WO2007123855B1 - Pyrazolines for controlling invertebrate pests - Google Patents

Abstract

Disclosed are compounds of Formula 1, including all geometric and stereoisomers N-oxides, and salts thereof; wherein Z is N or CR2; R1 is cyano; or C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C6 cycloalkyl, C4-C7 alkylcycloalkyl or C4-C7 cycloalkylalkyl, each optionally substituted with one or more substituents independently selected from R17; R3 is H, cyano or -CHO; or C1-C6 alkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C6 cycloalkyl, C4-C7 alkylcycloalkyl, C4-C7 cycloalkylalkyl, phenyl, C2-C6 alkylcarbonyl, C2-C6 alkoxycarbonyl, C2-C6 alkylaminocarbonyl or C3-C9 dialkylaminocarbonyl, each optionally substituted with one or more substituents independently selected from R18; Q is a 5- or 6-membered saturated or unsaturated heterocycle optionally substituted; or Q is C(O)NR12R13, C(S)NR12R13, S(O)2NR14R15 or R16. Also disclosed are compositions containing the compounds of Formula 1 and methods for controlling an invertebrate pest comprising contacting the invertebrate pest or its environment with a biologically effective amount of a compound or a composition of the invention.

Claims

AMENDED CLAIMS received by the International Bureau on December 21, 2007 (21/12/2007) phenyl and pyridinyl optionally substituted with one or more substituents independently selected from R²³; each R²⁰ is independently H, C₁-C₆ alkyl, C₁-C₆ haloalkyi, C₂-C₆ alkenyl, C₂-C₆ alkynyl,

C₃-C₆ cycloalkyl, C₄-C₇ alkylcycloalkyl, C₄-C₇ cyeloalkylalkyi, C₂-C₆ alkoxyalkyl, C₂-C₇ alkylcarbonyl or C₂-C₇ alkoxycarbonyl; each R²¹ and R²² is independently H; or C₁-C₆ alkyl, C₁-C₆ haloalkyl, C₂-C₆ alkenyl,

C₂-C₆ alkynyl, C₃-C₆ cycloalkyl, C₄-C₇ alkylcycloalkyl, C₄-C₇ cyeloalkylalkyi, phenyl or pyridinyl, each phenyl and pyridinyl optionally substituted with one or more substituents independently selected from R²⁴; and n is 1, 2, 3 or 4; provided that when Z is CR², A¹ is CR⁴, A² is CR⁵, A³ is CR^, A⁴ is

CR⁷, Q is Br or cyano, R¹ is methyl, each R² is H, and R⁴, R⁵, R⁶ and R⁷ are H, then R³ is other than phenyl. 2. The compound of Claim 1 wherein

Q is a 5- or 6~membered unsaturated heterocycle selected from pyridinyl, pyrimidinyl, triazinyl, pyrazolyl_> triazolyl, imida2θlyl, oxazolyl, isoxazolyl, thiazolyl and isothiazolyl, each heterocycle optionally substituted with one or more substituents independently selected from halogen, Cj-C₆ alkyl, Cj-C₆ haloalkyl, C₃-C₆ cycloalkyl, C₃-C₆ halocycloalkyl, C_j-C₆ alkoxy, C_j-C₆ haloalkoxy, C₁-C₆ alkylthio, C₁-C₆ haloalkylthio, C_j-C₆ alkylsulfinyl, C₁-C₆ haloalkylsulfinyl, C₁-C₆ alkylsulfbnyl, C_rC₆ haloalkylsulfonyl, Cj-C₆ alkylamino, C₂-C₈ dialkylamino, cyano, nitro, C(O)NR⁸R⁹, C(O)OR¹⁰, phenyl and pyridinyi, each phenyl and pyridinyl optionally substituted with one or more substituents independently selected from R¹¹; or Q is C(O)NR¹²R¹³, S(O)₂NRl⁴R¹⁵ Or R¹⁶; Z is CR²; at most 1 of A¹, A², A^ and A⁴ is N;

R¹ is C₁-C₃ alkyl optionally substituted with one or more substituents independently selected from R¹⁷; each R² is independently hydrogen, halogen or Cj-C₂ haloalkyl; R³ is H or cyano; or C₁-C₄ alkyl optionally substituted with one or more halogen;

R⁴ and R⁵ are independently selected from H, halogen, C₁-C₃ alkyl, C₁-C₃ haloalkyl, cyano and nitro; R⁶ and R⁷ are independently selected from H, halogen, C₁-C₃ alkyl, C₁-C₃ haloalkyl, cyano and nitro; or R⁶ and R⁷ are taken together to form a fused aromatic iing, the fused aromatic ring containing as ring members in addition to the A³ and A⁴ bridgehead atoms, 4 atoms selected from 3 to 4 carbon atoms and 0 to 1 nitrogen atom; each R⁸ is independently H₅ C₁-C₆ alkyl, C₂-C₇ alkylcarbonyl or C₂-C₇ alkoxycarbonyl;