IP Library › Patent Application 15279902

Patent Application

App. No. 15/279,902

PESTICIDAL COMPOSITIONS AND PROCESSES RELATED THERETO

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App. No.: 15/279,902

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Abstract

This document discloses molecules having the following formula (“Formula One”): and processes associated therewith.

Claims (95)

1 . A composition comprising a molecule according to Formula One:

wherein:

(a) R1 is selected from

(1) H, F, Cl, Br, I, CN, NO 2 , (C 1 -C 8 )alkyl, halo(C 1 -C 8 )alkyl, (C 1 -C 8 )alkoxy, halo(C 1 -C 8 )alkoxy, S(C 1 -C 8 )alkyl, S(halo(C 1 -C 8 )alkyl), S(O)(C 1 -C 8 )alkyl, S(O)(halo(C 1 -C 8 )alkyl), S(O) 2 (C 1 -C 8 )alkyl, S(O) 2 (halo(C 1 -C 8 )alkyl), N(R14)(R15),

(2) substituted (C 1 -C 8 )alkyl, wherein said substituted (C 1 -C 8 )alkyl has one or more substituents selected from CN and NO 2 ,

(3) substituted halo(C 1 -C 8 )alkyl, wherein said substituted halo(C 1 -C 8 )alkyl, has one or more substituents selected from CN and NO 2 ,

(4) substituted (C 1 -C 8 )alkoxy, wherein said substituted (C 1 -C 8 )alkoxy has one or more substituents selected from CN and NO 2 , and

(5) substituted halo(C 1 -C 8 )alkoxy, wherein said substituted halo(C 1 -C 8 )alkoxy has one or more substituents selected from CN and NO 2 ;

(b) R2 is selected from

(1) H, F, Cl, Br, I, CN, NO 2 , (C 1 -C 8 )alkyl, halo(C 1 -C 8 )alkyl, (C 1 -C 8 )alkoxy, halo(C 1 -C 8 )alkoxy, S(C 1 -C 8 )alkyl, S(halo(C 1 -C 8 )alkyl), S(O)(C 1 -C 8 )alkyl, S(O)(halo(C 1 -C 8 )alkyl), S(O) 2 (C 1 -C 8 )alkyl, S(O) 2 (halo(C 1 -C 8 )alkyl), N(R14)(R15),

(2) substituted (C 1 -C 8 )alkyl, wherein said substituted (C 1 -C 8 )alkyl has one or more substituents selected from CN and NO 2 ,

(3) substituted halo(C 1 -C 8 )alkyl, wherein said substituted halo(C 1 -C 8 )alkyl, has one or more substituents selected from CN and NO 2 ,

(4) substituted (C 1 -C 8 )alkoxy, wherein said substituted (C 1 -C 8 )alkoxy has one or more substituents selected from CN and NO 2 , and

(5) substituted halo(C 1 -C 8 )alkoxy, wherein said substituted halo(C 1 -C 8 )alkoxy has one or more substituents selected from CN and NO 2 ;

(c) R3 is selected from

(1) H, F, Cl, Br, I, CN, NO 2 , (C 1 -C 8 )alkyl, halo(C 1 -C 8 )alkyl, (C 1 -C 8 )alkoxy, halo(C 1 -C 8 )alkoxy, S(C 1 -C 8 )alkyl, S(halo(C 1 -C 8 )alkyl), S(O)(C 1 -C 8 )alkyl, S(O)(halo(C 1 -C 8 )alkyl), S(O) 2 (C 1 -C 8 )alkyl, S(O) 2 (halo(C 1 -C 8 )alkyl), N(R14)(R15),

(2) substituted (C 1 -C 8 )alkyl, wherein said substituted (C 1 -C 8 )alkyl has one or more substituents selected from CN and NO 2 ,

(3) substituted halo(C 1 -C 8 )alkyl, wherein said substituted halo(C 1 -C 8 )alkyl, has one or more substituents selected from CN and NO 2 ,

(4) substituted (C 1 -C 8 )alkoxy, wherein said substituted (C 1 -C 8 )alkoxy has one or more substituents selected from CN and NO 2 , and

(5) substituted halo(C 1 -C 8 )alkoxy, wherein said substituted halo(C 1 -C 8 )alkoxy has one or more substituents selected from CN and NO 2 ;

