Molecules having certain pesticidal utilities, and intermediates, compositions, and processes related thereto
This disclosure relates to the field of molecules having pesticidal utility against pests in phyla Nematoda, Arthropoda, and/or Mollusca, processes to produce such molecules and intermediates used in such processes, compositions containing such molecules, and processes of using such molecules against such pests. These molecules may be used, for example, as nematicides, acaricides, insecticides, miticides, and/or molluscicides. This document discloses molecules having the following formula (“Formula One” and “Formula Two”).
1. A molecule having the following formula (“Formula One” and/or “Formula Two”)
wherein:
(A) Ar 1 is selected from
(1) furanyl, phenyl, pyridazinyl, pyridyl, pyrimidinyl, or thienyl, or
(2) substituted furanyl, substituted phenyl, substituted pyridazinyl, substituted pyridyl, substituted pyrimidinyl, or substituted thienyl,
wherein said substituted furanyl, substituted phenyl, substituted pyridazinyl, substituted pyridyl, substituted pyrimidinyl, or substituted thienyl, has one or more substituents independently selected from H, F, Cl, Br, I, CN, NO 2 , (C 1 -C 8 )alkyl, (C 1 -C 8 )haloalkyl, (C 3 -C 8 )cycloalkyl, (C 1 -C 8 )alkoxy, (C 1 -C 8 )haloalkoxy, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, S(O) n —(C 1 -C 8 )alkyl, OSO 2 —(C 1 -C 8 )alkyl, C(O)—NR x R y , (C 1 -C 8 )alkyl-NR x R y , C(O)—(C 1 -C 8 )alkyl, C(O)O—(C 1 -C 8 )alkyl, C(O)—(C 3 -C 8 )cycloalkyl, C(O)O—(C 3 -C 8 )cycloalkyl, C(O)—(C 2 -C 8 )alkenyl, C(O)O—(C 2 -C 8 )alkenyl, (C 1 -C 8 )alkyl-O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-S(O) n —(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )alkyl-C(O)O—(C 1 -C 8 )alkyl, phenyl, and phenoxy,
wherein each alkyl, cycloalkyl, alkoxy, alkenyl, alkynyl, phenyl, and phenoxy substituent may be optionally substituted with one or more substituents independently selected from the group consisting of H, F, Cl, Br, I, CN, NO 2 , (C 1 -C 8 )alkyl, (C 1 -C 8 )haloalkyl, (C 3 -C 8 )cycloalkyl, (C 1 -C 8 )alkoxy, (C 1 -C 8 )haloalkoxy, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, S(O) n —(C 1 -C 8 )alkyl, S(O) n —(C 1 -C 8 )haloalkyl, OSO 2 —(C 1 -C 8 )alkyl, OSO 2 —(C 1 -C 8 )haloalkyl, C(O)—NR x R y , (C 1 -C 8 )alkyl-NR x R y , C(O)—(C 1 -C 8 )alkyl, C(O)O—(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )haloalkyl, C(O)O—(C 1 -C 8 )haloalkyl, C(O)—(C 3 -C 8 )cycloalkyl, C(O)O—(C 3 -C 8 )cycloalkyl, C(O)—(C 2 -C 8 )alkenyl, C(O)O—(C 2 -C 8 )alkenyl, (C 1 -C 8 )alkyl-O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-S(O) n —(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )alkyl-C(O)O—(C 1 -C 8 )alkyl, phenyl, and phenoxy;
(B) Het is a 5- or 6-membered, saturated or unsaturated, heterocyclic ring, containing one or more heteroatoms independently selected from nitrogen, sulfur, or oxygen, and where Ar 1 and Ar 2 are 1,3 for a 5-membered ring and 1,3 or 1,4 for a 6-membered ring, and where said heterocyclic ring may also be substituted with one or more substituents independently selected from the group consisting of H, F, Cl, Br, I, CN, NO 2 , oxo, (C 1 -C 8 )alkyl, (C 3 -C 8 )cycloalkyl, (C 1 -C 8 )alkoxy, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, S(O) 2 —(C 1 -C 8 )alkyl, OSO 2 —(C 1 -C 8 )alkyl, C(O)—NR x R y , (C 1 -C 8 )alkyl-NR x R y , C(O)—(C 1 -C 8 )alkyl, C(O)O—(C 1 -C 8 )alkyl, C(O)—(C 3 -C 8 )cycloalkyl, C(O)O—(C 3 -C 8 )cycloalkyl, C(O)—(C 2 -C 8 )alkenyl, C(O)O—(C 2 -C 8 )alkenyl, (C 1 -C 8 )alkyl-O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-S(O) n —(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )alkyl-C(O)O—(C 1 -C 8 )alkyl, phenyl, and phenoxy,
