# US 9,750,252 B2 · Arylalkyloxy pyrimidine derivative, pesticide for agricultural and horticultural use containing arylalkyloxy pyrimidine derivative as active ingredient, and use of same

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- Number: US 9,750,252 B2
- Document ID: US9750252B2
- Status: Granted
- Kind: B2
- Application number: 14/375,060
- Filed: 2013-02-01
- Published: 2015-01-01
- Granted: 2017-09-05
- Earliest claimed: 2012-02-01
- Assignees: Nihon Nohyaku Co., Ltd.
- Applicants: Nihon Nohyaku Co., Ltd.
- Inventors: Eikou Satoh; Tetsuya Murata; Hiroto Harayama; Motofumi Nakano; Kosuke Fukatsu; Kayo Inukai; Ryota Kasahara; Yutaka Abe; Nobuyuki Hayashi; Naoya Fujita
- Web page: https://patentgrep.com/patent/US9750252B2

## CPC

- A01N 43/54: 1,3-Diazines; Hydrogenated 1,3-diazines
- A01N 43/56: 1,2-Diazoles; Hydrogenated 1,2-diazoles
- A01N 43/653: 1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
- A01N 43/76: 1,3-Oxazoles; Hydrogenated 1,3-oxazoles
- A01N 43/78: 1,3-Thiazoles; Hydrogenated 1,3-thiazoles
- A01N 43/80: five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
- A01N 43/82: five-membered rings with three ring hetero atoms
- A01N 43/84: six-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,4
- A01N 43/90: having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
- A01N 47/02: the carbon atom having no bond to a nitrogen atom
- A01N 47/28: Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< (isoureas, isothioureas A01N47/42)
- A01N 55/00: Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur (containing organo-phosphorus compounds A01N57/00)
- A61P 33/10: Anthelmintics
- A61P 33/14: Ectoparasiticides, e.g. scabicides
- C07D 239/34: One oxygen atom
- C07D 239/52: Two oxygen atoms
- C07D 401/04: directly linked by a ring-member-to-ring-member bond
- C07D 401/06: linked by a carbon chain containing only aliphatic carbon atoms
- C07D 401/12: linked by a chain containing hetero atoms as chain links
- C07D 403/04: directly linked by a ring-member-to-ring-member bond
- C07D 403/06: linked by a carbon chain containing only aliphatic carbon atoms
- C07D 405/04: directly linked by a ring-member-to-ring-member bond
- C07D 405/06: linked by a carbon chain containing only aliphatic carbon atoms
- C07D 405/14: containing three or more hetero rings
- C07D 409/04: directly linked by a ring-member-to-ring-member bond
- C07D 411/04: directly linked by a ring-member-to-ring-member bond
- C07D 413/04: directly linked by a ring-member-to-ring-member bond
- C07D 413/06: linked by a carbon chain containing only aliphatic carbon atoms
- C07D 417/04: directly linked by a ring-member-to-ring-member bond
- C07D 493/04: Ortho-condensed systems
- C07D 493/08: Bridged systems
- C07D 493/10: Spiro-condensed systems
- C07D 495/10: Spiro-condensed systems
- C07D 497/10: Spiro-condensed systems
- C07F 7/0812: {comprising a heterocyclic ring}
- C07F 7/1804: {Compounds having Si-O-C linkages (Si-O-acyl linkages C07F7/1896)}
- A01N: PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF (preservation of food or foodstuff A23); BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES (preparations for medical, dental or toiletry purposes which kill or prevent the growth or proliferation of unwanted organisms A61K); PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A61P: SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- C07F: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM (metal-containing porphyrins C07D487/22)

## Abstract

An arylalkyloxypyrimidine derivative represented by the formula (I) wherein R1 is an alkyl group, a cycloalkyl group, an alkenyl group, an alkynyl group, a haloalkyl group, a haloalkenyl group, a haloalkynyl group, an alkoxyalkyl group, a dioxolane group and the like; R2 and R3 are each a hydrogen atom, an alkyl group and the like; X is an alkyl group, a cycloalkyl group, an alkenyl group, an alkynyl group, a haloalkyl group, a haloalkenyl group, a haloalkynyl group, a trialkylsilyl group and the like; Y is CH or a nitrogen atom; q is an integer of 1 to 3; m is an integer of 0 to 5; and n is 0 or 1 or a salt thereof, and an agrohorticultural insecticide containing the compound as an active ingredient and a method of use thereof.

