an R10(R11)N group, a (C1-C6) alkylthio group, a halo(C1-C6) alkylthio group, a (C1-C6) alkylsulfinyl group, a halo(C1-C6) alkylsulfinyl group, a (C1-C6) alkylsulfonyl group, and a halo(C1-C6) alkylsulfonyl group;
(e26) an oxadiazolyl group;
(e27) an oxadiazolyl group having, on the ring, a substituting group selected from the group consisting of a halogen atom, a cyano group, a nitro group, a formyl group, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C1-C6) alkoxy group, a halo(C1-C6) alkoxy group, a (C3-C6) cycloalkyl (C1-C6) alkyl group, an R10(R11)N group, a (C1-C6) alkylthio group, a halo(C1-C6) alkylthio group, a (C1-C6) alkylsulfinyl group, a halo(C1-C6) alkylsulfinyl group, a (C1-C6) alkylsulfonyl group, and a halo(C1-C6) alkylsulfonyl group;
(e28) an S(O)pR6 group;
(e29) a C(O)R7 group;
(e30) a thiocarboxamide group;
(e31) an N—(C1-C6) alkylaminothiocarbonyl group;
(e32) an N,N-di-(C1-C6) alkylaminothiocarbonyl group;
(e33)
(e34) a hydroxyimino (C1-C3) alkyl group;
(e35) a (C1-C6) alkoxyimino (C1-C3) alkyl group;
(e36) a halo(C1-C6) alkoxyimino (C1-C3) alkyl group;
(e37) a hydrazono (C1-C3) alkyl group;
(e38) a (C1-C6) alkylhydrazono (C1-C3) alkyl group;
(e39) a di-(C1-C6) alkylhydrazono (C1-C3) alkyl group;
(e40) a phenyl(C1-C6) alkoxyimino (C1-C3) alkyl group;
(e41) a (C2-C6) alkenyloxyimino (C1-C3) alkyl group;
(e42) a di-(C1-C6) alkoxyphosphoryl group;
(e43) a di-(C1-C6) alkoxyphosphorylamino group;
(e44) a hydroxyl group;
(e45) a (C1-C6) alkoxy (C1-C6) alkoxy group;
(e46) a (C1-C6) alkoxyiminoamino (C1-C3) alkyl group;
(e47) a cyano (C1-C6) alkyl group;
(e48) a cyano (C2-C6) alkenyl group;
(e49) a dicyano (C1-C6) alkyl group;
or
(e50) a dicyano (C2-C6) alkenyl group,
R6 is a hydrogen atom, a (C1-C6) alkyl group, a (C2-C6) alkenyl group, a (C2-C6) alkynyl group, a halo(C1-C6) alkyl group, a halo(C2-C6) alkenyl group, a halo(C2-C6) alkynyl group, a (C1-C6) alkoxy group, a (C3-C6) cycloalkyl group, a halo(C3-C6) cycloalkyl group, a phenyl (C1-C6) alkyl group, a (C1-C6) alkoxyphenyl (C1-C6) alkyl group, a (C1-C6) alkylphenyl (C1-C6) alkyl group, a tri-(C1-C6) alkylsilylphenyl (C1-C6) alkyl group, or an N(R8)R9 group,
p is 0.1, or 2,
R7 is a hydroxyl group, a (C1-C6) alkyl group, a (C2-C6) alkenyl group, a (C2-C6) alkynyl group, a halo(C1-C6) alkyl group, a halo(C2-C6) alkenyl group, a halo(C2-C6) alkynyl group, a (C1-C6) alkoxycarbonyl (C1-C6) alkyl group, a phenyl (C1-C6) alkyl group, a phenyl (C1-C6) alkoxy group, a (C1-C6) alkoxy group, a (C2-C6) alkenyloxy group, a (C2-C6) alkynyloxy group, a (C3-C6) cycloalkoxy group, a halo(C1-C6) alkoxy group, a halo(C2-C6) alkynyloxy group, a phenyloxy group, a (C1-C6) alkoxycarbonyl (C1-C6) alkoxy group, a (C1-C6) alkylthio group, a phenyl group, a thiazolidinyl group, or an N(R8)R9 group,