wherein each alkyl, cycloalkyl, alkoxy, alkenyl, alkynyl, phenyl, and phenoxy substituent may be optionally substituted with one or more substituents independently selected from the group consisting of H, F, Cl, Br, I, CN, NO 2 , (C 1 -C 8 )alkyl, (C 1 -C 8 )haloalkyl, (C 3 -C 8 )cycloalkyl, (C 1 -C 8 )alkoxy, (C 1 -C 8 )haloalkoxy, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, S(O) n —(C 1 -C 8 )alkyl, S(O) n —(C 1 -C 8 )haloalkyl, OSO 2 —(C 1 -C 8 )alkyl, OSO 2 —(C 1 -C 8 )haloalkyl, C(O)—NR x R y , (C 1 -C 8 )alkyl-NR x R y , C(O)—(C 1 -C 8 )alkyl, C(O)O—(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )haloalkyl, C(O)O—(C 1 -C 8 )haloalkyl, C(O)—(C 3 -C 8 )cycloalkyl, C(O)O—(C 3 -C 8 )cycloalkyl, C(O)—(C 2 -C 8 )alkenyl, C(O)O—(C 2 -C 8 )alkenyl, (C 1 -C 8 )alkyl-O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-S(O) n —(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )alkyl-C(O)O—(C 1 -C 8 )alkyl, phenyl, and phenoxy;
(C) Ar 2 is selected from
(1) furanyl, phenyl, pyridazinyl, pyridyl, pyrimidinyl, or thienyl, or
(2) substituted furanyl, substituted phenyl, substituted pyridazinyl, substituted pyridyl, substituted pyrimidinyl, or substituted thienyl,
wherein said substituted furanyl, substituted phenyl, substituted pyridazinyl, substituted pyridyl, substituted pyrimidinyl, or substituted thienyl, has one or more substituents independently selected from H, F, Cl, Br, I, CN, NO 2 , NR x R y , (C 1 -C 8 )alkyl, (C 1 -C 8 )haloalkyl, (C 3 -C 8 )cycloalkyl, (C 1 -C 8 )alkoxy, (C 1 -C 8 )haloalkoxy, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, S(O) n —(C 1 -C 8 )alkyl, OSO 2 —(C 1 -C 8 )alkyl, C(O)—NR x R y , (C 1 -C 8 )alkyl-NR x R y , C(O)—(C 1 -C 8 )alkyl, C(O)O—(C 1 -C 8 )alkyl, C(O)—(C 3 -C 8 )cycloalkyl, C(O)O—(C 3 -C 8 )cycloalkyl, C(O)—(C 2 -C 8 )alkenyl, C(O)O—(C 2 -C 8 )alkenyl, (C 1 -C 8 )alkyl-O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-S(O) n —(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )alkyl-C(O)O—(C 1 -C 8 )alkyl, phenyl, and phenoxy,
wherein each alkyl, haloalkyl, cycloalkyl, alkoxy, haloalkoxy, alkenyl, alkynyl, phenyl, and phenoxy substituent may be optionally substituted with one or more substituents independently selected from the group consisting of H, F, Cl, Br, I, CN, NO 2 , (C 1 -C 8 )alkyl, (C 1 -C 8 )haloalkyl, (C 3 -C 8 )cycloalkyl, (C 1 -C 8 )alkoxy, (C 1 -C 8 )haloalkoxy, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, S(O) n —(C 1 -C 8 )alkyl, S(O) n —(C 1 -C 8 )haloalkyl, OSO 2 —(C 1 -C 8 )alkyl, OSO 2 —(C 1 -C 8 )haloalkyl, C(O)—NR x R y , (C 1 -C 8 )alkyl-NR x R y , C(O)—(C 1 -C 8 )alkyl, C(O)O—(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )haloalkyl, C(O)O—(C 1 -C 8 )haloalkyl, C(O)—(C 3 -C 8 )cycloalkyl, C(O)O—(C 3 -C 8 )cycloalkyl, C(O)—(C 2 -C 8 )alkenyl, C(O)O—(C 2 -C 8 )alkenyl, (C 1 -C 8 )alkyl-O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-S(O) n —(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )alkyl-C(O)O—(C 1 -C 8 )alkyl, phenyl, and phenoxy;
(D) L is linker selected from
(1) a saturated or unsaturated, substituted linear (C 1 -C 4 )hydrocarbyl linker, and
(2) a saturated or unsaturated, substituted cyclic (C 3 -C 8 )hydrocarbyl group linker,
wherein each of said linkers connects Ar 2 to N Y and
