Patent ID: 6573218
Filing Date: 2003-06-03
Classification: A01N,C07D

Abstract:
A compound of the formula or its salt represented by the formula (Ia) in whichX and Y are independent of each other and are represented by halogen, cyano, nitro, (C1-4)alkyl, (C1-4)alkoxy, (C1-4)haloalkyl or (C1-4)haloalkoxy; A is oxygen or sulfur M is nitrogen or NR2, E and L are independent of each other and may be selected from CR7, CR8, CR7R8, C(&boxH;O), C(&boxH;S), C(&boxH;NR7) or CNR7R8; R2 is selected from the group consisting of hydrogen, (C1-6)alkyl, (C2-6)alkenyl, (C2-6)alkynyl, (C1-6)alkylcarbonyl, (C1-6)cycloalkylcarbonyl, (C1-6)haloalkylcarbonyl, (C1-6)alkoxycarbonyl, arylcarbonyl and heteroarylcarbonyl; where any of these groups may be optionally substituted with one or more of the following groups consisting of halogen, hydroxy, cyano, nitro, amino, caboxyl, (C1-6)alkyl, (C1-6)haloalkyl, (C1-6)alkylcarbonyl, (C1-6)alkylcarbonyloxy, (C1-6)haloalkylcarbonyl, (C1-6)haloalkylcarbonyloxy, (C1-6)alkoxy, (C1-6)alkoxycarbonyl, aminocarbonyl, (C1-6)alkylaminocarbonyl, (C1-6)haloalkoxy, (C1-6)haloalkoxycarbonyl, (C1-6)alkylsulfonyl, (C1-6)haloalkylsulfonyl, aryl, heteroaryl and (C3-7)cycloalkyl; R7 and R8 are independent of each other and may be selected from the group consisting of hydrogen, halogen, hydroxy, mercapto, amino, cyano, nitro, (C1-6)alkyl, (C1-6)haloalkyl, (C1-6)alkoxy, (C1-6)haloalkoxy, (C1-6)alkoxyalkyl, (C2-6)alkynyl, (C2-6)alkenyl, aryl, heteroaryl, aryloxy, heteroaryloxy, (C3-6)cycloalkyl, (C3-6)cyclocarbonyl, carboxy, (C1-6)alkylcarbonyl, arylcarbonyl, (C1-3)haloalkylcarbonyl, (C1-6)alkylcarbonyloxy, (C1-6)haloalkylcarbonyloxy, (C1-6)alkoxycarbonyl, (C1-6)haloalkoxycarbonyl, (C1-6)alkylthiocarbonyl, (C1-6)haloalkylthiocarbonyl, (C1-6)alkoxythiocarbonyl, (C1-6)haloalkoxythiocarbonyl, (C1-6)alkylamino, arylsulfonylamino, arylamino, (C1-6)alkylthio, arylthio, (C2-6)alkenylthio, (C2-6)alkynylthio, (C1-6)alkylsulfinyl, (C2-6)alkenylsulfinyl, (C2-6)alkynylsulfinyl, (C1-6)alkylsulfonyl, (C2-6)alkenylsulfonyl, (C2-6)alkynylsulfonyl, arylsulfonyl, where any of these groups may be optionally substituted with one or one more of the following group consisting of halogen, hydroxy, mercapto, cyano, nitro, amino, caboxy, (C1-6)alkyl, (C1-6)haloalkyl, (C1-6)alkylcarbonyl, (C1-6)alkylcarbonyloxy, (C1-6)haloalkylcarbonyl, (C1-6)haloalkylcarbonyloxy, (C1-6)alkoxy, (C1-6)alkoxycarbonyl, aminocarbonyl, (C1-6)alkylaminocarbonyl, (C1-6)haloalkoxy, (C1-6)haloalkoxycarbonyl, (C1-6)alkylsulfonyl, (C1-6)haloalkylsulfonyl, aryl, haloaryl, alkoxyaryl, aryoxy, arylthio, haloaryloxy, heteroaryl, heteroaryloxy and (C3-7)cycloalkyl; Q is selected from; â€ƒwherein A1 and A2 are independently oxygen or sulfur; R10 is hydrogen, halogen, cyano, nitro, formyl, (C1-4)alkyl, (C1-4)haloalkyl, amino, (C1-4)alkylamino, (C1-4)haloalkylamino, (C1-4)alkoxyamino, (C1-4)haloalkoxyamino, (C1-4)alkylcarbonyl, (C1-4)haloalkylcarbonyl, (C1-14)haloalkoxycarbonyl, (C1-4)alkylcabonylamino, (C1-4)haloalkylcarbonylamino, (C1-4)alkoxycarbonylamino, (C1-4)haloalkoxycarbonylamino, (C1-6)alkoxyalkyl, (C1-6)haloalkoxyalkyl, (C1-6)alkylthio, (C1-6)haloalkylthio, (C2-6)alkenyl, (C2-6)haloalkenyl, (C2-6)alkynyl or (C2-6)haloalkynyl; R11, R12 and R18 are independent of each other and may be selected from the group consisting of