(d) R4 is selected from

(1) H, F, Cl, Br, I, CN, NO 2 , (C 1 -C 8 )alkyl, halo(C 1 -C 8 )alkyl, (C 1 -C 8 )alkoxy, halo(C 1 -C 8 )alkoxy, S(C 1 -C 8 )alkyl, S(halo(C 1 -C 8 )alkyl), S(O)(C 1 -C 8 )alkyl, S(O)(halo(C 1 -C 8 )alkyl), S(O) 2 (C 1 -C 8 )alkyl, S(O) 2 (halo(C 1 -C 8 )alkyl), N(R14)(R15),

(2) substituted (C 1 -C 8 )alkyl, wherein said substituted (C 1 -C 8 )alkyl has one or more substituents selected from CN and NO 2 ,

(3) substituted halo(C 1 -C 8 )alkyl, wherein said substituted halo(C 1 -C 8 )alkyl, has one or more substituents selected from CN and NO 2 ,

(4) substituted (C 1 -C 8 )alkoxy, wherein said substituted (C 1 -C 8 )alkoxy has one or more substituents selected from CN and NO 2 , and

(5) substituted halo(C 1 -C 8 )alkoxy, wherein said substituted halo(C 1 -C 8 )alkoxy has one or more substituents selected from CN and NO 2 ;

(e) R5 is selected from

(1) H, F, Cl, Br, I, CN, NO 2 , (C 1 -C 8 )alkyl, halo(C 1 -C 8 )alkyl, (C 1 -C 8 )alkoxy, halo(C 1 -C 8 )alkoxy, S(C 1 -C 8 )alkyl, S(halo(C 1 -C 8 )alkyl), S(O)(C 1 -C 8 )alkyl, S(O)(halo(C 1 -C 8 )alkyl), S(O) 2 (C 1 -C 8 )alkyl, S(O) 2 (halo(C 1 -C 8 )alkyl), N(R14)(R15),

(2) substituted (C 1 -C 8 )alkyl, wherein said substituted (C 1 -C 8 )alkyl has one or more substituents selected from CN and NO 2 ,

(3) substituted halo(C 1 -C 8 )alkyl, wherein said substituted halo(C 1 -C 8 )alkyl, has one or more substituents selected from CN and NO 2 ,

(4) substituted (C 1 -C 8 )alkoxy, wherein said substituted (C 1 -C 8 )alkoxy has one or more substituents selected from CN and NO 2 , and

(5) substituted halo(C 1 -C 8 )alkoxy, wherein said substituted halo(C 1 -C 8 )alkoxy has one or more substituents selected from CN and NO 2 ;

(f) R6 is a (C 1 -C 8 )haloalkyl;

(g) R7 is selected from H, F, Cl, Br, I, OH, (C 1 -C 8 )alkoxy, and halo(C 1 -C 8 )alkoxy;

(h) R8 is selected from H, (C 1 -C 8 )alkyl, halo(C 1 -C 8 )alkyl, OR14, and N(R14)(R15);

(i) R9 is selected from H, F, Cl, Br, I, (C 1 -C 8 )alkyl, halo(C 1 -C 8 )alkyl, (C 1 -C 8 )alkoxy, halo(C 1 -C 8 )alkoxy, OR14, and N(R14)(R15);

(j) R10 is selected from

(1) H, F, Cl, Br, I, CN, NO 2 , (C 1 -C 8 )alkyl, halo(C 1 -C 8 )alkyl, (C 1 -C 8 )alkoxy, halo(C 1 -C 8 )alkoxy, cyclo(C 3 -C 6 )alkyl, S(C 1 -C 8 )alkyl, S(halo(C 1 -C 8 )alkyl), S(O)(C 1 -C 8 )alkyl, S(O)(halo(C 1 -C 8 )alkyl), S(O) 2 (C 1 -C 8 )alkyl, S(O) 2 (halo(C 1 -C 8 )alkyl), NR14R15, C(═O)H, C(═O)N(R14)(R15), CN(R14)(R15)(═NOH), (C═O)O(C 1 -C 8 )alkyl, (C═O)OH, heterocyclyl, (C 2 -C 8 )alkenyl, halo(C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl,