## Claims

### Claim 1

An arylalkyloxypyrimidine derivative represented by the formula (I):
wherein R1 is
(a124) the following structural formula Q1, Q2, Q3, Q4, Q5, Q6, Q7, Q8, Q9, Q10, Q11, Q12, Q13, Q14, Q15, Q16, Q17, Q18, Q19, Q20, Q21, Q22, Q23, Q24, Q25, Q26, Q27, Q28 or Q29
wherein R6, R7 and R8 may be the same or different and each is a hydrogen atom, a (C1-C6)alkyl group, a (C3-C6)cycloalkyl group, a (C2-C6)alkenyl group, a (C2-C6)alkynyl group, a (C3-C6)cycloalkyl(C1-C6)alkyl group, a halo(C1-C6)alkyl group, a halo(C3-C6)cycloalkyl group, a halo(C2-C6)alkenyl group, a halo(C2-C6)alkynyl group, a halo(C3-C6)cycloalkyl(C1-C6)alkyl group, a (C1-C6)alkylcarbonyloxy(C1-C6)alkyl group, a (C1-C6)alkoxy(C1-C6)alkyl group, a hydroxy(C1-C6)alkyl group, a (C2-C6)alkenyloxy(C1-C6)alkyl group, a phenoxy(C1-C6)alkyl group, a (C1-C6)alkylsulfonyl(C1-C6)alkyl group, a (C1-C6)alkylsulfonyloxy(C1-C6)alkyl group, a halogen atom, a phenyl group, a phenyl(C1-C6)alkyl group, or a (C1-C6)alkylcarbonyl group,
R9 is a cyano group, a halo(C1-C6)alkyl group, or a halo(C1-C6)alkylcarbonyl group,
p is an integer of 0 to 5, and Z1 and Z2 may be the same or different and each is a carbon atom, an oxygen atom, S, SO, SO2 or NR6 wherein R6 is as defined above, or when p is 2, the adjacent two R7 can be bonded to form a 3- to 8-membered aliphatic ring,
R2 and R3 may be the same or different and each is
(b1) a hydrogen atom;
(b2) a (C1-C8)alkyl group;
(b3) a (C3-C8)cycloalkyl group;
(b4) a (C2-C8)alkenyl group;
(b5) a (C2-C8)alkynyl group;
(b6) a halo(C1-C8)alkyl group;
(b7) a halo(C3-C8)cycloalkyl group;
(b8) a halo(C2-C8)alkenyl group;
(b9) a halo(C2-C8)alkynyl group;
(b10) a (C3-C8)cycloalkyl(C1-C8)alkyl group;
(b11) a (C1-C8)alkoxy(C1-C8)alkyl group;
(b12) a (C1-C8)alkylthio(C1-C8)alkyl group; or
(b13) a (C1-C8)alkoxycarbonyl group,
q is an integer of 1 to 3,
X may be the same or different and each is
(c1) a hydrogen atom;
(c2) a halogen atom;
(c3) a hydroxyl group;
(c4) a cyano group;
(c5) a nitro group;
(c6) an N(R4)(R5) group wherein R4 and R5 are the same or different and each is (i) a hydrogen atom, (ii) a (C1-C6)alkyl group, (iii) a (C3-C6)cycloalkyl group, (iv) a (C2-C6)alkenyl group, (v) a (C2-C6)alkynyl group, (vi) a (C3-C6)cycloalkyl(C1-C6)alkyl group, (vii) a halo(C1-C6)alkyl group, (viii) a halo(C3-C6)cycloalkyl group, (ix) a halo(C2-C6)alkenyl group, (x) a halo(C2-C6)alkynyl group, (xi) a halo(C3-C6)cycloalkyl(C1-C6)alkyl group (xii) a (C1-C6)alkylsulfonyl group (xiii) a (C1-C6)alkylcarbonyl group (xiv) a halo(C1-C6)alkylcarbonyl group, (xv) a (C1-C6)alkoxycarbonyl group, (xvi) a (C3-C6)cycloalkylcarbonyl group, (xvii) a phenyl group, (xviii) a phenyl group having, on the ring, the same or different 1 to 5 substituents selected from (a) a halogen atom, (b) a (C1-C6)alkyl group, (c) a halo(C1-C6)alkyl group, (d) a (C1-C6)alkoxv group, (e) a halo(C1-C6)alkoxy group, and (f) a phenoxy group, (xix) a phenoxyphenyl group having, on the ring, the same or different 1 to 5 substituents selected from (a) a halogen atom, (b) a (C1-C6)alkyl group, (c) a halo(C1-C6)alkyl group, (d) a (C1-C6)alkoxy group, and (e) a halo(C1-C6)alkoxy group, (xx) a hydroxy(C1-C8)alkyl group, (xxi) a phenyl(C1-C6)alkyl group, (xxii) a phenyl(C1-C6)alkyl group having, on the ring, the same or different 1 to 5 substituents selected from (a) a halogen atom, (b) a (C1-C6)alkyl group, (c) a halo(C1-C6)alkyl group, (d) a (C1-C6)alkoxy group, (e) halo(C1-C6)alkoxy group, and (f) a phenoxy group, or (xxiii) a phenoxyphenyl(C1-C6)alkyl group having, on the ring, the same or different 1 to 5 substituents selected from (a) a halogen atom, (b) a (C1-C6)alkyl group, (c) a halo(C1-C6)alkyl group, (d) a (C1-C6)alkoxy group, and (e) a halo(C1-C6)alkoxy group;
(c7) an N(R4)CO(R5) group wherein R4 and R5 are as defined above;
(c8) an N(R4)SO2(R5) group wherein R4 and R5 are as defined above;
(c9) an N(R4)CO2(R5) group wherein R4 and R5 are as defined above;
(c10) a CO(R4) group wherein R4 is as defined above;
(c11) a CO2(R4) group wherein R4 is as defined above;
(c12) a CON(R4)(R5) group wherein R4 and R5 are as defined above;
(c13) a C(R4)═NOR5 group wherein R4 and R5 are as defined above;
(c14) a (C1-C8)alkyl group;
(c15) a (C2-C8)alkenyl group;
(c16) a (C2-C8)alkynyl group;
(c17) a (C3-C8)cycloalkyl group;
(c18) a halo(C1-C8)alkyl group;
(c19) a halo(C2-C8)alkenyl group;
(c20) a halo(C2-C8)alkynyl group;
(c21) a halo(C3-C8)cycloalkyl group;
(c22) a tri(C1-C8)alkylsilyl group wherein the alkyl groups may be the same or different;
(c23) a tri(C1-C8)alkylsilyl(C1-C8)alkyl group wherein the alkyl groups of the tri(C1-C8)alkylsilyl may be the same or different;
(c24) a (C3-C8)cycloalkyl(C1-C8)alkyl group;
(c25) a halo(C3-C8)cycloalkyl(C1-C8)alkyl group;
(c26) a (C3-C8)cycloalkyl(C3-C8)cycloalkyl group;
(c27) a (C1-C8)alkoxy group;
(c28) a (C2-C8)alkenyloxy group;
(c29) a (C2-C8)alkynyloxy group;
(c30) a (C3-C8)cycloalkyloxy group (said cycloalkyl is optionally fused with a benzene ring);
(c31) a halo(C1-C8)alkoxy group;
(c32) a halo(C2-C8)alkenyloxy group;
(c33) a halo(C2-C8)alkynyloxy group;
(c34) a halo(C3-C8)cycloalkyloxy group (said cycloalkyl is optionally fused with a benzene ring);
(c35) a (C3-C8)cycloalkyl(C1-C8)alkoxy group;
(c36) a halo(C3-C8)cycloalkyl(C1-C8)alkoxy group;
(c37) a (C1-C8)alkoxy(C1-C8)alkyl group;
(c38) a halo(C1-C8)alkoxy(C1-C8)alkoxy group;
(c39) a (C1-C8)alkoxyhalo(C1-C8)alkoxy group;
(c40) a halo(C1-C8)alkoxyhalo(C1-C8)alkoxy group;
(c41) a mercapto group;
(c42) a (C1-C8)alkylthio group;
(c43) a (C2-C8)alkenylthio group;
(c44) a (C2-C8)alkynylthio group;
(c45) a (C3-C8)cycloalkylthio group;
(c46) a halo(C1-C8)alkylthio group;
(c47) a halo(C2-C8)alkenylthio group;
(c48) a halo(C2-C8)alkynylthio group;
(c49) a halo(C3-C8)cycloalkylthio group;
(c50) a (C3-C8)cycloalkyl(C1-C8)alkylthio group;
(c51) a halo(C3-C8)cycloalkyl(C1-C8)alkylthio group;
(c52) a (C1-C8)alkoxy(C1-C8)alkylthio group;
(c53) a halo(C1-C8)alkoxy(C1-C8)alkylthio group;
(c54) a (C1-C8)alkoxyhalo(C1-C8)alkylthio group;
(c55) a halo(C1-C8)alkoxyhalo(C1-C8)alkylthio group;
(c56) a (C1-C8)alkylsulfinyl group;
(c57) a (C2-C8)alkenylsulfinyl group;
(c58) a (C2-C8)alkynylsulfinyl group;
(c59) a (C3-C8)cycloalkylsulfinyl group;
(c60) a halo(C1-C8)alkylsulfinyl group;
(c61) a halo(C2-C8)alkenylsulfinyl group;
(c62) a halo(C2-C8)alkynylsulfinyl group;
(c63) a halo(C3-C8)cycloalkylsulfinyl group;
(c64) a (C3-C8)cycloalkyl(C1-C8)alkylsulfinyl group;
(c65) a halo(C3-C8)cycloalkyl(C1-C8)alkylsulfinyl group;
(c66) a (C1-C8)alkylsulfonyl group;
(c67) a (C2-C8)alkenylsulfonyl group;
(c68) a (C2-C8)alkynylsulfonyl group;
(c69) a (C3-C8)cycloalkylsulfonyl group;
(c70) a halo(C1-C8)alkylsulfonyl group;
(c71) a halo(C2-C8)alkenylsulfonyl group;
(c72) a halo(C2-C8)alkynylsulfonyl group;
(c73) a halo(C3-C8)cycloalkylsulfonyl group;
(c74) a (C3-C8)cycloalkyl(C1-C8)alkylsulfonyl group;
(c75) a halo(C3-C8)cycloalkyl(C1-C8)alkylsulfonyl group;
(c76) an aryl group;
(c77) an aryl group having, on the ring, the same or different 1 to 5 substituents selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C2-C6)alkenyloxy group, (i) a halo(C2-C6)alkenyloxy group, (j) a (C2-C6)alkynyloxy group, (k) a halo(C2-C6)alkynyloxy group, (l) a (C3-C6)cycloalkoxy group, (m) a halo(C3-C6)cycloalkoxy group, (n) a (C3-C6)cycloalkyl(C1-C6)alkoxy group, (o) a halo(C3-C6)cycloalkyl(C1-C6)alkoxy group, (p) a (C1-C6)alkylthio group, (q) a halo(C1-C6)alkylthio group, (r) a (C1-C6)alkylsulfinyl group, (s) a halo(C1-C6)alkylsulfinyl group, (t) a (C1-C6)alkylsulfonyl group, (u) a halo(C1-C6)alkylsulfonyl group, (v) an N(R4)R5 group wherein R4 and R5 are as defined above, (w) an N(R4)COR5 group wherein R4 and R5 are as defined above, (x) an N(R4)CO2R5 group wherein R4 and R5 are as defined above, (y) an N(R4)SO2R5 group wherein R4 and R5 are as defined above, (z) a COR4 group wherein R4 is as defined above, (aa) a CO2R4 group wherein R4 is as defined above, (bb) a CON(R4)R5 group wherein R4 and R5 are as defined above, and (cc) a C(R4)═NOR5 group wherein R4 and R5 are as defined above;
(c78) an aryl(C1-C8)alkyl group;
