Patent ID: 6462049
Filing Date: 2002-10-08
Classification: A01N,C07D

Abstract:
A compound of a formula: wherein:Q represents a thiazolyl group optionally substituted by R; A represents a phenyl group optionally substituted by W, a naphthyl group optionally substituted by W, or a heterocyclic group optionally substituted by Y, wherein said heterocyclic group is selected from the group consisting of a thienyl, furyl, pyrrolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, pyrazolyl, imidazolyl, 1,3,4-oxadiazolyl, 1,2,4-oxadiazolyl, 1,3,4-thiadiazolyl, 1,2,4-thiadiazolyl, 1,2,3-thiadiazolyl, 1,2,4-triazolyl, 1,2,3-triazolyl, 1,2,3,4-tetrazolyl, pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, 1,3,5-triazinyl, 1,2,4-triazinyl, pyrazolinyl, imidazolinyl, oxazolinyl, isoxazolinyl, thiazolinyl, 3(2H)-pyridazinone, benzothiazolyl, benzimidazolyl, indazolyl, benzoxazolyl, quinolyl, isoquinolyl, quinoxalinyl, phthalazinyl, cinnolinyl, and quinazolinyl groups; provided that when Q is a 2-thiazolyl group optionally substituted by R, then A is a naphthyl group optionally substituted by W, or a heterocyclic group optionally substituted by Y (said heterocyclic group being a thienyl, furyl, pyrrolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, pyrazolyl, imidazolyl, 1,3,4-oxadiazolyl, 1,2,4-oxadiazolyl, 1,3,4-thiadiazolyl, 1,2,4-thiadiazolyl, 1,2,4-triazolyl, 1,2,3-thiadiazolyl, 1,2,3-triazolyl, 1,2,3,4-tetrazolyl, pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, 1,3,5-triazinyl, 1,2,4-triazinyl, pyrazolinyl, imidazolinyl, oxazolinyl, isoxazolinyl, thiazolinyl, 3(2H)-pyridazinone, benzothiazolyl, benzimidazolyl, indazolyl, benzoxazolyl, quinolyl, isoquinolyl, quinoxalinyl, phthalazinyl, cinnolinyl, or quinazolinyl group); B represents H, a C1-C4 alkyl group, a C1-C4 haloalkyl group, a C2-C4 alkoxyalkyl group, CH3SCH2, CH3OC2H4OCH2, a C1-C4 alkyl group substituted by a phenyl group optionally substituted by a halogen or a C1-C4 alkyl group, a C1-C4 alkyl group substituted by a benzoyl group optionally substituted by a halogen or a C1-C4 alkyl group, a tetrahydropyranyl group, (CH3)3Si, a C1-C4 alkylsulfonyl group, a phenylsulfonyl group optionally substituted by a halogen or a C1-C4 alkyl group, â€”SO2CF3, a C1-C4 monoalkylaminosulfonyl group, a C2-C8 dialkylaminosulfonyl group, a phenylaminosulfonyl group, a C2-C5 monoalkylaminothiocarbonyl group, a C3-C9 dialkylaminothiocarbonyl group, a C2-C5 cyanoalkyl group, a C3-C9 alkoxycarbonylalkyl group, â€”C(&boxH;O)T1, â€”P(&boxH;O)T2T3, â€”P(&boxH;S)T2T3, an alkali metal atom, an alkaline earth metal atom, or NHT4T5T6; provided that, when Q is a 2-thiazolyl group, then B is a C1-C4 alkyl group, C1-C4 haloalkyl group, a C2-C4 alkoxyalkyl group, CH3SCH2, CH3OC2H4OCH2, a C1-C4 alkyl group substituted by a phenyl group optionally substituted by a halogen or a C1-C4 alkyl group, a C1-C4 alkyl group substituted by a benzoyl group optionally substituted by a halogen or a C1-C4 alkyl group, a tetrahydropyranyl group, (CH3)3Si, a C1-C4 alkylsulfonyl group, a phenylsulfonyl group optionally substituted by a halogen or a C1-C4 alkyl group, â€”SO2CF3, a C1-C4 monoalkylaminosulfonyl group, a C2-C8 dialkylaminosulfonyl group, a phenylaminosulfonyl group, a C2-C5 monoalkylaminothiocarbonyl group, a C3-C9 dialkylaminothiocarbonyl group, a C2-C5 cyanoalkyl group, a C3-C9 alkoxycarbonylalkyl group, â€”C(&boxH;O)T1, â€”P(&boxH;O)T2T3, or â€”P(&boxH;S)T2T3; E represents CN; R is a substituent selected from the group consisting of a halogen atom, a C1-C10 alkyl group, a C1-C4 alkyl group substituted by a phenyl group optionally substituted by a halogen or a C1-C4 alkyl group, a C2-C6 alkenyl group, a C2-C6 alkynyl group, a C1-C6 haloalkyl group, a C2-C6 haloalkenyl group, a C2-C6 haloalkynyl group, a C3-C6 halocycloalkyl group, a C3-C6 cycloalkyl group optionally