R8 and R9 may be the same or different and each is a hydrogen atom, a hydroxyl group, an amino group, a di-(C1-C6) alkylamino group, a (C1-C6) alkyl group, a (C3-C6) cycloalkyl group, a (C2-C6) alkenyl group, a (C2-C6) alkynyl group, a (C1-C6) alkoxy group, a (C2-C6) alkenyloxy group, a halo(C1-C6) alkyl group, a halo(C2-C6) alkenyl group, a halo(C2-C6) alkynyl group, a halo(C1-C6) alkoxy group, a halo(C3-C6) cycloalkyl group, a (C3-C6) cycloalkyl (C1-C6) alkyl group, a cyano (C1-C6) alkyl group, a (C1-C6) alkylcarbonyl group, a halo(C1-C6) alkylcarbonyl group, a (C1-C6) alkoxycarbonyl group, a halo(C1-C6) alkoxycarbonyl group, a (C1-C6) alkylsulfanylcarbonyl group, a (C1-C6) alkylsulfonyl group, a halo(C1-C6) alkylsulfonyl group, an N—(C1-C6) alkylcarboxamide group, an N,N-di-(C1-C6) alkylcarboxamide group, an N—(C1-C6) alkylsulfamoyl group, an N,N-di-(C1-C6) alkylsulfamoyl group, an N-halo(C1-C6) alkylcarboxamide group, a (C1-C6) alkoxycarbonyl (C1-C6) alkyl group, a (C1-C6) alkoxy (C1-C6) alkyl group, a di-(C1-C6) alkoxy (C1-C6) alkyl group, a (C1-C6) alkoxy (C1-C6) alkylcarbonyl group, a thietanyl group, a 1,1-dioxothietanyl group, a tetrahydrofuranyl group, a thiazolyl group, a 2-oxotetrahydrofuranyl group, a phenyl group, a phenyl group having, on the ring, 1 to 5 substituting groups which may be the same or different and are selected from the group consisting of a halogen atom, a cyano group, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C1-C6) alkoxy group, a halo(C1-C6) alkoxy group, a (C3-C6) cycloalkyl group, a (C1-C6) alkylthio group, a halo(C1-C6) alkylthio group, a (C1-C6) alkylsulfinyl group, a halo(C1-C6) alkylsulfinyl group, a (C1-C6) alkylsulfonyl group, and a halo(C1-C6) alkylsulfonyl group, or a phenyl (C1-C6) alkyl group, or R8 and R9 may join together to form a 4- to 6-membered ring, and
R10 and R11 may be the same or different and each is a hydrogen atom, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C3-C6) cycloalkyl group, a (C3-C6) cycloalkyl (C1-C6) alkyl group, a (C1-C6) alkylcarbonyl group, a halo(C1-C6) alkylcarbonyl group, a (C1-C6) alkoxycarbonyl group, a halo(C1-C6) alkoxycarbonyl group, a (C1-C6) alkylsulfonyl group, or a halo(C1-C6) alkylsulfonyl group, or R10 and R11 may join together to form a 4- to 6-membered ring, or
a salt thereof.