(c79) an aryl(C1-C6)alkyl group having, on the ring, the same or different 1 to 5 substituents selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C2-C6)alkenyloxy group, (i) a halo(C2-C6)alkenyloxy group, (j) a (C2-C6)alkynyloxy group, (k) a halo(C2-C6)alkynyloxy group, (l) a (C3-C6)cycloalkoxy group, (m) a halo(C3-C6)cycloalkoxy group, (n) a (C3-C6)cycloalkyl(C1-C6)alkoxy group, (o) a halo(C3-C6)cycloalkyl(C1-C6)alkoxy group, (p) a (C1-C6)alkylthio group, (q) a halo(C1-C6)alkylthio group, (r) a (C1-C6)alkylsulfinyl group, (s) a halo(C1-C6)alkylsulfinyl group, (t) a (C1-C6)alkylsulfonyl group, (u) a halo(C1-C6)alkylsulfonyl group, (v) an N(R4)R5 group wherein R4 and R5 are as defined above, (w) an N(R4)COR5 group wherein R4 and R5 are as defined above, (x) an N(R4)CO2R5 group wherein R4 and R5 are as defined above, (y) an N(R4)SO2R5 group wherein R4 and R5 are as defined above, (z) a COR4 group wherein R4 is as defined above, (aa) a CO2R4 group wherein R4 is as defined above, (bb) a CON(R4)R5 group wherein R4 and R5 are as defined above, and (cc) a C(R4)═NOR5 group wherein R4 and R5 are as defined above;
(c80) an aryloxy group;
(c81) an aryloxy group having, on the ring, the same or different 1 to 5 substituents selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1- C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C2-C6)alkenyloxy group, (i) a halo(C2-C6)alkenyloxy group, (j) a (C2-C6)alkynyloxy group, (k) a halo(C2-C6)alkynyloxy group, (l) a (C3-C6)cycloalkoxy group, (m) a halo(C3-C6)cycloalkoxy group, (n) a (C3-C6)cycloalkyl(C1-C6)alkoxy group, (o) a halo(C3-C6)cycloalkyl(C1-C6)alkoxy group, (p) a (C1-C6)alkylthio group, (q) a halo(C1-C6)alkylthio group, (r) a (C1-C6)alkylsulfinyl group, (s) a halo(C1-C6)alkylsulfinyl group, (t) a (C1-C6)alkylsulfonyl group, (u) a halo(C1-C6)alkylsulfonyl group, (v) an N(R4)R5 group wherein R4 and R5 are as defined above, (w) an N(R4)COR5 group wherein R4 and R5 are as defined above, (x) an N(R4)CO2R5 group wherein R4 and R5 are as defined above, (y) an N(R4)SO2R5 group wherein R4 and R5 are as defined above, (z) a COR4 group wherein R4 is as defined above, (aa) a CO2R4 group wherein R4 is as defined above, (bb) a CON(R4)R5 group wherein R4 and R5 are as defined above, and (cc) a C(R4)═NOR5 group wherein R4 and R5 are as defined above;
(c82) an aryloxy(C1-C8)alkyl group;
(c83) an aryloxy(C1-C6)alkyl group having, on the ring, the same or different 1 to 5 substituents selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C2-C6)alkenyloxy group, (i) a halo(C2-C6)alkenyloxy group, (j) a (C2-C6)alkynyloxy group, (k) a halo(C2-C6)alkynyloxy group, (l) a (C3-C6)cycloalkoxy group, (m) a halo(C3-C6)cycloalkoxy group, (n) a (C3-C6)cycloalkyl(C1-C6)alkoxy group, (o) a halo(C3-C6)cycloalkyl(C1-C6)alkoxy group, (p) a (C1-C6)alkylthio group, (q) a halo(C1-C6)alkylthio group, (r) a (C1-C6)alkylsulfinyl group, (s) a halo(C1-C6)alkylsulfinyl group, (t) a (C1-C6)alkylsulfonyl group, (u) a halo(C1-C6)alkylsulfonyl group, (v) an N(R4)R5 group wherein R4 and R5 are as defined above, (w) an N(R4)COR5 group wherein R4 and R5 are as defined above, (x) an N(R4)CO2R5 group wherein R4 and R5 are as defined above, (y) an N(R4)SO2R5 group wherein R4 and R5 are as defined above, (z) a COR4 group wherein R4 is as defined above, (aa) a CO2R4 group wherein R4 is as defined above, (bb) a CON(R4)R5 group wherein R4 and R5 are as defined above, and (cc) a C(R4)═NOR5 group wherein R4 and R5 are as defined above;
(c84) an arylthio group;
(c85) an arylthio group having, on the ring, the same or different 1 to 5 substituents selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C2-C6)alkenyloxy group, (i) a halo(C2-C6)alkenyloxy group, (j) a (C2-C6)alkynyloxy group, (k) a halo(C2-C6)alkynyloxy group, (l) a (C3-C6)cycloalkoxy group, (m) a halo(C3-C6)cycloalkoxy group, (n) a (C3-C6)cycloalkyl(C1-C6)alkoxy group, (o) a halo(C3-C6)cycloalkyl(C1-C6)alkoxy group, (p) a (C1-C6)alkylthio group, (q) a halo(C1-C6)alkylthio group, (r) a (C2-C6)alkylsulfinyl group, (s) a halo(C2-C6)alkylsulfinyl group, (t) a (C1-C6)alkylsulfonyl group, (u) a halo(C1-C6)alkylsulfonyl group, (v) an N(R4)R5 group wherein R4 and R5 are as defined above, (w) an N(R4)COR5 group wherein R4 and R5 are as defined above, (x) an N(R4)CO2R5 group wherein R4 and R5 are as defined above, (y) an N(R4)SO2R5 group wherein R4 and R5 are as defined above, (z) a COR4 group wherein R4 is as defined above, (aa) a CO2R4 group wherein R4 is as defined above, (bb) a CON(R4)R5 group wherein R4 and R5 are as defined above, and (cc) a C(R4)═NOR5 group wherein R4 and R5 are as defined above;
(c86) a halo(C1-C8)alkylenedioxy group;
(c87) a (C1-C8)alkoxy(C1-C8)alkoxy group;
(c88) a (C3-C8)alkylene group;
(c89) a (C1-C8)alkyl(C3-C8)alkylene group;
(c90) a tri(C1-C8)alkylsilyloxy group wherein the alkyl groups may be the same or different;
(c91) a tri(C1-C8)alkylsilyl(C1-C8)alkoxy group wherein the alkyl groups may be the same or different;
(c92) a di(C1-C8)alkylhalo(C1-C8)alkylsilyl group wherein the alkyl groups may be the same or different;
(c93) a di(C1-C8)alkyl(C1-C8)alkylthio(C1-C8)alkylsilyl group wherein the alkyl groups may be the same or different;
(c94) a di(C1-C8)alkylhydroxysilyl group wherein the alkyl groups may be the same or different;
(c95) a di(C1-C8)alkylhydrosilyl group wherein the alkyl groups may be the same or different;
(c96) a di(C1-C8)alkylphenylsilyl group wherein the alkyl groups may be the same or different;
(c97) a (C1-C8)alkylthio(C1-C8)alkoxy group;
(c98) a (C1-C8)alkylsulfinyl(C1-C8)alkoxy group;
(c99) a (C1-C8)alkylsulfonyl(C1-C8)alkoxy group;
(c100) a (C1-C8)alkoxycarbonyl(C1-C8)alkoxy group;
(c101) a (C1-C8)alkylcarbonyl(C1-C8)alkoxy group;
(c102) a cyano(C1-C8)alkoxy group;
(c103) an aryl(C1-C8)alkoxy group wherein the alkoxy moiety may be halogenated;
(c104) an aryl(C1-C8)alkoxy group wherein the alkoxy moiety may be halogenated, which has, on the ring, the same or different 1 to 5 substituents selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C2-C6)alkenyloxy group, (i) a halo(C2-C6)alkenyloxy group, (j) a (C2-C6)alkynyloxy group, (k) a halo(C2-C6)alkynyloxy group, (l) a (C3-C6)cycloalkoxy group, (m) a halo(C3-C6)cycloalkoxy group, (n) a (C3-C6)cycloalkyl(C1-C6)alkoxy group, (o) a halo(C3-C6)cycloalkyl(C1-C6)alkoxy group, (p) a (C1-C6)alkylthio group, (q) a halo(C1-C6)alkylthio group, (r) a (C2-C6)alkylsulfinyl group, (s) a halo(C2-C6)alkylsulfinyl group, (t) a (C1-C6)alkylsulfonyl group, (u) a halo(C1-C6)alkylsulfonyl group, (v) an N(R4)R5 group wherein R4 and R5 are as defined above, (w) an N(R4)COR5 group wherein R4 and R5 are as defined above, (x) an N(R4)CO2R5 group wherein R4 and R5 are as defined above, (y) an N(R4)SO2R5 group wherein R4 and R5 are as defined above, (z) a COR4 group wherein R4 is as defined above, (aa) a CO2R4 group wherein R4 is as defined above, (bb) a CON(R4)R5 group wherein R4 and R5 are as defined above, and (cc) a C(R4═NOR5 group wherein R4 and R5 are as defined above;
(c105) a hydroxy(C1-C8)alkyl group;
(c106) a (C1-C8)alkylthio(C1-C8)alkylcarbonyl group;
(c107) a (C1-C8)alkylthio(C1-C8)alkyl group;
(c108) a tri(C1-C8)alkylsilyl(C1-C8)alkylthio group wherein the alkyl groups of the tri(C1-C8)alkylsilyl may be the same or different;
(c109) a tri(C1-C8)alkylsilyl(C1-C8)alkylsulfinyl group wherein the alkyl groups of the tri(C1-C8)alkylsilyl may be the same or different;
(c110) a tri(C1-C8)alkylsilyl(C1-C8)alkylsulfonyl group wherein the alkyl groups of the tri(C1-C8)alkylsilyl may be the same or different;
(c111) a R4(R5) N(C1-C8)alkyl group wherein R4 and R5 are as defined above;
(c112) a heterocyclic group;
(c113) a heterocyclic group having, on the ring, the same or different 1 to 5 substituents selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a formyl group, (e) a (C1-C6)alkyl group, (f) a halo(C1-C6)alkyl group, (g) a (C1-C6)alkoxy group, (h) a halo(C1-C6)alkoxy group, (i) a (C3-C6)cycloalkyl(C1-C6)alkoxy group, (j) a (C1-C6)alkylthio group, (k) a halo(C1-C6)alkylthio group, (l) a (C1-C6)alkylsulfinyl group, (m) a halo(C1-C6)alkylsulfinyl group, (n) a (C1-C6)alkylsulfonyl group, (o) a halo(C1-C6)alkylsulfonyl group, (p) a (C1-C6)alkylcarbonyl group, (q) a carboxyl group, (r) a (C1-C6)alkoxycarbonyl group, (s) a R4(R5)N carbonyl group wherein R4 and R5 are as defined above, (t) a (C2-C6)alkynyl group, (u) a tri(C1-C6)alkylsilyl(C1-C6)alkyl group wherein the alkyl groups of the tri(C1-C6)alkylsilyl may be the same or different, (v) a tri(C1-C6)alkylsilyl(C2-C6)alkynyl group wherein the alkyl groups may be the same or different, and (w) an oxo group;
(c114) a heterocyclyloxy group;