(2) substituted (C 1 -C 8 )alkyl, wherein said substituted (C 1 -C 8 )alkyl has one or more substituents selected from OH, (C 1 -C 8 )alkoxy, S(C 1 -C 8 )alkyl, S(O)(C 1 -C 8 )alkyl, S(O) 2 (C 1 -C 8 )alkyl, NR14R15, and

(3) substituted halo(C 1 -C 8 )alkyl, wherein said substituted halo(C 1 -C 8 )alkyl, has one or more substituents selected from (C 1 -C 8 )alkoxy, S(C 1 -C 8 )alkyl, S(O)(C 1 -C 8 )alkyl, S(O) 2 (C 1 -C 8 )alkyl, and N(R14)(R15);

(k) R11 is C(═X5)N(H)((C 0 -C 8 )alkyl)N(R11a)(C(═X5)(R11b))

wherein each X5 is independently selected from O or S, and

wherein each R11a is independently selected from H, (C 1 -C 8 )alkyl, substituted (C 1 -C 8 )alkyl, halo(C 1 -C 8 )alkyl, substituted halo(C 1 -C 8 )alkyl, cyclo(C 3 -C 8 )alkyl, and substituted cyclo(C 3 -C 8 )alkyl,

wherein each said substituted (C 1 -C 8 )alkyl has one or more substituents selected from F, Cl, Br, I, CN, NO 2 , OC(═O)H, OH, S(C 1 -C 8 )alkyl, S(O)(C 1 -C 8 )alkyl, S(O) 2 (C 1 -C 8 )alkyl, OS(O) 2 aryl, N((C 1 -C 8 )alkyl) 2 (wherein each (C 1 -C 8 )alkyl is independently selected), aryl, substituted aryl, heterocyclyl, substituted heterocyclyl, wherein each said substituted aryl has one or more substituents selected from F, Cl, Br, I, CN, NO 2 , (C 1 -C 8 )alkyl, halo(C 1 -C 8 )alkyl, (C 1 -C 8 )alkoxy, halo(C 1 -C 8 )alkoxy, S(C 1 -C 8 )alkyl, S(halo(C 1 -C 8 )alkyl), N((C 1 -C 8 )alkyl) 2 (wherein each (C 1 -C 8 )alkyl is independently selected), and oxo, wherein each said substituted heterocyclyl has one or more substituents selected from F, Cl, Br, I, CN, NO 2 , (C 1 -C 8 )alkyl, halo(C 1 -C 8 )alkyl, (C 1 -C 8 )alkoxy, halo(C 1 -C 8 )alkoxy, S(C 1 -C 8 )alkyl, S(halo(C 1 -C 8 )alkyl), N((C 1 -C 8 )alkyl) 2 (wherein each (C 1 -C 8 )alkyl is independently selected), C(═O)(C 1 -C 8 )alkyl, C(═O)(C 3 -C 6 )cycloalkyl, S(═O) 2 (C 1 -C 8 )alkyl, NR14R15, and oxo, wherein each said substituted-aryl has one or more substituents selected from F, Cl, Br, I, CN, NO 2 , (C 1 -C 8 )alkyl, halo(C 1 -C 8 )alkyl, (C 1 -C 8 )alkoxy, halo(C 1 -C 8 )alkoxy, S(C 1 -C 8 )alkyl, S(halo(C 1 -C 8 )alkyl), N((C 1 -C 8 )alkyl) 2 (wherein each (C 1 -C 8 )alkyl is independently selected), and oxo,

wherein said substituted halo(C 1 -C 8 )alkyl, has one or more substituents selected from CN and NO 2 ,

wherein said substituted cyclo(C 3 -C 8 )alkyl, has one or more substituents selected from CN and NO 2

wherein each R11b is independently selected from (C 1 -C 8 )alkyl, substituted (C 1 -C 8 )alkyl, halo(C 1 -C 8 )alkyl, substituted halo(C 1 -C 8 )alkyl, cyclo(C 3 -C 8 )alkyl, substituted cyclo(C 3 -C 8 )alkyl, (C 2 -C 8 )alkenyl, and (C 2 -C 8 )alkynyl,