206 more elements

Dependencies are inferred from the claim text.

Facts

Application: 18/032,900Filed 28 Oct 2021
Priority: JP 2020-18187529 Oct 2020
Published: US 2023/0357210 A19 Nov 2023
Granted: 15 Sep 2026
Term ends: Not estimatedThe source records don’t support an estimate.

Classification14 codes

C07D 405/14
Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having…:…
A01N 43/52
1,3-Diazoles; Hydrogenated 1,3-diazoles: condensed with carbocyclic rings, e.g. benzimidazoles
A01N 43/76
Five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3: 1,3-Oxazoles; Hydrogenated 1,3-oxazoles
A01N 47/02
Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a…:…

Family

US 2023/0357210 A1Pre-grant publication · published 9 Nov 2023
US 12,735,406 B2This patent

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

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Abstract

A compound of formula (1):

wherein
R1 is
(a1) a halogen atom;
(a2) a cyano group;
(a3) a nitro group;
(a4) a formyl group;
(a5) a carboxyl group;
(a6) a (C1-C6) alkyl group;
(a7) a (C2-C6) alkenyl group;
(a8) a (C2-C6) alkynyl group;
(a9) a (C3-C6) cycloalkyl group;
(a10) a halo(C1-C6) alkyl group;
(a11) a halo(C2-C6) alkenyl group;
(a12) a halo(C2-C6) alkynyl group;
(a13) a halo(C3-C6) cycloalkyl group;
(a14) a hydroxy (C1-C6) alkyl group;
(a15) a hydroxy halo(C1-C6) alkyl group;
(a16) a (C1-C6) alkoxy (C1-C6) alkyl group;
(a17) a di-(C1-C6) alkoxy (C1-C6) alkyl group;
(a18) a halo(C1-C6) alkoxy (C1-C6) alkyl group;
(a19) a (C1-C6) alkoxy halo(C1-C6) alkyl group;
(a20) a halo(C1-C6) alkoxy halo(C1-C6) alkyl group;
(a21) a (C3-C6) cycloalkyl (C1-C6) alkyl group;
(a22) a (C1-C6) alkoxy group;
(a23) a halo(C1-C6) alkoxy group;
(a24) a (C1-C6) alkylthio group;
(a25) a (C1-C6) alkylsulfinyl group;
(a26) a (C1-C6) alkylsulfonyl group;
(a27) a halo(C1-C6) alkylthio group;
(a28) a halo(C1-C6) alkylsulfinyl group;
(a29) a halo(C1-C6) alkylsulfonyl group;
(a30) an R8(R9)N group;
(a31) an R10(R11)N(C1-C6) alkyl group;
(a32) a (C1-C6) alkylthio (C1-C6) alkyl group;
(a33) a (C1-C6) alalkylsulfinyl (C1-C6) alkyl group;
(a34) a (C1-C6) alkylsulfonyl (C1-C6) alkyl group;
(a35) a halo(C1-C6) alkylthio (C1-C6) alkyl group;
(a36) a halo(C1-C6) alkylsulfinyl (C1-C6) alkyl group;
(a37) a halo(C1-C6) alkylsulfonyl (C1-C6) alkyl group;
(a38) a (C1-C6) alkylthio halo(C1-C6) alkyl group;
(a39) a (C1-C6) alkylsulfinyl halo(C1-C6) alkyl group;
(a40) a (C1-C6) alkylsulfonyl halo(C1-C6) alkyl group;
(a41) a halo(C1-C6) alkylthio halo(C1-C6) alkyl group;
(a42) a halo(C1-C6) alkylsulfinyl halo(C1-C6) alkyl group;
(a43) a halo(C1-C6) alkylsulfonyl halo(C1-C6) alkyl group;
(a44) a (C1-C6) alkylthiol group;
(a45) a (C1-C6) alkoxycarbonyl group;
(a46) a halo(C1-C6) alkylcarbonyl group;
(a47) a halo(C1-C6) alkoxycarbonyl group;
(a48) a (C1-C6) alkylcarbonyloxy group;
(a49) a halo(C1-C6) alkylcarbonyloxy group;
(a50) an R10(R11)N carbonyl group;
(a51) an R10(R11)N carbonyloxy group;
(a52) an R10(R11)N sulfonyl group;
(a53) a (C1-C6) alkylsulfonyloxy group;
(a54) a halo(C1-C6) alkylsulfonyloxy group;
(a55) a (C1-C6) alkoxyimino (C1-C3) alkyl group;
(a56) a halo(C1-C6) alkoxyimino (C1-C3) alkyl group;
(a57) a phenyl group;