(c115) a heterocyclyloxy group having, on the ring, the same or different 1 to 5 substituents selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a formyl group, (e) a (C1-C6)alkyl group, (f) a halo(C1-C6)alkyl group, (g) a (C1-C6)alkoxy group, (h) a halo(C1-C6)alkoxy group, (i) a (C3-C6)cycloalkyl(C1-C6)alkoxy group, (j) a (C1-C6)alkylthio group, (k) a halo(C1-C6)alkylthio group, (l) a (C1-C6)alkylsulfinyl group, (m) a halo(C1-C6)alkylsulfinyl group, (n) a (C1-C6)alkylsulfonyl group, (o) a halo(C1-C6)alkylsulfonyl group, (p) a (C1-C6)alkylcarbonyl group, (q) a carboxyl group, (r) a (C1-C6)alkoxycarbonyl group, (s) a R4(R5)N carbonyl group wherein R4 and R5 are as defined above, (t) a (C2-C6)alkynyl group, (u) a tri(C1-C6)alkylsilyl(C1-C6)alkyl group wherein the alkyl groups of the tri(C1-C6)alkylsilyl may be the same or different, (v) a tri(C1-C6)alkylsilyl(C2-C6)alkynyl group wherein the alkyl groups may be the same or different, and (w) an oxo group;
(c116) a heterocyclylthio group;
(c117) a heterocyclylthio group having, on the ring, the same or different 1 to 5 substituents selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a formyl group, (e) a (C1-C6)alkyl group, (f) a halo(C1-C6)alkyl group, (g) a (C1-C6)alkoxy group, (h) a halo(C1-C6)alkoxy group, (i) a (C3-C6)cycloalkyl(C1-C6)alkoxy group, (j) a (C1-C6)alkylthio group, (k) a halo(C1-C6)alkylthio group, (l) a (C1-C6)alkylsulfinyl group, (m) a halo(C1-C6)alkylsulfinyl group, (n) a (C1-C6)alkylsulfonyl group, (o) a halo(C1-C6)alkylsulfonyl group, (p) a (C1-C6)alkylcarbonyl group, (q) a carboxyl group, (r) a (C1-C6)alkoxycarbonyl group, (s) a R4(R5)N carbonyl group wherein R4 and R5 are as defined above, (t) a (C2-C6)alkynyl group, (u) a tri(C1-C6)alkylsilyl(C1-C6)alkyl group wherein the alkyl groups of the tri(C1-C6)alkylsilyl may be the same or different, (v) a tri(C1-C6)alkylsilyl(C2-C6)alkynyl group wherein the alkyl groups may be the same or different, and (w) an oxo group;
(c118) a heterocyclylsulfinyl group;
(c119) a heterocyclylsulfinyl group having, on the ring, the same or different 1 to 5 substituents selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a formyl group, (e) a (C1-C6)alkyl group, (f) a halo(C1-C6)alkyl group, (g) a (C1-C6)alkoxy group, (h) a halo(C1-C6)alkoxy group, (i) a (C3-C6)cycloalkyl(C1-C6)alkoxy group, (j) a (C1-C6)alkylthio group, (k) a halo(C1-C6)alkylthio group, (l) a (C1-C6)alkylsulfinyl group, (m) a halo(C1-C6)alkylsulfinyl group, (n) a (C1-C6)alkylsulfonyl group, (o) a halo(C1-C6)alkylsulfonyl group, (p) a (C1-C6)alkylcarbonyl group, (q) a carboxyl group, (r) a (C1-C6)alkoxycarbonyl group, (s) a R4(R5)N carbonyl group wherein R4 and R5 are as defined above, (t) a (C2-C6)alkynyl group, (u) a tri(C1-C6)alkylsilyl(C1-C6)alkyl group wherein the alkyl groups of the tri(C1-C6)alkylsilyl may be the same or different, (v) a tri(C1-C6)alkylsilyl(C2-C6)alkynyl group wherein the alkyl groups may be the same or different, and (w) an oxo group;
(c120) a heterocyclylsulfonyl group;
(c121) a heterocyclylsulfonyl group having, on the ring, the same or different 1 to 5 substituents selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a formyl group, (e) a (C1-C6)alkyl group, (f) a halo(C1-C6)alkyl group, (g) a (C1-C6)alkoxy group, (h) a halo(C1-C6)alkoxy group, (i) a (C3-C6)cycloalkyl(C1-C6)alkoxy group, (j) a (C1-C6)alkylthio group, (k) a halo(C1-C6)alkylthio group, (l) a (C1-C6)alkylsulfinyl group, (m) a halo(C1-C6)alkylsulfinyl group, (n) a (C1-C6)alkylsulfonyl group, (o) a halo(C1-C6)alkylsulfonyl group, (p) a (C1-C6)alkylcarbonyl group, (q) a carboxyl group, (r) a (C1-C6)alkoxycarbonyl group, (s) a R4(R5)N carbonyl group wherein R4 and R5 are as defined above, (t) a (C2-C6)alkynyl group, (u) a tri(C1-C6)alkylsilyl(C1-C6)alkyl group wherein the alkyl groups of the tri(C1-C6)alkylsilyl may be the same or different, (v) a tri(C1-C6)alkylsilyl(C2-C6)alkynyl group wherein the alkyl groups may be the same or different, and (w) an oxo group;
(c122) a heterocyclyl(C1-C8)alkyloxy group;
(c123) a heterocyclyl(C1-C8)alkyloxy group having, on the ring, the same or different 1 to 5 substituents selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a formyl group, (e) a (C1-C6)alkyl group, (f) a halo(C1-C6)alkyl group, (g) a (C1-C6)alkoxy group, (h) a halo(C1-C6)alkoxy group, (i) a (C3-C6)cycloalkyl(C1-C6)alkoxy group, (j) a (C1-C6)alkylthio group, (k) a halo(C1-C6)alkylthio group, (l) a (C1-C6)alkylsulfinyl group, (m) a halo(C1-C6)alkylsulfinyl group, (n) a (C1-C6)alkylsulfonyl group, (o) a halo(C1-C6)alkylsulfonyl group, (p) a (C1-C6)alkylcarbonyl group, (q) a carboxyl group, (r) a (C1-C6)alkoxycarbonyl group, (s) a R4(R5)N carbonyl group wherein R4 and R5 are as defined above, (t) a (C2-C6)alkynyl group, (u) a tri(C1-C6)alkylsilyl(C1-C6)alkyl group wherein the alkyl groups of the tri(C1-C6)alkylsilyl may be the same or different, (v) a tri(C1-C6)alkylsilyl(C2-C6)alkynyl group wherein the alkyl groups may be the same or different, and (w) an oxo group;
(c124) a (C1-C8)alkyl(C3-C8)cycloalkyl group;
(c125) a halo(C1-C8)alkyl(C3-C8)cycloalkyl group;
(c126) a (C1-C8)alkylsulfinyl(C1-C8)alkyl group;
(c127) a di(C1-C8)alkylbenzylsilyl group wherein the alkyl groups may be the same or different;
(c128) a heterocyclyl(C1-C8)alkyl group;
(c129) a heterocyclyl(C1-C8)alkyl group having, on the ring, the same or different 1 to 5 substituents selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a formyl group, (e) a (C1-C6)alkyl group, (f) a halo(C1-C6)alkyl group, (g) a (C1-C6)alkoxy group, (h) a halo(C1-C6)alkoxy group, (i) a (C3-C6)cycloalkyl(C1-C6)alkoxy group, (j) a (C1-C6)alkylthio group, (k) a halo(C1-C6)alkylthio group, (l) a (C1-C6)alkylsulfinyl group, (m) a halo(C1-C6)alkylsulfinyl group, (n) a (C1-C6)alkylsulfonyl group, (o) a halo(C1-C6)alkylsulfonyl group, (p) a (C1-C6)alkylcarbonyl group, (q) a carboxyl group, (r) a (C1-C6)alkoxycarbonyl group, (s) a R4(R5)N carbonyl group wherein R4 and R5 are as defined above, (t) a (C2-C6)alkynyl group, (u) a tri(C1-C6)alkylsilyl(C1-C6)alkyl group wherein the alkyl groups of the tri(C1-C6)alkylsilyl may be the same or different, (v) a tri(C1-C6)alkylsilyl(C2-C6)alkynyl group wherein the alkyl groups may be the same or different, and (w) an oxo group,
(c130) a heterocyclyloxy(C1-C8)alkyl group; or
(c131) a heterocyclyloxy(C1-C8)alkyl group having, on the ring, the same or different 1 to 5 substituents selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a formyl group, (e) a (C1-C6)alkyl group, (f) a halo(C1-C6)alkyl group, (g) a (C1-C6)alkoxy group, (h) a halo(C1-C6)alkoxy group, (i) a (C3-C6)cycloalkyl(C1-C6)alkoxy group, (j) a (C1-C6)alkylthio group, (k) a halo(C1-C6)alkylthio group, (l) a (C1-C6)alkylsulfinyl group, (m) a halo(C1-C6)alkylsulfinyl group, (n) a (C1-C6)alkylsulfonyl group, (o) a halo(C1-C6)alkylsulfonyl group, (p) a (C1-C6)alkylcarbonyl group, (q) a carboxyl group, (r) a (C1-C6)alkoxycarbonyl group, (s) a R4(R5)N carbonyl group wherein R4 and R5 are as defined above, (t) a (C2-C6)alkynyl group, (u) a tri(C1-C6)alkylsilyl(C1-C6)alkyl group wherein the alkyl groups of the tri(C1-C6)alkylsilyl may be the same or different, (v) a tri(C1-C6)alkylsilyl(C2-C6)alkynyl group wherein the alkyl groups may be the same or different, and (w) an oxo group, or
X can form, together with the adjacent R2 or R3, (C132) a bicyclo ring, wherein the bicyclo ring optionally has the same or different one or more substituents selected from (a) a halogen atom, (b) a (C1-C6)alkyl group, (c) a halo(C1-C6)alkyl group, (d) a (C1-C6)alkoxy group, (e) a halo(C1-C6)alkoxy group, (f) a (C1-C6)alkylthio group, (g) a halo(C1-C6)alkylthio group, (h) a (C1-C6)alkylsulfinyl group, (i) a halo(C1-C6)alkylsulfinyl group, (j) a (C1-C6)alkylsulfonyl group, and (k) a halo(C1-C6)alkylsulfonyl group; or,
X can form, together with the adjacent X on an aromatic ring, (C133) a bicyclo ring or (C134) a fused ring, wherein the bicyclo ring or fused ring optionally has the same or different one or more substituents selected from (a) a halogen atom, (b) a (C1-C6)alkyl group, (c) a halo(C1-C6)alkyl group, (d) a (C1-C6)alkoxy group, (e) a halo(C1-C6)alkoxy group, (f) a (C1-C6)alkylthio group, (g) a halo(C1-C6)alkylthio group, (h) a (C1-C6)alkylsulfinyl group, (i) a halo(C1-C6)alkylsulfinyl group, (j) a (C1-C6)alkylsulfonyl group, and (k) a halo(C1-C6)alkylsulfonyl group,
Y is CH or a nitrogen atom, m is an integer of 0 to 4, n is an integer of 0 or 1, or a salt thereof.