substituted by a C1-C3 alkyl group, a C1-C6 alkoxy group, a C2-C6 alkenyloxy group, a C2-C6 alkynyloxy group, a C1-C4 haloalkoxy group, a C2-C6 haloalkenyloxy group, a C2-C6 haloalkynyloxy group, a C1-C4 alkylsulfenyl group, a C1-C4 alkylsulfinyl group, a C1-C4 alkylsulfonyl group, a C2-C6 alkenylsulfenyl group, a C2-C6 alkenylsulfinyl group, a C2-C6 alkenylsulfonyl group, a C2-C6 alkynylsulfenyl group, a C2-C6 alkynylsulfinyl group, a C2-C6 alkynylsulfonyl group, a C1-C4 haloalkylsulfenyl group, a C1-C4 haloalkylsulfinyl group, a C1-C4 haloalkylsulfonyl group, a C2-C6 haloalkenylsulfenyl group, a C2-C6 haloalkenylsulfinyl group, a C2-C6 haloalkenylsulfonyl group, a C2-C6 haloalkynylsulfenyl group, a C2-C6 haloalkynylsulfinyl group, a C2-C6 haloallynylsulfonyl group, NO2, CN, â€”NU1U2, a phenoxy group, OH, a naphthyl group, a C2-C7 alkoxycarbonyl group, a C2-C4 alkoxyalkyl group, a C2-C4 alkylcarbonyl group, a C2-C5 alkylcarbonyloxy group, a C2-C5 haloalkylcarbonyloxy group, a benzoyl group optionally substituted by X, a phenyl group optionally substituted by X, a pyridyl group optionally substituted by X, a thienyl group optionally substituted by X, and â€”N&boxH;CT7T8, provided that when the substituent is two or more, then said substituents may be the same or different, and the number of the substituient, R, is 1, 2, 3 or 4, or R is an alkylene group as bonded to the adjacent substituting positions to form a 5-, 6-, 7- or 8-membered ring; Y is a substituent selected from the group consisting of a halogen atom, a C1-C10 alkyl group, a C1-C6 haloalkyl group, a C1-C6 alkoxy group, a C2-C6 alkenyloxy group, a C2-C6 alkynyloxy group, a C1-C4 haloalkoxy group, a C2-C6 haloalkenyloxy group, a C2-C6 haloalkynyloxy group, a C1-C4 alkylsulfenyl group, a C1-C4 alkylsulfinyl group, a C1-C4 alkylsulfonyl group, a C2-C6 alkenylsulfenyl group, a C2-C6 alkenylsulfinyl group, a C2-C6 alkenylsulfonyl group, a C2-C6 alkynylsulfenyl group, a C2-C6 alkynylsulfinyl group, a C2-C6 alkynylsulfonyl group, a C1-C4 haloalkylsulfenyl group, a C1-C4 haloalkylsulfinyl group, a C1-C4 haloalkylsulfonyl group, a C2-C6 haloalkenylsulfenyl group, a C2-C6 haloalkenylsulfinyl group, a C2-C6 haloalkenylsulfonyl group, a C2-C6 haloalkynylsulfenyl group, a C2-C6 haloalkynylsulfinyl group, a C2-C6 haloalkynylsulfonyl group, NO2, CN, â€”NU1U2, OH, a C2-C7 alkoxycarbonyl group, a C2-C4 alkoxyalkyl group, a C2-C5 alkylcarbonyloxy group, a C2-C5 haloalkylcarbonyloxy group, a C3-C7 dialkylaminocarbonyloxy group, a phenyl group optionally substituted by X, and â€”N&boxH;CT7T8, provided that when the substituent is two or more, then said substituents may be the same or different, and the number of the substituent, Y, is 1, 2, 3 or 4, or Y is an alkylene group as bonded to the adjacent substituting positions to form a 5-, 6-, 7- or 8-membered ring; W is a substituent selected from the group consisting of a halogen atom, a C1-C6 alkyl group, a C1-C4 haloalkyl group, a C1-C4 alkoxy group, a C1-C4 haloalkoxy group, a C1-C4 alkylsulfenyl group, a C1-C4 alkylsulfinyl group, a C1-C4 alkylsulfonyl group, a C1-C4 haloalkylsulfenyl group, a C1-C4 haloalkylsulfinyl group, a C1-C4 haloalkylsulfonyl group, a C2-C4 alkenyl group, a C2-C4 haloalkenyl group, a C2-C4 alkenyloxy group, a C2-C4 haloalkenyloxy group, a C2-C4 alkenylsulfenyl group, a C2-C4 alkenylsulfinyl group, a C2-C4 alkenylsulfonyl group, a C2-C4 haloalkenylsulfenyl group, a C2-C4 haloalkenylsulfinyl group, a C2-C4 haloalkenylsulfonyl group, a C2-C4 alkynyl group, a C2-C4 haloalkynyl group, a C2-C4 alkynyloxy group, a C2-C4 haloalkynyloxy group, a C2-C4 alkynylsulfenyl group, a C2-C4 alkynylsulfinyl group, a C2-C4 alkynylsulfonyl group, a C2-C4 haloalkynylsulfenyl group, a C2-C4 haloalkynylsulfinyl group, a C2-C4 haloalkynylsulfonyl group, NO2, CN, a formyl group, a C2-C6 alkoxycarbonyl group, a