hydrogen, halogen, cyano, (C1-4)alkyl, (C1-4)haloalkyl, (C1-4)alkoxy, (C1-4)haloalkoxy, (C2-6)alkenyl, (C2-6)haloalkenyl, hydroxy or amino which may be optionally substituted with (C1-4)alkyl and (C1-4)haloalkyl; R13 and R14 are independent of each other and may be selected from the group consisting of hydrogen, halogen, (C1-3)alkyl, (C1-3)haloalkyl, hydroxy, (C1-3)alkoxy, (C1-3)haloalkoxy, cyano, nitro, amino or (C1-6)alkylamino; when R13 and R14 are taken together with the atoms to which they are attached, they represent a three to seven membered substituted or unsubstituted ring optionally containing oxygen, S(O)n*** or nitrogen with following optional substitutions, one to three halogen, cyano, nitro, hydroxy, amino, carbonyl, (C1-6)alkyl, (C1-6)haloalkyl, (C1-6)alkylcarbonyl, (C1-6)alkylcarbonyloxy, (C1-6)haloalkylcarbonyl, (C1-6)haloalkylcarbonyloxy, (C1-6)alkoxy, (C1-6)alkoxycarbonyl, aminocarbonyl, (C1-6)alkylaminocarbonyl, (C1-6)haloalkoxy, (C1-6)haloalkoxycarbonyl, (C1-6)alkylsulfonyl, (C1-6)haloalkylsulfonyl, aryl, heteroaryl or (C3-7)cycloalkyl; G is nitrogen or CR16; Gâ€² is NR15, oxygen, S(O)n*** or CR16R17; Gâ€³ is nitrogen, CR16, NR15, oxygen, S(O)n*** or CR16R17; R15 may be selected from the group consisting of hydrogen, (C1-16)alkyl, (C1-6)alkylcarbonyl, (C1-6)haloalkylcarbonyl, arylcarbonyl and heteroarylcarbonyl; where any of these groups may be optionally substituted with one or more of the following groups consisting of halogen, hydroxy, cyano, nitro, amino, caboxyl, (C1-6)alkyl, (C1-6)haloalkyl, (C1-6)alkylcarbonyl, (C1-6)alkylcarbonyloxy, (C1-6)haloalkylcarbonyl, (C1-6)haloalkylcarbonyloxy, (C1-6)alkoxy, (C1-6)alkoxycarbonyl, aminocarbonyl, (C1-6)alkylaminocarbonyl, (C1-6)haloalkoxy, (C1-6)haloalkoxycarbonyl, (C1-6)alkylsulfonyl, (C1-6)haloalkylsulfonyl, aryl, heteroaryl and (C3-7)cycloalkyl; R16 and R17 are independent of each other and may be selected from the group consisting of hydrogen, halogen, hydroxy, mercapto, amino, cyano, (C1-6)alkyl, (C1-6)haloalkyl, (C1-6)alkoxy,(C1-6)haloalkoxy, (C1-6)alkoxyalkyl, (C2-6)alkynyl, (C2-6)alkenyl, aryl, heteroaryl, aryloxy, heteroaryloxy, (C3-6)cycloalkyl, (C3-6)cyclocarbonyl, carboxy, (C1-6)alkylcarbonyl, arylcarbonyl, (C1-3)haloalkylcarbonyl, (C1-6)alkylcarbonyloxy, (C1-6)haloalkylcarbonyloxy, (C1-6)alkoxycarbonyl, (C1-6)haloalkoxycarbonyl, (C1-6)alkylthiocarbonyl, (C1-6)haloalkylthiocarbonyl, (C1-6)alkoxythiocarbonyl, (C1-6)haloalkoxythiocarbonyl, (C1-6)alkylamino, arylsulfonylamino, arylamino, (C1-3)alkylthio, arylthio, (C2-6)alkenylthio, (C2-6)alkynylthio, (C1-6)alkylsulfinyl, (C2-6)alkenylsulfinyl, (C2-6)alkynylsulfinyl, (C1-6)alkylsulfonyl, (C2-6)alkenylsulfonyl, (C2-6)alkynylsulfonyl, arylsulfonyl, where any of these groups may be optionally substituted with one or one more of the following group consisting of halogen, hydroxy, mercapto, cyano, nitro, amino, caboxyl, (C1-6)alkyl, (C1-6)haloalkyl, (C1-6)alkylcarbonyl, (C1-6)alkylcarbonyloxy, (C1-6)haloalkylcarbonyl, (C1-6)haloalkylcarbonyloxy, (C1-6)alkoxy, (C1-6)alkoxycarbonyl, aminocarbonyl, (C1-6)alkylaminocarbonyl, (C1-6)haloalkoxy, (C1-6)haloalkoxycarbonyl, (C1-6)alkylsulfonyl, (C1-6)haloalkylsulfonyl, aryl, heteroaryl and (C3-7)cycloalkyl; n and m are independent of each other and represent an integer from 0 to 2; provided that m+n is 2, 3 or 4; n** is 0 or 1; n*** is represent an integer from 0 to 2.