### Claim 2 (depends on 1)

The arylalkyloxypyrimidine derivative according to claim 1,
wherein R4, R5, Y, q, m, and n are as defined in the claim 1,
R1 is
(a124) a structural formula Q7, Q8, Q9, Q10, Q11, Q12, Q13, Q14, Q15, Q16, Q17, Q18, Q19, Q20, Q21, Q22, Q23, Q24, Q25, Q26, Q27, Q28 or Q29 wherein each structural formula and the symbols therein are as defined in claim 1,
R2 and R3 may be the same or different and each is
(b1) a hydrogen atom; or
(b6) a halo(C1-C8)alkyl group;
X may be the same or different and each is
(c1) a hydrogen atom;
(c2) a halogen atom;
(c4) a cyano group;
(c5) a nitro group;
(c10) a CO(R4) group wherein R4 is as defined above;
(c14) a (C1-C8)alkyl group;
(c18) a halo(C1-C8)alkyl group;
(c22) a tri(C1-C8)alkylsilyl group wherein the alkyl groups may be the same or different;
(c27) a (C1-C8)alkoxy group;
(c31) a halo(C1-C8)alkoxy group;
(c40) a halo(C1-C8)alkoxyhalo(C1-C8)alkoxy group;
(c42) a (C1-C8)alkylthio group;
(c46) a halo(C1-C8)alkylthio group;
(c76) an aryl group;
(c77) an aryl group having, on the ring, the same or different 1 to 5 substituents selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C2-C6)alkenyloxy group, (i) a halo(C2-C6)alkenyloxy group, (j) a (C2-C6)alkynyloxy group, (k) a halo(C2-C6)alkynyloxy group, (l) a (C3-C6)cycloalkoxy group, (m) a halo(C3-C6)cycloalkoxy group, (n) a (C3-C6)cycloalkyl(C1-C6)alkoxy group, (o) a halo(C3-C6)cycloalkyl(C1-C6)alkoxy group, (p) a (C1-C6)alkylthio group, (q) a halo(C1-C6)alkylthio group, (r) a (C1-C6)alkylsulfinyl group, (s) a halo(C1-C6)alkylsulfinyl group, (t) a (C1-C6)alkylsulfonyl group, (u) a halo(C1-C6)alkylsulfonyl group, (v) an N(R4)R5 group wherein R4 and R5 are as defined above, (w) an N(R4)COR5 group wherein R4 and R5 are as defined above, (x) an N(R4)CO2R5 group wherein R4 and R5 are as defined above, (y) an N(R4)SO2R5 group wherein R4 and R5 are as defined above, (z) a COR4 group wherein R4 is as defined above, (aa) a CO2R4 group wherein R4 is as defined above, (bb) a CON(R4)R5 group wherein R4 and R5 are as defined above, and (cc) a C(R4)═NOR5 group wherein R4 and R5 are as defined above;
(c80) an aryloxy group; or
(c81) an aryloxy group having, on the ring, the same or different 1 to 5 substituents selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C2-C6)alkenyloxy group, (i) a halo(C2-C6)alkenyloxy group, (j) a (C2-C6)alkynyloxy group, (k) a halo(C2-C6)alkynyloxy group, (l) a (C3-C6)cycloalkoxy group, (m) a halo(C3-C6)cycloalkoxy group, (n) a (C3-C6)cycloalkyl(C1-C6)alkoxy group, (o) a halo(C3-C6)cycloalkyl(C1-C6)alkoxy group, (p) a (C1-C6)alkylthio group, (q) a halo(C1-C6)alkylthio group, (r) a (C1-C6)alkylsulfinyl group, (s) a halo(C1-C6)alkylsulfinyl group, (t) a (C1-C6)alkylsulfonyl group, (u) a halo(C1-C6)alkylsulfonyl group, (v) an N(R4)R5 group wherein R4 and R5 are as defined above, (w) an N(R4)COR5 group wherein R4 and R5 are as defined above, (x) an N(R4)CO2R5 group wherein R4 and R5 are as defined above, (y) an N(R4)SO2R5 group wherein R4 and R5 are as defined above, (z) a COR4 group wherein R4 is as defined above, (aa) a CO2R4 group wherein R4 is as defined above, (bb) a CON(R4)R5 group wherein R4 and R5 are as defined above, and (cc) a C(R4)═NOR5 group wherein R4 and R5 are as defined above;
or a salt thereof.