wherein each said substituted (C 1 -C 8 )alkyl has one or more substituents selected from F, Cl, Br, I, CN, NO 2 , OC(═O)H, OH, S(C 1 -C 8 )alkyl, S(O)(C 1 -C 8 )alkyl, S(O) 2 (C 1 -C 8 )alkyl, OS(O) 2 aryl, N((C 1 -C 8 )alkyl) 2 (wherein each (C 1 -C 8 )alkyl is independently selected), aryl, substituted aryl, heterocyclyl, substituted heterocyclyl, wherein each said substituted aryl has one or more substituents selected from F, Cl, Br, I, CN, NO 2 , (C 1 -C 8 )alkyl, halo(C 1 -C 8 )alkyl, (C 1 -C 8 )alkoxy, halo(C 1 -C 8 )alkoxy, S(C 1 -C 8 )alkyl, S(halo(C 1 -C 8 )alkyl), N((C 1 -C 8 )alkyl) 2 (wherein each (C 1 -C 8 )alkyl is independently selected), and oxo, wherein each said substituted heterocyclyl has one or more substituents selected from F, Cl, Br, I, CN, NO 2 , (C 1 -C 8 )alkyl, halo(C 1 -C 8 )alkyl, (C 1 -C 8 )alkoxy, halo(C 1 -C 8 )alkoxy, S(C 1 -C 8 )alkyl, S(halo(C 1 -C 8 )alkyl), N((C 1 -C 8 )alkyl) 2 (wherein each (C 1 -C 8 )alkyl is independently selected), C(═O)(C 1 -C 8 )alkyl, C(═O)(C 3 -C 6 )cycloalkyl, S(═O) 2 (C 1 -C 8 )alkyl, NR14R15, and oxo, wherein each said substituted-aryl has one or more substituents selected from F, Cl, Br, I, CN, NO 2 , (C 1 -C 8 )alkyl, halo(C 1 -C 8 )alkyl, (C 1 -C 8 )alkoxy, halo(C 1 -C 8 )alkoxy, S(C 1 -C 8 )alkyl, S(halo(C 1 -C 8 )alkyl), N((C 1 -C 8 )alkyl) 2 (wherein each (C 1 -C 8 )alkyl is independently selected), and oxo,

wherein said substituted halo(C 1 -C 8 )alkyl, has one or more substituents selected from CN and NO 2 ,

wherein said substituted cyclo(C 3 -C 8 )alkyl, has one or more substituents selected from CN and NO 2 ;

(l) R12 is selected from (v), H, F, Cl, Br, I, CN, (C 1 -C 8 )alkyl, halo(C 1 -C 8 )alkyl, (C 1 -C 8 )alkoxy, halo(C 1 -C 8 )alkoxy, and cyclo(C 3 -C 6 )alkyl;

(m) R13 is selected from (v), H, F, Cl, Br, I, CN, (C 1 -C 8 )alkyl, halo(C 1 -C 8 )alkyl, (C 1 -C 8 )alkoxy, and halo(C 1 -C 8 )alkoxy;

(n) each R14 is independently selected from H, (C 1 -C 8 )alkyl, (C 2 -C 8 )alkenyl, substituted (C 1 -C 8 )alkyl, halo(C 1 -C 8 )alkyl, substituted halo(C 1 -C 8 )alkyl), (C 1 -C 8 )alkoxy, cyclo(C 3 -C 6 )alkyl, aryl, substituted-aryl, (C 1 -C 8 )alkyl-aryl, (C 1 -C 8 )alkyl-(substituted-aryl), O—(C 1 -C 8 )alkyl-aryl, O—(C 1 -C 8 )alkyl-(substituted-aryl), heterocyclyl, substituted-heterocyclyl, (C 1 -C 8 )alkyl-heterocyclyl, (C 1 -C 8 )alkyl-(substituted-heterocyclyl), O—(C 1 -C 8 )alkyl-heterocyclyl, O—(C 1 -C 8 )alkyl-(substituted-heterocyclyl), N(R16)(R17), (C 1 -C 8 )alkyl-C(═O)N(R16)(R17), C(═O)(C 1 -C 8 )alkyl, C(═O)(halo(C 1 -C 8 )alkyl), C(═O)(C 3 -C 6 )cycloalkyl, (C 1 -C 8 )alkyl-C(═O)O(C 1 -C 8 )alkyl, C(═O)H