C2-C6 alkylcarbonyl group, a C2-C6 haloalkylcarbonyl group, a C2-C6 alkylcarbonyloxy group, and â€”NU1U2, provided that when the substituent is two or more, then said substituents may be the same or different, and the number of the substituent, W, is 1, 2, 3 or 4; T1 represents a C1-C20 alkyl group, a C2-C6 alkenyl group, a C1-C6 haloalkyl group, a C1-C4 alkoxy-C1-C4 alkyl group, a C3-C6 halocycloalkyl group, a C1-C4 alkyl group substituted by a phenyl group optionally substituted by a halogen or a C1-C4 alkyl group, a C3-C6 cycloalkyl group optionally substituted by a C1-C3 alkyl group, a cycloalkyl group substituted by a phenyl group optionally substituted by a halogen or a C1-C4 alkyl group, a cyclopropyl group substituted by both a phenyl group optionally substituted by a halogen or a C1-C4 alkyl group and a C1-C4 alkyl group, a C3-C4 cycloalkyl group substituted by both a phenyl group optionally substituted by a halogen or a C1-C4 alkoxy group and a halogen, a cyclopropyl group substituted by both a C2-C4 alkenyl group optionally substituted by a halogen and a C1-C4 alkyl group, a C2-C4 alkenyl group substituted by a phenyl group optionally substituted by a halogen or a C1-C4 alkyl group, a C1-C12 alkoxy group, a C1-C4 haloalkoxy group, a C2-C5 alkenyloxy group, a C3-C6 cycloalkoxy group optionally substituted by a C1-C3 alkyl group, a benzyloxy group, a C2-C5 alkoxycarbonyl group, â€”NU1U2, a phenylamino group, a phenyl group optionally substituted by Z, a phenoxy group optionally substituted by Z, a phenylthio group optionally substituted by Z, a naphthyl group optionally substituted by Z, or a 5-membered or 6-membered heterocyclic group optionally substituted by Z wherein said heterocyclic group is selected from the group consisting of a thienyl, furyl, pyrrolyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, pyrazolyl, imidazolyl, 1,3,4-oxadiazolyl, 1,2,4-oxadiazolyl, 1,3,4-thiadiazolyl, 1,2,4-thiadiazolyl, 1,2,3-thiadiazolyl, 1,2,4-triazolyl, 1,2,3-triazolyl, 1,2,3,4-tetrazolyl, pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl, 1,3,5-triazinyl, 1,2,4-triazinyl, pyrazolinyl, imidazolinyl, oxazolinyl, isoxazolinyl, thiazolinyl, and 3(2H)-pyridazinone groups; T2 and T3 each independently represent OH, a phenyl, a C1-C6 alkyl group, a C1-C6 alkoxy group, or a C1-C4 alkylsulfenyl group; T4, T5 and T6 each independently represent H, a C1-C6 alkyl group, a C1-C6 alkenyl group, a C3-C6 cycloalkyl group optionally substituted by a C1-C3 alkyl group, or a benzyl group; or any two of T4, T5 and T6 may form , together with the nitrogen atom to which they are bonded, a 5-, 6-, 7- or 8-membered cyclic group optionally containing oxygen, nitrogen and/or sulfur atoms; X and Z are independently substituents selected from the group consisting of a halogen atom, a C1-C4 alkyl group, a C1-C4 haloalkyl group, a C1-C4 alkoxy group, a C1-C4 haloalkoxy group, a C1-C4 alkylsulfenyl group, a C1-C4 alkylsulfinyl group, a C1-C4 alkylsulfonyl group, a C2-C5 alkenylsulfenyl group, a C2-C5 alkenylsulfinyl group, a C2-C5 alkenylsulfonyl group, a C1-C4 haloalkylsulfenyl group, a C1-C4 haloalkylsulfinyl group, a C1-C4 haloalkylsulfonyl group, NO2, CN, CHO, OH, â€”NU1U2, a phenyl group, a phenoxy group, and a C2-C5 alkoxycarbonyl group, provided that when the substituent is two or more, then said substituents may be the same or different, and the number of the substituent, X and Z,is 1,2,3, 4or 5 each; T7 and T8 each independently represent H, or a phenyl, benzyl, or a C1-C6 alkyl group, or T7 and T8 may, together with the carbon atom to which they are bonded, form a 5-, 6-, 7-, or 8-membered ring; U1 and U2 each independently represent H, a C1-C6 alkyl, a C2-C6 alkylcarbonyl, phenyl or benzyl group, or U1 and U2 may, together with the nitrogen atom to which they are bonded, form a 5-, 6-, 7-, or 8-membered ring.