(a58) a phenyl group having, on the ring, 1 to 5 substituting groups which may be the same or different and are selected from the group consisting of a halogen atom, a cyano group, a nitro group, a formyl group, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C1-C6) alkoxy group, a halo(C1-C6) alkoxy group, a (C3-C6) cycloalkyl (C1-C6) alkyl group, an R10(R11)N(C1-C6) alkyl group, an R10(R11)N group, a (C1-C6) alkylthio group, a halo(C1-C6) alkylthio group, a (C1-C6) alkylsulfinyl group, a halo(C1-C6) alkylsulfinyl group, a (C1-C6) alkylsulfonyl group, and a halo(C1-C6) alkylsulfonyl group;
(a59) a pyridyl group;
(a60) a pyridyl group having, on the ring, 1 to 4 substituting groups which may be the same or different and are selected from the group consisting of a halogen atom, a cyano group, a nitro group, a formyl group, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C1-C6) alkoxy group, a halo(C1-C6) alkoxy group, a (C3-C6) cycloalkyl (C1-C6) alkyl group, an R10(R11)N(C1-C6) alkyl group, an R10(R11)N group, a (C1-C6) alkylthio group, a halo(C1-C6) alkylthio group, a (C1-C6) alkylsulfinyl group, a halo(C1-C6) alkylsulfinyl group, a (C1-C6) alkylsulfonyl group, and a halo(C1-C6) alkylsulfonyl group;
(a61) a pyrazolyl group;
(a62) a pyrazolyl group having, on the ring, 1 to 3 substituting groups which may be the same or different and are selected from the group consisting of a halogen atom, a cyano group, a nitro group, a formyl group, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C1-C6) alkoxy group, a halo(C1-C6) alkoxy group, a (C3-C6) cycloalkyl (C1-C6) alkyl group, an R10(R11)N(C1-C6) alkyl group, an R10(R11)N group, a (C1-C6) alkylthio group, a halo(C1-C6) alkylthio group, a (C1-C6) alkylsulfinyl group, a halo(C1-C6) alkylsulfinyl group, a (C1-C6) alkylsulfonyl group, and a halo(C1-C6) alkylsulfonyl group;
(a63) a phenoxy group;
(a64) a phenoxy group having, on the ring, 1 to 5 substituting groups which may be the same or different and are selected from the group consisting of a halogen atom, a cyano group, a nitro group, a formyl group, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C1-C6) alkoxy group, a halo(C1-C6) alkoxy group, a (C3-C6) cycloalkyl (C1-C6) alkyl group, an R10(R11)N(C1-C6) alkyl group, an R10(R11)N group, a (C1-C6) alkylthio group, a halo(C1-C6) alkylthio group, a (C1-C6) alkylsulfinyl group, a halo(C1-C6) alkylsulfinyl group, a (C1-C6) alkylsulfonyl group, and a halo(C1-C6) alkylsulfonyl group;
(a65) a dioxolanyl group;
(a66) a dioxolanyl group having, on the ring, 1 to 4 substituting groups which may be the same or different and are selected from the group consisting of a halogen atom, a cyano group, a nitro group, a formyl group, a carbonyl group, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C1-C6) alkoxy group, a halo(C1-C6) alkoxy group, a (C3-C6) cycloalkyl (C1-C6) alkyl group, an R10(R11)N(C1-C6) alkyl group, a (C1-C6) alkylthio group, a halo(C1-C6) alkylthio group, a (C1-C6) alkylsulfinyl group, a halo(C1-C6) alkylsulfinyl group, a (C1-C6) alkylsulfonyl group, and a halo(C1-C6) alkylsulfonyl group;
(a67) a dioxanyl group;
(a68) a dioxanyl group having, on the ring, 1 to 6 substituting groups which may be the same or different and are selected from the group consisting of a halogen atom, a cyano group, a nitro group, a formyl group, a carbonyl group, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C1-C6) alkoxy group, a halo(C1-C6) alkoxy group, a (C3-C6) cycloalkyl (C1-C6) alkyl group, an R10(R11)N(C1-C6) alkyl group, a (C1-C6) alkylthio group, a halo(C1-C6) alkylthio group, a (C1-C6) alkylsulfinyl group, a halo(C1-C6) alkylsulfinyl group, a (C1-C6) alkylsulfonyl group, and a halo(C1-C6) alkylsulfonyl group;