wherein each said substituted (C 1 -C 8 )alkyl has one or more substituents selected from CN, and NO 2 ,

wherein each said substituted halo(C 1 -C 8 )alkyl), has one or more substituents selected from CN, and NO 2 ,

wherein each said substituted-aryl has one or more substituents selected from F, Cl, Br, I, CN, NO 2 , (C 1 -C 8 )alkyl, halo(C 1 -C 8 )alkyl, (C 1 -C 8 )alkoxy, halo(C 1 -C 8 )alkoxy, S(C 1 -C 8 )alkyl, S(halo(C 1 -C 8 )alkyl), N((C 1 -C 8 )alkyl) 2 (wherein each (C 1 -C 8 )alkyl is independently selected), and oxo, and

wherein each said substituted-heterocyclyl has one or more substituents selected from F, Cl, Br, I, CN, NO 2 , (C 1 -C 8 )alkyl, halo(C 1 -C 8 )alkyl, (C 1 -C 8 )alkoxy, halo(C 1 -C 8 )alkoxy, (C 3 -C 6 )cycloalkyl S(C 1 -C 8 )alkyl, S(halo(C 1 -C 8 )alkyl), N((C 1 -C 8 )alkyl) 2 (wherein each (C 1 -C 8 )alkyl is independently selected), heterocyclyl, C(═O)(C 1 -C 8 )alkyl, C(═O)O(C 1 -C 8 )alkyl, and oxo, (wherein said alkyl, alkoxy, and heterocyclyl, may be further substituted with one or more of F, Cl, Br, I, CN, and NO 2 );

(o) each R15 is independently selected from H, (C 1 -C 8 )alkyl, (C 2 -C 8 )alkenyl, substituted (C 1 -C 8 )alkyl, halo(C 1 -C 8 )alkyl, substituted halo(C 1 -C 8 )alkyl), (C 1 -C 8 )alkoxy, cyclo(C 3 -C 6 )alkyl, aryl, substituted-aryl, (C 1 -C 8 )alkyl-aryl, (C 1 -C 8 )alkyl-(substituted-aryl), O—(C 1 -C 8 )alkyl-aryl, O—(C 1 -C 8 )alkyl-(substituted-aryl), heterocyclyl, substituted-heterocyclyl, (C 1 -C 8 )alkyl-heterocyclyl, (C 1 -C 8 )alkyl-(substituted-heterocyclyl), O—(C 1 -C 8 )alkyl-heterocyclyl, O—(C 1 -C 8 )alkyl-(substituted-heterocyclyl), N(R16)(R17), (C 1 -C 8 )alkyl-C(═O)N(R16)(R17), C(═O)(C 1 -C 8 )alkyl, C(═O)(halo(C 1 -C 8 )alkyl), C(═O)(C 3 -C 6 )cycloalkyl, (C 1 -C 8 )alkyl-C(═O)O(C 1 -C 8 )alkyl, C(═O)H

wherein each said substituted (C 1 -C 8 )alkyl has one or more substituents selected from CN, and NO 2 ,

wherein each said substituted halo(C 1 -C 8 )alkyl), has one or more substituents selected from CN, and NO 2 ,

wherein each said substituted-aryl has one or more substituents selected from F, Cl, Br, I, CN, NO 2 , (C 1 -C 8 )alkyl, halo(C 1 -C 8 )alkyl, (C 1 -C 8 )alkoxy, halo(C 1 -C 8 )alkoxy, S(C 1 -C 8 )alkyl, S(halo(C 1 -C 8 )alkyl), N((C 1 -C 8 )alkyl) 2 (wherein each (C 1 -C 8 )alkyl is independently selected), and oxo, and

wherein each said substituted-heterocyclyl has one or more substituents selected from F, Cl, Br, I, CN, NO 2 , (C 1 -C 8 )alkyl, halo(C 1 -C 8 )alkyl, (C 1 -C 8 )alkoxy, halo(C 1 -C 8 )alkoxy, (C 3 -C 6 )cycloalkyl S(C 1 -C 8 )alkyl, S(halo(C 1 -C 8 )alkyl), N((C 1 -C 8 )alkyl) 2 (wherein each (C 1 -C 8 )alkyl is independently selected), heterocyclyl, C(═O)(C 1 -C 8 )alkyl, C(═O)O(C 1 -C 8 )alkyl, and oxo, (wherein said alkyl, alkoxy, and heterocyclyl, may be further substituted with one or more of F, Cl, Br, I, CN, and NO 2 );