### Claim 3

An arylalkyloxypyrimidine derivative represented by the formula (II):
wherein R1 is
(a124) the following structural formula Q1, Q2, Q3, Q4, Q5, Q6, Q7, Q8, Q9, Q10, Q11, Q12, Q13, Q14, Q15, Q16, Q17, Q18, Q19, Q20, Q21, Q22, Q23, Q24, Q25, Q26, Q27, Q28 or Q29
wherein R6, R7 and R8 may be the same or different and each is a hydrogen atom, a (C1-C6)alkyl group, a (C3-C6)cycloalkyl group, a (C2-C6)alkenyl group, a (C2-C6)alkynyl group, a (C3-C6)cycloalkyl(C1-C6)alkyl group, a halo(C1-C6)alkyl group, a halo(C3-C6)cycloalkyl group, a halo(C2-C6)alkenyl group, a halo(C2-C6)alkynyl group, a halo(C3-C6)cycloalkyl(C1-C6)alkyl group, a (C1-C6)alkylcarbonyloxy(C1-C6)alkyl group, a (C1-C6)alkoxy(C1-C6)alkyl group, a hydroxy(C1-C6)alkyl group, a (C2-C6)alkenyloxy(C1-C6)alkyl group, a phenoxy(C1-C6)alkyl group, a (C1-C6)alkylsulfonyl(C1-C6)alkyl group, a (C1-C6)alkylsulfonyloxy(C1-C6)alkyl group, a halogen atom, a phenyl group, a phenyl(C1-C6)alkyl group, or a (C1-C6)alkylcarbonyl group,
R9 is a cyano group, a halo(C1-C6)alkyl group, or a halo(C1-C6)alkylcarbonyl group,
p is an integer of 0 to 5, and Z1 and Z2 may be the same or different and each is a carbon atom, an oxygen atom, S, SO, SO2 or NR6 wherein R6 is as defined above, or when p is 2, the adjacent two R7 can be bonded to form a 3- to 8-membered aliphatic ring,
R2 and R3 may be the same or different and each is
(b1) a hydrogen atom;
(b2) a (C1-C8)alkyl group;
(b3) a (C3-C8)cycloalkyl group;
(b4) a (C2-C8)alkenyl group;
(b5) a (C2-C8)alkynyl group;
(b6) a halo(C1-C8)alkyl group;
(b7) a halo(C3-C8)cycloalkyl group;
(b8) a halo(C2-C8)alkenyl group;
(b9) a halo(C2-C8)alkynyl group;
(b10) a (C3-C8)cycloalkyl(C1-C8)alkyl group;
(b11) a (C1-C8)alkoxy(C1-C8)alkyl group;
(b12) a (C1-C8)alkylthio(C1-C8)alkyl group; or
(b13) a (C1-C8)alkoxycarbonyl group,
q is an integer of 1 to 3,
X may be the same or different and each is
(c1) a hydrogen atom;
(c2) a halogen atom;
(c3) a hydroxyl group;
(c4) a cyano group;
(c5) a nitro group;
(c6) an N(R4)(R5) group wherein R4 and R5 are the same or different and each is (i) a hydrogen atom, (ii) a (C1-C6)alkyl group, (iii) a (C3-C6)cycloalkyl group, (iv) a (C2-C6)alkenyl group, (v) a (C2-C6)alkynyl group, (vi) a (C -C6)cycloalkyl(C1-C6)alkyl group, (vii) a halo(C1-C6)alkyl group, (viii) a halo(C3-C6)cycloalkyl group, (ix) a halo(C2-C6)alkenyl group, (x) a halo(C2-C6)alkynyl group, (xi) a halo(C3-C6)cycloalkyl(C1-C6)alkyl group (xii) a (C1-C6)alkylsulfonyl group (xiii) a (C1-C6)alkylcarbonyl group (xiv) a halo(C1-C6)alkylcarbonyl group, (xv) a (C1-C6)alkoxycarbonyl group, (xvi) a (C3-C6)cycloalkylcarbonyl group, (xvii) a phenyl group, (xviii) a phenyl group having, on the ring, the same or different 1 to 5 substituents selected from (a) a halogen atom, (b) a (C1-C6)alkyl group, (c) a halo(C1-C6)alkyl group, (d) a (C1-C6)alkoxv group, (e) a halo(C1-C6)alkoxy group, and (f) a phenoxy group, (xix) a phenoxyphenyl group having, on the ring, the same or different 1 to 5 substituents selected from (a) a halogen atom, (b) a (C1-C6)alkyl group, (c) a halo(C1-C6)alkyl group, (d) a (C1-C6)alkoxy group, and (e) a halo(C1-C6)alkoxy group, (xx) a hydroxy(C1-C8)alkyl group, (xxi) a phenyl(C1-C6)alkyl group, (xxii) a phenyl(C1-C6)alkyl group having, on the ring, the same or different 1 to 5 substituents selected from (a) a halogen atom, (b) a (C1-C6)alkyl group, (c) a halo(C1-C6)alkyl group, (d) a (c1-C6)alkoxy group, (e) halo(C1-C6)alkoxy group, and (f) a phenoxy group, or (xxiii) a phenoxyphenyl(C1-C6)alkyl group having, on the ring, the same or different 1 to 5 substituents selected from (a) a halogen atom, (b) a (C1-C6)alkyl group, (c) a halo(C1-C6)alkyl group, (d) a (C1-C6)alkoxy group, and (e) a halo(C1-C6)alkoxy group;
(c7) an N(R4)CO(R5) group wherein R4 and R5 are as defined above;
(c8) an N(R4)SO2(R5) group wherein R4 and R5 are as defined above;
(c9) an N(R4)CO2(R5) group wherein R4 and R5 are as defined above;
(c10) a CO(R4) group wherein R4 is as defined above;
(c11) a CO2(R4) group wherein R4 is as defined above;
(c12) a CON(R4)(R5) group wherein R4 and R5 are as defined above;
(c13) a C(R4)═NOR5 group wherein R4 and R5 are as defined above;
(c14) a (C1-C8)alkyl group;
(c15) a (C2-C8)alkenyl group;
(c16) a (C2-C8)alkynyl group;
(c17) a (C3-C8)cycloalkyl group;
(c18) a halo(C1-C8)alkyl group;
(c19) a halo(C2-C8)alkenyl group;
(c20) a halo(C2-C8)alkynyl group;
(c21) a halo(C3-C8)cycloalkyl group;
(c22) a tri(C1-C8)alkylsilyl group wherein the alkyl groups may be the same or different;
(c23) a tri(C1-C8)alkylsilyl(C1-C8)alkyl group wherein the alkyl groups of the tri(C1-C8)alkylsilyl may be the same or different;
(c24) a (C3-C8)cycloalkyl(C1-C8)alkyl group;
(c25) a halo(C3-C8)cycloalkyl(C1-C8)alkyl group;
(c26) a (C3-C8)cycloalkyl(C3-C8)cycloalkyl group;
(c27) a (C1-C8)alkoxy group;
(c28) a (C2-C8)alkenyloxy group;
(c29) a (C2-C8)alkynyloxy group;
(c30) a (C3-C8)cycloalkyloxy group (said cycloalkyl is optionally fused with a benzene ring);
(c31) a halo(C1-C8)alkoxy group;
(c32) a halo(C2-C8)alkenyloxy group;
(c33) a halo(C2-C8)alkynyloxy group;
(c34) a halo(C3-C8)cycloalkyloxy group (said cycloalkyl is optionally fused with a benzene ring);
(c35) a (C3-C8)cycloalkyl(C1-C8)alkoxy group;
(c36) a halo(C3-C8)cycloalkyl(C1-C8)alkoxy group;
(c37) a (C1-C8)alkoxy(C1-C8)alkyl group;
(c38) a halo(C1-C8)alkoxy(C1-C8)alkoxy group;
(c39) a (C1-C8)alkoxyhalo(C1-C8)alkoxy group;
(c40) a halo(C1-C8)alkoxyhalo(C1-C8)alkoxy group;
(c41) a mercapto group;
(c42) a (C1-C8)alkylthio group;
(c43) a (C2-C8)alkenylthio group;
(c44) a (C2-C8)alkynylthio group;
(c45) a (C3-C8)cycloalkylthio group;
(c46) a halo(C1-C8)alkylthio group;
(c47) a halo(C2-C8)alkenylthio group;
(c48) a halo(C2-C8)alkynylthio group;
(c49) a halo(C3-C8)cycloalkylthio group;
(c50) a (C3-C8)cycloalkyl(C1-C8)alkylthio group;
(c51) a halo(C3-C8)cycloalkyl(C1-C8)alkylthio group;
(c52) a (C1-C8)alkoxy(C1-C8)alkylthio group;
(c53) a halo(C1-C8)alkoxy(C1-C8)alkylthio group;
(c54) a (C1-C8)alkoxyhalo(C1-C8)alkylthio group;
(c55) a halo(C1-C8)alkoxyhalo(C1-C8)alkylthio group;
(c56) a (C1-C8)alkylsulfinyl group;
(c57) a (C2-C8)alkenylsulfinyl group;
(c58) a (C2-C8)alkynylsulfinyl group;
(c59) a (C3-C8)cycloalkylsulfinyl group;
(c60) a halo(C1-C8)alkylsulfinyl group;
(c61) a halo(C2-C8)alkenylsulfinyl group;
(c62) a halo(C2-C8)alkynylsulfinyl group;
(c63) a halo(C3-C8)cycloalkylsulfinyl group;
(c64) a (C3-C8)cycloalkyl(C1-C8)alkylsulfinyl group;
(c65) a halo(C3-C8)cycloalkyl(C1-C8)alkylsulfinyl group;
(c66) a (C1-C8)alkylsulfonyl group;
(c67) a (C2-C8)alkenylsulfonyl group;
(c68) a (C2-C8)alkynylsulfonyl group;
(c69) a (C3-C8)cycloalkylsulfonyl group;
(c70) a halo(C1-C8)alkylsulfonyl group;
(c71) a halo(C2-C8)alkenylsulfonyl group;
(c72) a halo(C2-C8)alkynylsulfonyl group;
(c73) a halo(C3-C8)cycloalkylsulfonyl group;
(c74) a (C3-C8)cycloalkyl(C1-C8)alkylsulfonyl group;
(c75) a halo(C3-C8)cycloalkyl(C1-C8)alkylsulfonyl group;
(c76) an aryl group;
(c77) an aryl group having, on the ring, the same or different 1 to 5 substituents selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C2-C6)alkenyloxy group, (i) a halo(C2-C6)alkenyloxy group, (j) a (C2-C6)alkynyloxy group, (k) a halo(C2-C6)alkynyloxy group, (l) a (C3-C6)cycloalkoxy group, (m) a halo(C3-C6)cycloalkoxy group, (n) a (C3-C6)cycloalkyl(C1-C6)alkoxy group, (o) a halo(C3-C6)cycloalkyl(C1-C6)alkoxy group, (p) a (C1-C6)alkylthio group, (q) a halo(C1-C6)alkylthio group, (r) a (C1-C6)alkylsulfinyl group, (s) a halo(C1-C6)alkylsulfinyl group, (t) a (C1-C6)alkylsulfonyl group, (u) a halo(C1-C6)alkylsulfonyl group, (v) an N(R4)R5 group wherein R4 and R5 are as defined above, (w) an N(R4)COR5 group wherein R4 and R5 are as defined above, (x) an N(R4)CO2R5 group wherein R4 and R5 are as defined above, (y) an N(R4)SO2R5 group wherein R4 and R5 are as defined above, (z) a COR4 group wherein R4 is as defined above, (aa) a CO2R4 group wherein R4 is as defined above, (bb) a CON(R4)R5 group wherein R4 and R5 are as defined above, and (cc) a C(R4)═NOR5 group wherein R4 and R5 are as defined above;
(c78) an aryl(C1-C8)alkyl group;
(c79) an aryl(C1-C6)alkyl group having, on the ring, the same or different 1 to 5 substituents selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C3-C6)alkoxy group, (h) a (C2-C6)alkenyloxy group, (i) a halo(C2-C6)alkenyloxy group, (j) a (C2-C6)alkynyloxy group, (k) a halo(C2-C6)alkynyloxy group, (l) a (C3-C6)cycloalkoxy group, (m) a halo(C3-C6)cycloalkoxy group, (n) a (C3-C6)cycloalkyl(C1-C6)alkoxy group, (o) a halo(C3-C6)cycloalkyl(C1-C6)alkoxy group, (p) a (C1-C6)alkylthio group, (q) a halo(C1-C6)alkylthio group, (r) a (C1-C6)alkylsulfinyl group, (s) a halo(C1-C6)alkylsulfinyl group, (t) a (C1-C6)alkylsulfonyl group, (u) a halo(C1-C6)alkylsulfonyl group, (v) an N(R4)R5 group wherein R4 and R5 are as defined above, (w) an N(R4)COR5 group wherein R4 and R5 are as defined above, (x) an N(R4)CO2R5 group wherein R4 and R5 are as defined above, (y) an N(R4)SO2R5 group wherein R4 and R5 are as defined above, (z) a COR4 group wherein R4 is as defined above, (aa) a CO2R4 group wherein R4 is as defined above, (bb) a CON(R4)R5 group wherein R4 and R5 are as defined above, and (cc) a C(R4)═NOR5 group wherein R4 and R5 are as defined above;