(a69) a (C1-C6) alkylene group formed together with one adjacent substituting group, wherein the (C1-C6) alkylene group may be substituted with 1 to 4 substituting groups which may be the same or different and are selected from the group consisting of a halogen atom, a phenyl group, and a (C1-C6) alkyl group;
or
(a70) a methylenedioxy group formed together with one adjacent substituting group, wherein the methylenedioxy group may be substituted by 1 or 2 substituting groups which may be the same or different and are selected from the group consisting of a halogen atom, a phenyl group, and a (C1-C6) alkyl group,
wherein, when m is an integer of 2 or more, R1s may be the same or different,
m is 1, 2, 3, or 4,
R2 is
(b1) a hydrogen atom;
(b2) a (C1-C6) alkyl group;
(b3) a (C3-C6) cycloalkyl group;
(b4) a (C2-C6) alkenyl group;
(b5) a (C2-C6) alkynyl group;
(b6) a halo(C1-C6) alkyl group;
(b7) a halo(C2-C6) alkenyl group;
(b8) a halo(C2-C6) alkynyl group;
(b9) a (C1-C6) alkoxy (C1-C6) alkyl group;
(b10) a (C1-C6) alkylthio (C1-C6) alkyl group;
(b11) a (C1-C6) alkylsulfinyl (C1-C6) alkyl group;
(b12) a (C1-C6) alkylsulfonyl (C1-C6) alkyl group;
(b13) a (C3-C6) cycloalkyl (C1-C6) alkyl group;
(b14) a (C1-C6) alkoxy group;
(b15) a (C1-C6) alkylcarbonyl group;
(b16) a (C1-C6) alkoxycarbonyl group;
(b17) a halo(C1-C6) alkoxy group;
(b18) a halo(C1-C6) alkylcarbonyl group;
(b19) a halo(C1-C6) alkoxycarbonyl group;
(b20) an R10(R11)N carbonyl group;
or
(b21) an R10(R11)N sulfonyl group,
R3 is:
(c1) a hydrogen atom;
(c2) a halogen group;
(c3) a cyano group;
(c4) a carboxyl group;
(c5) a carboxamide group;
(c6) a (C1-C6) alkyl group;
(c7) a (C2-C6) alkenyl group;
(c8) a (C2-C6) alkynyl group;
(c9) a halo(C1-C6) alkyl group;
(c10) a halo(C2-C6) alkenyl group;
(c11) a halo(C2-C6) alkynyl group;
(c12) an R8(R9)N group;
(c13) a (C1-C6) alkoxy group;
(c14) a halo(C1-C6) alkoxy group;
(c15) a (C1-C6) alkoxy (C1-C6) alkyl group;
or
(c16) a (C1-C6) alkoxycarbonyl (C1-C6) alkyl group,
R4 is:
(d1) a hydrogen atom;
(d2) a (C1-C6) alkyl group;
(d3) a (C2-C6) alkenyl group;
(d4) a (C2-C6) alkynyl group;
(d5) a (C3-C6) cycloalkyl group;
(d6) a halo(C1-C6) alkyl group;
(d7) a halo(C2-C6) alkenyl group;
(d8) a halo(C2-C6) alkynyl group;
(d9) a (C1-C6) alkoxy (C1-C6) alkyl group;
(d10) a halo(C1-C6) alkoxy (C1-C6) alkyl group;
(d11) a (C1-C6) alkoxy halo(C1-C6) alkyl group;
(d12) a halo(C1-C6) alkoxy halo(C1-C6) alkyl group;
(d13) a (C3-C6) cycloalkyl (C1-C6) alkyl group;
(d14) a cyano (C1-C6) alkyl group;
(d15) a (C1-C6) alkylthio (C1-C6) alkyl group;
(d16) a (C1-C6) alkylsulfinyl (C1-C6) alkyl group;
(d17) a (C1-C6) alkylsulfonyl (C1-C6) alkyl group;
(d18) a carboxyl (C1-C6) alkyl group;
(d19) a phenyl(C1-C6) alkyl group;
(d20) a phenyl(C1-C6) alkyl group having, on the ring, 1 to 5 substituting groups which may be the same or different and are selected from the group consisting of a halogen atom, a cyano group, a nitro group, a formyl group, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C1-C6) alkoxy group, a halo(C1-C6) alkoxy group, a (C3-C6) cycloalkyl (C1-C6) alkyl group, a (C1-C6) alkylthio group, a halo(C1-C6) alkylthio group, a (C1-C6) alkylsulfinyl group, a halo(C1-C6) alkylsulfinyl group, a (C1-C6) alkylsulfonyl group, and a halo(C1-C6) alkylsulfonyl group;