(p) each R16 is independently selected from H, (C 1 -C 8 )alkyl, substituted-(C 1 -C 8 )alkyl, halo(C 1 -C 8 )alkyl, substituted-halo(C 1 -C 8 )alkyl, cyclo(C 3 -C 6 )alkyl, aryl, substituted-aryl, (C 1 -C 8 )alkyl-aryl, (C 1 -C 8 )alkyl-(substituted-aryl), O—(C 1 -C 8 )alkyl-aryl, O—(C 1 -C 8 )alkyl-(substituted-aryl), heterocyclyl, substituted-heterocyclyl, (C 1 -C 8 )alkyl-heterocyclyl, (C1-C 8 )alkyl-(substituted-heterocyclyl), O—(C 1 -C 8 )alkyl-heterocyclyl, O—(C 1 -C 8 )alkyl-(substituted-heterocyclyl), O—(C 1 -C 8 )alkyl

wherein each said substituted (C 1 -C 8 )alkyl has one or more substituents selected from CN, and NO 2 ,

wherein each said substituted halo(C 1 -C 8 )alkyl), has one or more substituents selected from CN, and NO 2 ,

wherein each said substituted-aryl has one or more substituents selected from F, Cl, Br, I, CN, NO 2 , (C 1 -C 8 )alkyl, halo(C 1 -C 8 )alkyl, (C 1 -C 8 )alkoxy, halo(C 1 -C 8 )alkoxy, S(C 1 -C 8 )alkyl, S(halo(C 1 -C 8 )alkyl), N((C 1 -C 8 )alkyl) 2 (wherein each (C 1 -C 8 )alkyl is independently selected), and oxo, and

wherein each said substituted-heterocyclyl has one or more substituents selected from F, Cl, Br, I, CN, NO 2 , (C 1 -C 8 )alkyl, halo(C 1 -C 8 )alkyl, (C 1 -C 8 )alkoxy, halo(C 1 -C 8 )alkoxy, S(C 1 -C 8 )alkyl, S(halo(C 1 -C 8 )alkyl), N((C 1 -C 8 )alkyl) 2 (wherein each (C 1 -C 8 )alkyl is independently selected), and oxo;

(q) each R17 is independently selected from H, (C 1 -C 8 )alkyl, substituted-(C 1 -C 8 )alkyl, halo(C 1 -C 8 )alkyl, substituted-halo(C 1 -C 8 )alkyl, cyclo(C 3 -C 6 )alkyl, aryl, substituted-aryl, (C 1 -C 8 )alkyl-aryl, (C 1 -C 8 )alkyl-(substituted-aryl), O—(C 1 -C 8 )alkyl-aryl, O—(C 1 -C 8 )alkyl-(substituted-aryl), heterocyclyl, substituted-heterocyclyl, (C 1 -C 8 )alkyl-heterocyclyl, (C 1 -C 8 )alkyl-(substituted-heterocyclyl), O—(C 1 -C 8 )alkyl-heterocyclyl, O—(C 1 -C 8 )alkyl-(substituted-heterocyclyl), O—(C 1 -C 8 )alkyl

wherein each said substituted (C 1 -C 8 )alkyl has one or more substituents selected from CN, and NO 2 ,

wherein each said substituted halo(C 1 -C 8 )alkyl), has one or more substituents selected from CN, and NO 2 ,

wherein each said substituted-aryl has one or more substituents selected from F, Cl, Br, I, CN, NO 2 , (C 1 -C 8 )alkyl, halo(C 1 -C 8 )alkyl, (C 1 -C 8 )alkoxy, halo(C 1 -C 8 )alkoxy, S(C 1 -C 8 )alkyl, S(halo(C 1 -C 8 )alkyl), N((C 1 -C 8 )alkyl) 2 (wherein each (C 1 -C 8 )alkyl is independently selected), and oxo, and

wherein each said substituted-heterocyclyl has one or more substituents selected from F, Cl, Br, I, CN, NO 2 , (C 1 -C 8 )alkyl, halo(C 1 -C 8 )alkyl, (C 1 -C 8 )alkoxy, halo(C 1 -C 8 )alkoxy, S(C 1 -C 8 )alkyl, S(halo(C 1 -C 8 )alkyl), N((C 1 -C 8 )alkyl) 2 (wherein each (C 1 -C 8 )alkyl is independently selected), and oxo;