(c80) an aryloxy group;
(c81) an aryloxy group having, on the ring, the same or different 1 to 5 substituents selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C2-C6)alkenyloxy group, (i) a halo(C2-C6)alkenyloxy group, (j) a (C2-C6)alkynyloxy group, (k) a halo(C2-C6)alkynyloxy group, (l) a (C3-C6)cycloalkoxy group, (m) a halo(C3-C6)cycloalkoxy group, (n) a (C3-C6)cycloalkyl(C1-C6)alkoxy group, (o) a halo(C3-C6)cycloalkyl(C1-C6)alkoxy group, (p) a (C1-C6)alkylthio group, (q) a halo(C1-C6)alkylthio group, (r) a (C1-C6)alkylsulfinyl group, (s) a halo(C1-C6)alkylsulfinyl group, (t) a (C1-C6)alkylsulfonyl group, (u) a halo(C1-C6)alkylsulfonyl group, (v) an N(R4)R5 group wherein R4 and R5 are as defined above, (w) an N(R4)COR5 group wherein R4 and R5 are as defined above, (x) an N(R4)CO2R5 group wherein R4 and R5 are as defined above, (y) an N(R4)SO2R5 group wherein R4 and R5 are as defined above, (z) a COR4 group wherein R4 is as defined above, (aa) a CO2R4 group wherein R4 is as defined above, (bb) a CON(R4)R5 group wherein R4 and R5 are as defined above, and (cc) a C(R4)═NOR5 group wherein R4 and R5 are as defined above;
(c82) an aryloxy(C1-C8)alkyl group;
(c83) an aryloxy(C1-C6)alkyl group having, on the ring, the same or different 1 to 5 substituents selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C2-C6)alkenyloxy group, (i) a halo(C2-C6)alkenyloxy group, (j) a (C2-C6)alkynyloxy group, (k) a halo(C2-C6)alkynyloxy group, (l) a (C3-C6)cycloalkoxy group, (m) a halo(C3-C6)cycloalkoxy group, (n) a (C3-C6)cycloalkyl(C1-C6)alkoxy group, (o) a halo(C3-C6)cycloalkyl(C1-C6)alkoxy group, (p) a (C1-C6)alkylthio group, (q) a halo(C1-C6)alkylthio group, (r) a (C1-C6)alkylsulfinyl group, (s) a halo(C1-C6)alkylsulfinyl group, (t) a (C1-C6)alkylsulfonyl group, (u) a halo(C1-C6)alkylsulfonyl group, (v) an N(R4)R5 group wherein R4 and R5 are as defined above, (w) an N(R4)COR5 group wherein R4 and R5 are as defined above, (x) an N(R4)CO2R5 group wherein R4 and R5 are as defined above, (y) an N(R4)SO2R5 group wherein R4 and R5 are as defined above, (z) a COR4 group wherein R4 is as defined above, (aa) a CO2R4 group wherein R4 is as defined above, (bb) a CON(R4)R5 group wherein R4 and R5 are as defined above, and (cc) a C(R4)═NOR5 group wherein R4 and R5 are as defined above;
(c84) an arylthio group;
(c85) an arylthio group having, on the ring, the same or different 1 to 5 substituents selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C2-C6)alkenyloxy group, (i) a halo(C2-C6)alkenyloxy group, (j) a (C2-C6)alkynyloxy group, (k) a halo(C2-C6)alkynyloxy group, (l) a (C3-C6)cycloalkoxy group, (m) a halo(C3-C6)cycloalkoxy group, (n) a (C3-C6)cycloalkyl(C1-C6)alkoxy group, (o) a halo(C3-C6)cycloalkyl(C1-C6)alkoxy group, (p) a (C1-C6)alkylthio group, (q) a halo(C1-C6)alkylthio group, (r) a (C2-C6)alkylsulfinyl group, (s) a halo(C2-C6)alkylsulfinyl group, (t) a (C1-C6)alkylsulfonyl group, (u) a halo(C1-C6)alkylsulfonyl group, (v) an N(R4)R5 group wherein R4 and R5 are as defined above, (w) an N(R4)COR5 group wherein R4 and R5 are as defined above, (x) an N(R4)CO2R5 group wherein R4 and R5 are as defined above, (y) an N(R4)SO2R5 group wherein R4 and R5 are as defined above, (z) a COR4 group wherein R4 is as defined above, (aa) a CO2R4 group wherein R4 is as defined above, (bb) a CON(R4)R5 group wherein R4 and R5 are as defined above, and (cc) a C(R4)═NOR5 group wherein R4 and R5 are as defined above;
(c86) a halo(C1-C8)alkylenedioxy group;
(c87) a (C1-C8)alkoxy(C1-C8)alkoxy group;
(c88) a (C3-C8)alkylene group;
(c89) a (C1-C8)alkyl(C3-C8)alkylene group;
(c90) a tri(C1-C8)alkylsilyloxy group wherein the alkyl groups may be the same or different;
(c91) a tri(C1-C8)alkylsilyl(C1-C8)alkoxy group wherein the alkyl groups may be the same or different;
(c92) a di(C1-C8)alkylhalo(C1-C8)alkylsilyl group wherein the alkyl groups may be the same or different;
(c93) a di(C1-C8)alkyl(C1-C8)alkylthio(C1-C8)alkylsilyl group wherein the alkyl groups may be the same or different;
(c94) a di(C1-C8)alkylhydroxysilyl group wherein the alkyl groups may be the same or different;
(c95) a di(C1-C8)alkylhydrosilyl group wherein the alkyl groups may be the same or different;
(c96) a di(C1-C8)alkylphenylsilyl group wherein the alkyl groups may be the same or different;
(c97) a (C1-C8)alkylthio(C1-C8)alkoxy group;
(c98) a (C1-C8)alkylsulfinyl(C1-C8)alkoxy group;
(c99) a (C1-C8)alkylsulfonyl(C1-C8)alkoxy group;
(c100) a (C1-C8)alkoxycarbonyl(C1-C8)alkoxy group;
(c101) a (C1-C8)alkylcarbonyl(C1-C8)alkoxy group;
(c102) a cyano(C1-C8)alkoxy group;
(c103) an aryl(C1-C8)alkoxy group wherein the alkoxy moiety may be halogenated;
(c104) an aryl(C1-C8)alkoxy group wherein the alkoxy moiety may be halogenated, which has, on the ring, the same or different 1 to 5 substituents selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a (C1-C6)alkyl group, (e) a halo(C1-C6)alkyl group, (f) a (C1-C6)alkoxy group, (g) a halo(C1-C6)alkoxy group, (h) a (C2-C6)alkenyloxy group, (i) a halo(C2-C6)alkenyloxy group, (j) a (C2-C6)alkynyloxy group, (k) a halo(C2-C6)alkynyloxy group, (l) a (C3-C6)cycloalkoxy group, (m) a halo(C3-C6)cycloalkoxy group, (n) a (C3-C6)cycloalkyl(C1-C6)alkoxy group, (o) a halo(C3-C6)cycloalkyl(C1-C6)alkoxy group, (p) a (C1-C6)alkylthio group, (q) a halo(C1-C6)alkylthio group, (r) a (C2-C6)alkylsulfinyl group, (s) a halo(C2-C6)alkylsulfinyl group, (t) a (C1-C6)alkylsulfonyl group, (u) a halo(C1-C6)alkylsulfonyl group, (v) an N(R4)R5 group wherein R4 and R5 are as defined above, (w) an N(R4)COR5 group wherein R4 and R5 are as defined above, (x) an N(R4)CO2R5 group wherein R4 and R5 are as defined above, (y) an N(R4)SO2R5 group wherein R4 and R5 are as defined above, (z) a COR4 group wherein R4 is as defined above, (aa) a CO2R4 group wherein R4 is as defined above, (bb) a CON(R4)R5 group wherein R4 and R5 are as defined above, and (cc) a C(R4)═NOR5 group wherein R4 and R5 are as defined above;
(c105) a hydroxy(C1-C8)alkyl group;
(c106) a (C1-C8)alkylthio(C1-C8)alkylcarbonyl group;
(c107) a (C1-C8)alkylthio(C1-C8)alkyl group;
(c108) a tri(C1-C8)alkylsilyl(C1-C8)alkylthio group wherein the alkyl groups of the tri(C1-C8)alkylsilyl may be the same or different;
(c109) a tri(C1-C8)alkylsilyl(C1-C8)alkylsulfinyl group wherein the alkyl groups of the tri(C1-C8)alkylsilyl may be the same or different;
(c110) a tri(C1-C8)alkylsilyl(C1-C8)alkylsulfonyl group wherein the alkyl groups of the tri(C1-C8)alkylsilyl may be the same or different;
(c111) a R4(R5) N(C1-C8)alkyl group wherein R4 and R5 are as defined above;
(c112) a heterocyclic group;
(c113) a heterocyclic group having, on the ring, the same or different 1 to 5 substituents selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a formyl group, (e) a (C1-C6)alkyl group, (f) a halo(C1-C6)alkyl group, (g) a (C1-C6)alkoxy group, (h) a halo(C1-C6)alkoxy group, (i) a (C3-C6)cycloalkyl(C1-C6)alkoxy group, (j) a (C1-C6)alkylthio group, (k) a halo(C1-C6)alkylthio group, (l) a (C1-C6)alkylsulfinyl group, (m) a halo(C1-C6)alkylsulfinyl group, (n) a (C1-C6)alkylsulfonyl group, (o) a halo(C1-C6)alkylsulfonyl group, (p) a (C1-C6)alkylcarbonyl group, (q) a carboxyl group, (r) a (C1-C6)alkoxycarbonyl group, (s) a R4(R5)N carbonyl group wherein R4 and R5 are as defined above, (t) a (C2-C6)alkynyl group, (u) a tri(C1-C6)alkylsilyl(C1-C6)alkyl group wherein the alkyl groups of the tri(C1-C6)alkylsilyl may be the same or different, (v) a tri(C1-C6)alkylsilyl(C2-C6)alkynyl group wherein the alkyl groups may be the same or different, and (w) an oxo group;
(c114) a heterocyclyloxy group;
(c115) a heterocyclyloxy group having, on the ring, the same or different 1 to 5 substituents selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a formyl group, (e) a (C1-C6)alkyl group, (f) a halo(C1-C6)alkyl group, (g) a (C1-C6)alkoxy group, (h) a halo(C1-C6)alkoxy group, (i) a (C3-C6)cycloalkyl(C1-C6)alkoxy group, (j) a (C1-C6)alkylthio group, (k) a halo(C1-C6)alkylthio group, (l) a (C1-C6)alkylsulfinyl group, (m) a halo(C1-C6)alkylsulfinyl group, (n) a (C1-C6)alkylsulfonyl group, (o) a halo(C1-C6)alkylsulfonyl group, (p) a (C1-C6)alkylcarbonyl group, (q) a carboxyl group, (r) a (C1-C6)alkoxycarbonyl group, (s) a R4(R5)N carbonyl group wherein R4 and R5 are as defined above, (t) a (C2-C6)alkynyl group, (u) a tri(C1-C6)alkylsilyl(C1-C6)alkyl group wherein the alkyl groups of the tri(C1-C6)alkylsilyl may be the same or different, (v) a tri(C1-C6)alkylsilyl(C2-C6)alkynyl group wherein the alkyl groups may be the same or different, and (w) an oxo group;