(d21) an R10(R11)N alkyl group;
(d22) a (C1-C6) alkylcarbonyl group;
(d23) a (C1-C6) alkoxycarbonyl group;
(d24) a (C1-C6) alkylsulfonyl group;
(d25) a halo(C1-C6) alkylcarbonyl group;
(d26) a halo(C1-C6) alkoxycarbonyl group;
(d27) a halo(C1-C6) alkylsulfonyl group;
(d28) an R10(R11)N carbonyl group;
(d29) an R10(R11)N sulfonyl group;
(d30) a phenyl group;
(d31) a phenyl group having, on the ring, 1 to 5 substituting groups which may be the same or different and are selected from the group consisting of a halogen atom, a cyano group, a nitro group, a formyl group, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C1-C6) alkoxy group, a halo(C1-C6) alkoxy group, a (C3-C6) cycloalkyl (C1-C6) alkyl group, an R10(R11)N group wherein R10 and R11 are the same as above, a (C1-C6) alkylthio group, a halo(C1-C6) alkylthio group, a (C1-C6) alkylsulfinyl group, a halo(C1-C6) alkylsulfinyl group, a (C1-C6) alkylsulfonyl group, and a halo(C1-C6) alkylsulfonyl group;
or
(d32) a (C1-C6) alkoxycarbonyl (C1-C6) alkyl group,
A1, A2, and A3 may be the same or different and each is CR5 (wherein R5 is hydrogen atom, a halogen atom, a cyano group, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C1-C6) alkoxy group, a halo(C1-C6) alkoxy group, an R10(R11)N group, a (C1-C6) alkylthio group, a (C1-C6) alkylsulfinyl group, or a (C1-C6) alkylsulfonyl group) or a nitrogen atom,
Q is
(e1) a halogen atom;
(e2) a cyano group;
(e3) a nitro group;
(e4) a formyl group;
(e5) a (C1-C6) alkyl group;
(e6) a (C2-C6) alkenyl group;
(e7) a (C2-C6) alkynyl group;
(e8) a halo(C1-C6) alkyl group;
(e9) a halo(C2-C6) alkenyl group;
(e10) a halo(C2-C6) alkynyl group;
(e11) a (C1-C6) alkoxy group;
(e12) a halo(C1-C6) alkoxy group;
(e13) a hydroxy (C1-C6) alkyl group;
(e14) a dihydroxy (C1-C6) alkyl group;
(e15) a (C1-C6) alkoxy (C1-C6) alkyl group;
(e16) a (C1-C6) alkoxy (C2-C6) alkenyl group;
(e17) an R8(R9)N group;
(e18) a dioxolanyl group;
(e19) a dioxolanyl group having, on the ring, 1 or 2 substituting groups which may be the same or different and are selected from the group consisting of a halogen atom, a cyano group, a nitro group, a formyl group, a carbonyl group, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C1-C6) alkoxy group, a halo(C1-C6) alkoxy group, a (C3-C6) cycloalkyl (C1-C6) alkyl group, an R10(R11)N(C1-C6) alkyl group, a (C1-C6) alkylthio group, a halo(C1-C6) alkylthio group, a (C1-C6) alkylsulfinyl group, a halo(C1-C6) alkylsulfinyl group, a (C1-C6) alkylsulfonyl group, and a halo(C1-C6) alkylsulfonyl group;
(e20) a dioxanyl group;
(e21) a dioxanyl group having, on the ring, 1 to 3 substituting groups which may be the same or different and are selected from the group consisting of a halogen atom, a cyano group, a nitro group, a formyl group, a carbonyl group, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C1-C6) alkoxy group, a halo(C1-C6) alkoxy group, a (C3-C6) cycloalkyl (C1-C6) alkyl group, an R10(R11)N(C1-C6) alkyl group, a (C1-C6) alkylthio group, a halo(C1-C6) alkylthio group, a (C1-C6) alkylsulfinyl group, a halo(C1-C6) alkylsulfinyl group, a (C1-C6) alkylsulfonyl group, and a halo(C1-C6) alkylsulfonyl group;