(r) X1 is selected from N and CR12;

(s) X2 is selected from N, CR9, and CR13;

(t) X3 is selected from N and CR9; and

(v) R12 and R13 together form a linkage containing 3 to 4 atoms selected from C, N, O, and S, wherein said linkage connects back to the ring to form a 5 to 6 member saturated or unsaturated cyclic ring, wherein said linkage has at least one substituent X4 wherein X4 is selected from R14, N(R14)(R15), N(R14)(C(═O)R14), N(R14)(C(═S)R14), N(R14)(C(═O)N(R14)(R14)), N(R14)(C(═S)N(R14)(R14)), N(R14)(C(═O)N(R14)((C 2 -C 8 )alkenyl)), N(R14)(C(═S)N(R14)((C 2 -C 8 )alkenyl)), wherein each R14 is independently selected.

2 . A molecule according to claim 1 wherein R1 is selected from H, F, Cl, Br, I, CN, NO 2 , methyl, ethyl, (C 3 )alkyl, (C 4 )alkyl, (C 5 )alkyl, (C 6 )alkyl, (C 7 )alkyl, (C 8 )alkyl, halomethyl, haloethyl, halo(C 3 )alkyl, halo(C 4 )alkyl, halo(C 5 )alkyl, halo(C 6 )alkyl, halo(C 7 )alkyl, halo(C 8 )alkyl, methoxy, ethoxy, (C 3 )alkoxy, (C 4 )alkoxy, (C 5 )alkoxy, (C 6 )alkoxy, (C 7 )alkoxy, (C 8 )alkoxy, halomethoxy, haloethoxy, halo(C 3 )alkoxy, halo(C 4 )alkoxy, halo(C 5 )alkoxy, halo(C 6 )alkoxy, halo(C 7 )alkoxy, and halo(C 8 )alkoxy.

3 . A molecule according to claim 1 wherein R2 is selected from H, F, Cl, Br, I, CN, NO 2 , methyl, ethyl, (C 3 )alkyl, (C 4 )alkyl, (C 5 )alkyl, (C 6 )alkyl, (C 7 )alkyl, (C 8 )alkyl, halomethyl, haloethyl, halo(C 3 )alkyl, halo(C 4 )alkyl, halo(C 5 )alkyl, halo(C 6 )alkyl, halo(C 7 )alkyl, halo(C 8 )alkyl, methoxy, ethoxy, (C 3 )alkoxy, (C 4 )alkoxy, (C 5 )alkoxy, (C 6 )alkoxy, (C 7 )alkoxy, (C 8 )alkoxy, halomethoxy, haloethoxy, halo(C 3 )alkoxy, halo(C 4 )alkoxy, halo(C 5 )alkoxy, halo(C 6 )alkoxy, halo(C 7 )alkoxy, and halo(C 8 )alkoxy.

4 . A molecule according to claim 1 wherein R3 is selected from H, F, Cl, Br, I, CN, NO 2 , methyl, ethyl, (C 3 )alkyl, (C 4 )alkyl, (C 5 )alkyl, (C 6 )alkyl, (C 7 )alkyl, (C 8 )alkyl, halomethyl, haloethyl, halo(C 3 )alkyl, halo(C 4 )alkyl, halo(C 5 )alkyl, halo(C 6 )alkyl, halo(C 7 )alkyl, halo(C 8 )alkyl, methoxy, ethoxy, (C 3 )alkoxy, (C 4 )alkoxy, (C 5 )alkoxy, (C 6 )alkoxy, (C 7 )alkoxy, (C 8 )alkoxy, halomethoxy, haloethoxy, halo(C 3 )alkoxy, halo(C 4 )alkoxy, halo(C 5 )alkoxy, halo(C 6 )alkoxy, halo(C 7 )alkoxy, and halo(C 8 )alkoxy.