(c116) a heterocyclylthio group;
(c117) a heterocyclylthio group having, on the ring, the same or different 1 to 5 substituents selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a formyl group, (e) a (C1-C6)alkyl group, (f) a halo(C1-C6)alkyl group, (g) a (C1-C6)alkoxy group, (h) a halo(C1-C6)alkoxy group, (i) a (C3-C6)cycloalkyl(C1-C6)alkoxy group, (j) a (C1-C6)alkylthio group, (k) a halo(C1-C6)alkylthio group, (l) a (C1-C6)alkylsulfinyl group, (m) a halo(C1-C6)alkylsulfinyl group, (n) a (C1-C6)alkylsulfonyl group, (o) a halo(C1-C6)alkylsulfonyl group, (p) a (C1-C6)alkylcarbonyl group, (q) a carboxyl group, (r) a (C1-C6)alkoxycarbonyl group, (s) a R4(R5)N carbonyl group wherein R4 and R5 are as defined above, (t) a (C2-C6)alkynyl group, (u) a tri(C1-C6)alkylsilyl(C1-C6)alkyl group wherein the alkyl groups of the tri(C1-C6)alkylsilyl may be the same or different, (v) a tri(C1-C6)alkylsilyl(C2-C6)alkynyl group wherein the alkyl groups may be the same or different, and (w) an oxo group;
(c118) a heterocyclylsulfinyl group;
(c119) a heterocyclylsulfinyl group having, on the ring, the same or different 1 to 5 substituents selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a formyl group, (e) a (C1-C6)alkyl group, (f) a halo(C1-C6)alkyl group, (g) a (C1-C6)alkoxy group, (h) a halo(C1-C6)alkoxy group, (i) a (C3-C6)cycloalkyl(C1-C6)alkoxy group, (j) a (C1-C6)alkylthio group, (k) a halo(C1-C6)alkylthio group, (l) a (C1-C6)alkylsulfinyl group, (m) a halo(C1-C6)alkylsulfinyl group, (n) a (C1-C6)alkylsulfonyl group, (o) a halo(C1-C6)alkylsulfonyl group, (p) a (C1-C6)alkylcarbonyl group, (q) a carboxyl group, (r) a (C1-C6)alkoxycarbonyl group, (s) a R4(R5)N carbonyl group wherein R4 and R5 are as defined above, (t) a (C2-C6)alkynyl group, (u) a tri(C1-C6)alkylsilyl(C1-C6)alkyl group wherein the alkyl groups of the tri(C1-C6)alkylsilyl may be the same or different, (v) a tri(C1-C6)alkylsilyl(C2-C6)alkynyl group wherein the alkyl groups may be the same or different, and (w) an oxo group;
(c120) a heterocyclylsulfonyl group;
(c121) a heterocyclylsulfonyl group having, on the ring, the same or different 1 to 5 substituents selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a formyl group, (e) a (C1-C6)alkyl group, (f) a halo(C1-C6)alkyl group, (g) a (C1-C6)alkoxy group, (h) a halo(C1-C6)alkoxy group, (i) a (C3-C6)cycloalkyl(C1-C6)alkoxy group, (j) a (C1-C6)alkylthio group, (k) a halo(C1-C6)alkylthio group, (l) a (C1-C6)alkylsulfinyl group, (m) a halo(C1-C6)alkylsulfinyl group, (n) a (C1-C6)alkylsulfonyl group, (o) a halo(C1-C6)alkylsulfonyl group, (p) a (C1-C6)alkylcarbonyl group, (q) a carboxyl group, (r) a (C1-C6)alkoxycarbonyl group, (s) a R4(R5)N carbonyl group wherein R4 and R5 are as defined above, (t) a (C2-C6)alkynyl group, (u) a tri(C1-C6)alkylsilyl(C1-C6)alkyl group wherein the alkyl groups of the tri(C1-C6)alkylsilyl may be the same or different, (v) a tri(C1-C6)alkylsilyl(C2-C6)alkynyl group wherein the alkyl groups may be the same or different, and (w) an oxo group;
(c122) a heterocyclyl(C1-C8)alkyloxy group;
(c123) a heterocyclyl(C1-C8)alkyloxy group having, on the ring, the same or different 1 to 5 substituents selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a formyl group, (e) a (C1-C6)alkyl group, (f) a halo(C1-C6)alkyl group, (g) a (C1-C6)alkoxy group, (h) a halo(C1-C6)alkoxy group, (i) a (C3-C6)cycloalkyl(C1-C6)alkoxy group, (j) a (C1-C6)alkylthio group, (k) a halo(C1-C6)alkylthio group, (l) a (C1-C6)alkylsulfinyl group, (m) a halo(C1-C6)alkylsulfinyl group, (n) a (C1-C6)alkylsulfonyl group, (o) a halo(C1-C6)alkylsulfonyl group, (p) a (C1-C6)alkylcarbonyl group, (q) a carboxyl group, (r) a (C1-C6)alkoxycarbonyl group, (s) a R4(R5)N carbonyl group wherein R4 and R5 are as defined above, (t) a (C2-C6)alkynyl group, (u) a tri(C1-C6)alkylsilyl(C1-C6)alkyl group wherein the alkyl groups of the tri(C1-C6)alkylsilyl may be the same or different, (v) a tri(C1-C6)alkylsilyl(C2-C6)alkynyl group wherein the alkyl groups may be the same or different, and (w) an oxo group;
(c124) a (C1-C8)alkyl(C3-C8)cycloalkyl group;
(c125) a halo(C1-C8)alkyl(C3-C8)cycloalkyl group;
(c126) a (C1-C8)alkylsulfinyl(C1-C8)alkyl group;
(c127) a di(C1-C8)alkylbenzylsilyl group wherein the alkyl groups may be the same or different;
(c128) a heterocyclyl(C1-C8)alkyl group;
(c129) a heterocyclyl(C1-C8)alkyl group having, on the ring, the same or different 1 to 5 substituents selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a formyl group, (e) a (C1-C6)alkyl group, (f) a halo(C1-C6)alkyl group, (g) a (C1-C6)alkoxy group, (h) a halo(C1-C6)alkoxy group, (i) a (C3-C6)cycloalkyl(C1-C6)alkoxy group, (j) a (C1-C6)alkylthio group, (k) a halo(C1-C6)alkylthio group, (l) a (C1-C6)alkylsulfinyl group, (m) a halo(C1-C6)alkylsulfinyl group, (n) a (C1-C6)alkylsulfonyl group, (o) a halo(C1-C6)alkylsulfonyl group, (p) a (C1-C6)alkylcarbonyl group, (q) a carboxyl group, (r) a (C1-C6)alkoxycarbonyl group, (s) a R4(R5)N carbonyl group wherein R4 and R5 are as defined above, (t) a (C2-C6)alkynyl group, (u) a tri(C1-C6)alkylsilyl(C1-C6)alkyl group wherein the alkyl groups of the tri(C1-C6)alkylsilyl may be the same or different, (v) a tri(C1-C6)alkylsilyl(C2-C6)alkynyl group wherein the alkyl groups may be the same or different, and (w) an oxo group,
(c130) a heterocyclyloxy(C1-C8)alkyl group; or
(c131) a heterocyclyloxy(C1-C8)alkyl group having, on the ring, the same or different 1 to 5 substituents selected from (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) a formyl group, (e) a (C1-C6)alkyl group, (f) a halo(C1-C6)alkyl group, (g) a (C1-C6)alkoxy group, (h) a halo(C1-C6)alkoxy group, (i) a (C3-C6)cycloalkyl(C1-C6)alkoxy group, (j) a (C1-C6)alkylthio group, (k) a halo(C1-C6)alkylthio group, (l) a (C1-C6)alkylsulfinyl group, (m) a halo(C1-C6)alkylsulfinyl group, (n) a (C1-C6)alkylsulfonyl group, (o) a halo(C1-C6)alkylsulfonyl group, (p) a (C1-C6)alkylcarbonyl group, (q) a carboxyl group, (r) a (C1-C6)alkoxycarbonyl group, (s) a R4(R5)N carbonyl group wherein R4 and R5 are as defined above, (t) a (C2-C6)alkynyl group, (u) a tri(C1-C6)alkylsilyl(C1-C6)alkyl group wherein the alkyl groups of the tri(C1-C6)alkylsilyl may be the same or different, (v) a tri(C1-C6)alkylsilyl(C2-C6)alkynyl group wherein the alkyl groups may be the same or different, and (w) an oxo group, or
X can form, together with the adjacent R2 or R3, (C132) a bicyclo ring, wherein the bicyclo ring optionally has the same or different one or more substituents selected from (a) a halogen atom, (b) a (C1-C6)alkyl group, (c) a halo(C1-C6)alkyl group, (d) a (C1-C6)alkoxy group, (e) a halo(C1-C6)alkoxy group, (f) a (C1-C6)alkylthio group, (g) a halo(C1-C6)alkylthio group, (h) a (C1-C6)alkylsulfinyl group, (i) a halo(C1-C6)alkylsulfinyl group, (j) a (C1-C6)alkylsulfonyl group, and (k) a halo(C1-C6)alkylsulfonyl group; or,
X can form, together with the adjacent X on an aromatic ring, (C133) a bicyclo ring or (C134) a fused ring, wherein the bicyclo ring or fused ring optionally has the same or different one or more substituents selected from (a) a halogen atom, (b) a (C1-C6)alkyl group, (c) a halo(C1-C6)alkyl group, (d) a (C1-C6)alkoxy group, (e) a halo(C1-C6)alkoxy group, (f) a (C1-C6)alkylthio group, (g) a halo(C1-C6)alkylthio group, (h) a (C1-C6)alkylsulfinyl group, (i) a halo(C1-C6)alkylsulfinyl group, (j) a (C1-C6)alkylsulfonyl group, and (k) a halo(C1-C6)alkylsulfonyl group,
Y is CH or a nitrogen atom, m is an integer of 0 to 4, and Hal is a halogen atom,
or a salt thereof.

### Claim 4 (depends on 1)

An agrohorticultural insecticide comprising the arylalykloxypyrimidine derivative according to claim 1 or a salt thereof as an active ingredient.

### Claim 5 (depends on 2)

An agrohorticultural insecticide comprising the arylalykloxypyrimidine derivative according to claim 2 or a salt thereof as an active ingredient.

### Claim 6 (depends on 1)

A method of using an agrohorticultural insecticide, which comprises treating a plant or soil with the arylalkyloxypyrimidine derivative according to claim 1 or a salt thereof.

### Claim 7 (depends on 1)

A method of controlling an agrohorticultural pest, which comprises treating a plant or soil with the arylalkyloxypyrimidine derivative according to claim 1 or a salt thereof.

### Claim 8 (depends on 2)

A method of using an agrohorticultural insecticide, which comprises treating a plant or soil with the arylalkyloxypyrimidine derivative according to claim 2 or a salt thereof.

### Claim 9 (depends on 2)

A method of controlling an agrohorticultural pest, which comprises treating a plant or soil with the arylalkyloxypyrimidine derivative according to claim 2 or a salt thereof.