(e22) a phenyl group;
(e23) a phenyl group having, on the ring, 1 to 5 substituting groups which may be the same or different and are selected from the group consisting of a halogen atom, a cyano group, a nitro group, a formyl group, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C1-C6) alkoxy group, a halo(C1-C6) alkoxy group, a (C3-C6) cycloalkyl (C1-C6) alkyl group, an R10(R11)N group, a (C1-C6) alkylthio group, a halo(C1-C6) alkylthio group, a (C1-C6) alkylsulfinyl group, a halo(C1-C6) alkylsulfinyl group, a (C1-C6) alkylsulfonyl group, and a halo(C1-C6) alkylsulfonyl group;
(e24) an imidazolyl group;
(e25) an imidazolyl group having, on the ring, 1 to 3 substituting groups which may be the same or different and are selected from the group consisting of a halogen atom, a cyano group, a nitro group, a formyl group, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C1-C6) alkoxy group, a halo(C1-C6) alkoxy group, a (C3-C6) cycloalkyl (C1-C6) alkyl group, an R10(R11)N group, a (C1-C6) alkylthio group, a halo(C1-C6) alkylthio group, a (C1-C6) alkylsulfinyl group, a halo(C1-C6) alkylsulfinyl group, a (C1-C6) alkylsulfonyl group, and a halo(C1-C6) alkylsulfonyl group;
(e26) an oxadiazolyl group;
(e27) an oxadiazolyl group having, on the ring, a substituting group selected from the group consisting of a halogen atom, a cyano group, a nitro group, a formyl group, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C1-C6) alkoxy group, a halo(C1-C6) alkoxy group, a (C3-C6) cycloalkyl (C1-C6) alkyl group, an R10(R11)N group, a (C1-C6) alkylthio group, a halo(C1-C6) alkylthio group, a (C1-C6) alkylsulfinyl group, a halo(C1-C6) alkylsulfinyl group, a (C1-C6) alkylsulfonyl group, and a halo(C1-C6) alkylsulfonyl group;
(e28) an S(O)pR6 group;
(e29) a C(O)R7 group;
(e30) a thiocarboxamide group;
(e31) an N—(C1-C6) alkylaminothiocarbonyl group;
(e32) an N,N-di-(C1-C6) alkylaminothiocarbonyl group;
(e33)
(e34) a hydroxyimino (C1-C3) alkyl group;
(e35) a (C1-C6) alkoxyimino (C1-C3) alkyl group;
(e36) a halo(C1-C6) alkoxyimino (C1-C3) alkyl group;
(e37) a hydrazono (C1-C3) alkyl group;
(e38) a (C1-C6) alkylhydrazono (C1-C3) alkyl group;
(e39) a di-(C1-C6) alkylhydrazono (C1-C3) alkyl group;
(e40) a phenyl(C1-C6) alkoxyimino (C1-C3) alkyl group;
(e41) a (C2-C6) alkenyloxyimino (C1-C3) alkyl group;
(e42) a di-(C1-C6) alkoxyphosphoryl group;
(e43) a di-(C1-C6) alkoxyphosphorylamino group;
(e44) a hydroxyl group;
(e45) a (C1-C6) alkoxy (C1-C6) alkoxy group;
(e46) a (C1-C6) alkoxyiminoamino (C1-C3) alkyl group;
(e47) a cyano (C1-C6) alkyl group;
(e48) a cyano (C2-C6) alkenyl group;
(e49) a dicyano (C1-C6) alkyl group;
or
(e50) a dicyano (C2-C6) alkenyl group,
R6 is a hydrogen atom, a (C1-C6) alkyl group, a (C2-C6) alkenyl group, a (C2-C6) alkynyl group, a halo(C1-C6) alkyl group, a halo(C2-C6) alkenyl group, a halo(C2-C6) alkynyl group, a (C1-C6) alkoxy group, a (C3-C6) cycloalkyl group, a halo(C3-C6) cycloalkyl group, a phenyl (C1-C6) alkyl group, a (C1-C6) alkoxyphenyl (C1-C6) alkyl group, a (C1-C6) alkylphenyl (C1-C6) alkyl group, a tri-(C1-C6) alkylsilylphenyl (C1-C6) alkyl group, or an N(R8)R9 group,
p is 0.1, or 2,