5 . A molecule according to claim 1 wherein R4 is selected from H, F, Cl, Br, I, CN, NO 2 , methyl, ethyl, (C 3 )alkyl, (C 4 )alkyl, (C 5 )alkyl, (C 6 )alkyl, (C 7 )alkyl, (C 8 )alkyl, halomethyl, haloethyl, halo(C 3 )alkyl, halo(C 4 )alkyl, halo(C 5 )alkyl, halo(C 6 )alkyl, halo(C 7 )alkyl, halo(C 8 )alkyl, methoxy, ethoxy, (C 3 )alkoxy, (C 4 )alkoxy, (C 5 )alkoxy, (C 6 )alkoxy, (C 7 )alkoxy, (C 8 )alkoxy, halomethoxy, haloethoxy, halo(C 3 )alkoxy, halo(C 4 )alkoxy, halo(C 5 )alkoxy, halo(C 6 )alkoxy, halo(C 7 )alkoxy, and halo(C 8 )alkoxy.

6 . A molecule according to claim 1 wherein R5 is selected from H, F, Cl, Br, I, CN, NO 2 , methyl, ethyl, (C 3 )alkyl, (C 4 )alkyl, (C 5 )alkyl, (C 6 )alkyl, (C 7 )alkyl, (C 8 )alkyl, halomethyl, haloethyl, halo(C 3 )alkyl, halo(C 4 )alkyl, halo(C 5 )alkyl, halo(C 6 )alkyl, halo(C 7 )alkyl, halo(C 8 )alkyl, methoxy, ethoxy, (C 3 )alkoxy, (C 4 )alkoxy, (C 5 )alkoxy, (C 6 )alkoxy, (C 7 )alkoxy, (C 8 )alkoxy, halomethoxy, haloethoxy, halo(C 3 )alkoxy, halo(C 4 )alkoxy, halo(C 5 )alkoxy, halo(C 6 )alkoxy, halo(C 7 )alkoxy, and halo(C 8 )alkoxy.

7 . A molecule according to claim 1 wherein R2 and R4 are selected from F, Cl, Br, I, CN, and NO 2 and R1, R3, and R5 are H.

8 . A molecule according to claim 1 wherein R2, R3, and R4 are selected from F, Cl, Br, I, CN, and NO 2 and R1, and R5 are H.

9 . A molecule according to claim 1 wherein R2, R3, and R4 are independently selected from F and Cl and Riand R5 are H.

10 . A molecule according to claim 1 wherein R1 is selected from Cl and H.

11 . A molecule according to claim 1 wherein R2 is selected from CF 3 , CH 3 , Cl, F, and H.

12 . A molecule according to claim 1 wherein R3 is selected from OCH 3 , CH 3 , F, Cl, or H.

13 . A molecule according to claim 1 wherein R4 is selected from CF 3 , CH 3 , Cl, F, and H.

14 . A molecule according to claim 1 wherein R5 is selected from F, Cl, and H.

15 . A molecule according to claim 1 wherein R6 is selected from halomethyl, haloethyl, halo(C 3 )alkyl, halo(C 4 )alkyl, halo(C 5 )alkyl, halo(C 6 )alkyl, halo(C 7 )alkyl, and halo(C 8 )alkyl.

16 . A molecule according to claim 1 wherein R6 is trifluoromethyl.

17 . A molecule according to claim 1 wherein R7 is selected from H, F, Cl, Br, and I.

18 . A molecule according to claim 1 wherein R7 is selected from H, OCH 3 , and OH.

19 . A molecule according to claim 1 wherein R8 is selected from H, methyl, ethyl, (C 3 )alkyl, (C 4 )alkyl, (C 5 )alkyl, (C 6 )alkyl, (C 7 )alkyl, (C 8 )alkyl, halomethyl, haloethyl, halo(C 3 )alkyl, halo(C 4 )alkyl, halo(C 5 )alkyl, halo(C 6 )alkyl, halo(C 7 )alkyl, and halo(C 8 )alkyl.

20 . A molecule according to claim 1 wherein R8 is selected from CH 3 and H.