R7 is a hydroxyl group, a (C1-C6) alkyl group, a (C2-C6) alkenyl group, a (C2-C6) alkynyl group, a halo(C1-C6) alkyl group, a halo(C2-C6) alkenyl group, a halo(C2-C6) alkynyl group, a (C1-C6) alkoxycarbonyl (C1-C6) alkyl group, a phenyl (C1-C6) alkyl group, a phenyl (C1-C6) alkoxy group, a (C1-C6) alkoxy group, a (C2-C6) alkenyloxy group, a (C2-C6) alkynyloxy group, a (C3-C6) cycloalkoxy group, a halo(C1-C6) alkoxy group, a halo(C2-C6) alkynyloxy group, a phenyloxy group, a (C1-C6) alkoxycarbonyl (C1-C6) alkoxy group, a (C1-C6) alkylthio group, a phenyl group, a thiazolidinyl group, or an N(R8)R9 group,
R8 and R9 may be the same or different and each is a hydrogen atom, a hydroxyl group, an amino group, a di-(C1-C6) alkylamino group, a (C1-C6) alkyl group, a (C3-C6) cycloalkyl group, a (C2-C6) alkenyl group, a (C2-C6) alkynyl group, a (C1-C6) alkoxy group, a (C2-C6) alkenyloxy group, a halo(C1-C6) alkyl group, a halo(C2-C6) alkenyl group, a halo(C2-C6) alkynyl group, a halo(C1-C6) alkoxy group, a halo(C3-C6) cycloalkyl group, a (C3-C6) cycloalkyl (C1-C6) alkyl group, a cyano (C1-C6) alkyl group, a (C1-C6) alkylcarbonyl group, a halo(C1-C6) alkylcarbonyl group, a (C1-C6) alkoxycarbonyl group, a halo(C1-C6) alkoxycarbonyl group, a (C1-C6) alkylsulfanylcarbonyl group, a (C1-C6) alkylsulfonyl group, a halo(C1-C6) alkylsulfonyl group, an N—(C1-C6) alkylcarboxamide group, an N,N-di-(C1-C6) alkylcarboxamide group, an N—(C1-C6) alkylsulfamoyl group, an N,N-di-(C1-C6) alkylsulfamoyl group, an N-halo(C1-C6) alkylcarboxamide group, a (C1-C6) alkoxycarbonyl (C1-C6) alkyl group, a (C1-C6) alkoxy (C1-C6) alkyl group, a di-(C1-C6) alkoxy (C1-C6) alkyl group, a (C1-C6) alkoxy (C1-C6) alkylcarbonyl group, a thietanyl group, a 1,1-dioxothietanyl group, a tetrahydrofuranyl group, a thiazolyl group, a 2-oxotetrahydrofuranyl group, a phenyl group, a phenyl group having, on the ring, 1 to 5 substituting groups which may be the same or different and are selected from the group consisting of a halogen atom, a cyano group, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C1-C6) alkoxy group, a halo(C1-C6) alkoxy group, a (C3-C6) cycloalkyl group, a (C1-C6) alkylthio group, a halo(C1-C6) alkylthio group, a (C1-C6) alkylsulfinyl group, a halo(C1-C6) alkylsulfinyl group, a (C1-C6) alkylsulfonyl group, and a halo(C1-C6) alkylsulfonyl group, or a phenyl (C1-C6) alkyl group, or R8 and R9 may join together to form a 4- to 6-membered ring, and
R10 and R11 may be the same or different and each is a hydrogen atom, a (C1-C6) alkyl group, a halo(C1-C6) alkyl group, a (C3-C6) cycloalkyl group, a (C3-C6) cycloalkyl (C1-C6) alkyl group, a (C1-C6) alkylcarbonyl group, a halo(C1-C6) alkylcarbonyl group, a (C1-C6) alkoxycarbonyl group, a halo(C1-C6) alkoxycarbonyl group, a (C1-C6) alkylsulfonyl group, or a halo(C1-C6) alkylsulfonyl group, or R10 and R11 may join together to form a 4- to 6-membered ring, or
a salt thereof.

206 more elements

Facts

Application

18/032,900Filed 28 Oct 2021

Priority

JP 2020-18187529 Oct 2020

Published

US 2023/0357210 A19 Nov 2023

Granted

15 Sep 2026

Term ends

Not estimatedThe source records don’t support an estimate.

Classification14 codes

C07D 405/14
Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having…:…
A01N 43/52
1,3-Diazoles; Hydrogenated 1,3-diazoles: condensed with carbocyclic rings, e.g. benzimidazoles
A01N 43/76
Five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,3: 1,3-Oxazoles; Hydrogenated 1,3-oxazoles
A01N 47/02
Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a…:…