wherein said substituted linear (C 1 -C 4 )hydrocarbyl linker and substituted cyclic (C 3 -C 8 )hydrocarbyl linker has one or more substituents independently selected from R 8 , R 9 , R 10 , R 11 , and R 12 , wherein each R 8 , R 9 , R 10 , R 11 , and R 12 , is selected from
—NR A C(O)—R B , —NR A C(O)O—R B , —C(O)—OH, or —C(O)O—R B ,
where R A is H or (C 1 -C 8 )alkyl, and R B is (C 1 -C 8 )alkyl or (C 1 -C 8 )alkyl substituted with at least one phenyl;
(E) R 1 is selected from the group consisting of H, (C 1 -C 8 )alkyl, (C 3 -C 8 )cycloalkyl, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, S(O) n —(C 1 -C 8 )alkyl, C(O)—NR x R y , (C 1 -C 8 )alkyl-NR x R y , C(O)O—(C 1 -C 8 )alkyl, C(O)—(C 3 -C 8 )cycloalkyl, C(O)O—(C 3 -C 8 )cycloalkyl, C(O)—(C 2 -C 8 )alkenyl, C(O)O—(C 2 -C 8 )alkenyl, (C 1 -C 8 )alkyl-O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-OC(O)—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-S(O) 2 —(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-OC(O)O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-C(O)O—(C 1 -C 8 )alkyl, C(O)alkyl, (C 1 -C 8 )alkyl-C(O)—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkylphenyl, and (C 1 -C 8 )alkyl-O-phenyl,
wherein each alkyl, cycloalkyl, alkenyl, and alkynyl may be optionally substituted with one or more substituents independently selected from the group consisting of H, F, Cl, Br, I, CN, NO 2 , oxo, (C 1 -C 8 )alkyl, (C 1 -C 8 )haloalkyl, (C 3 -C 8 )cycloalkyl, (C 1 -C 8 )alkoxy, (C 1 -C 8 )haloalkoxy, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, S(O) n —(C 1 -C 8 )alkyl, S(O) n —(C 1 -C 8 )haloalkyl, OSO 2 —(C 1 -C 8 )alkyl, OSO 2 —(C 1 -C 8 )haloalkyl, C(O)—NR x R y , (C 1 -C 8 )alkyl-NR x R y , C(O)—(C 1 -C 8 )alkyl, C(O)O—(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )haloalkyl, C(O)O—(C 1 -C 8 )haloalkyl, C(O)—(C 3 -C 8 )cycloalkyl, C(O)O—(C 3 -C 8 )cycloalkyl, C(O)—(C 2 -C 8 )alkenyl, C(O)O—(C 2 -C 8 )alkenyl, (C 1 -C 8 )alkyl-O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-S(O) n —(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )alkyl-C(O)O—(C 1 -C 8 )alkyl, phenyl, and phenoxy;
(F) Q and Q 1 are each independently selected from the group consisting of O and S;
(G) R 2 is selected from the group consisting of (J), H, (C 1 -C 8 )alkyl, (C 3 -C 8 )cycloalkyl, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, C(O)—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-S(O) n —(C 1 -C 8 )alkyl, (C 1 -C 8 )alkylphenyl, (C 1 -C 8 )alkyl-O—phenyl, C(O)—(Het-1), (Het-1), (C 1 -C 8 )alkyl-(Het-1), (C 1 -C 8 )alkyl-OC(O)—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-OC(O)O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-OC(O)—NR x R y , (C 1 -C 8 )alkyl-C(O)—N(R x )(C 1 -C 8 )alkyl-(Het-1), (C 1 -C 8 )alkyl-C(O)—(Het-1), (C 1 -C 8 )alkyl-C(O)—N(R x )(C 1 -C 8 )alkyl(NR x R y )—C(O)OH, (C 1 -C 8 )alkyl-C(O)—N(R x )(C 1 -C 8 )alkyl-NR x R y , (C 1 -C 8 )alkyl-C(O)—N(R x )(C 1 -C 8 )alkyl-N(R x )—C(O)O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-C(O)—N(R x )(C 1 -C 8 )alkyl(N(R x )—(O)O—(C 1 -C 8 )alkyl)-C(O)OH, (C 1 -C 8 )alkyl-C(O)—(Het-1)—C(O)O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-OC(O)O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-OC(O)—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-OC(O)—(C 3 -C 8 )cycloalkyl, (C 1 -C 8 )alkyl-OC(O)-(Het-1), (C 1 -C 8 )alkyl-OC(O)—(C 1 -C 8 )alkyl-N(R x )—C(O)O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-NR x R y , (C 1 -C 8 )alkyl-S(O) n —(Het-1), and (C 1 -C 8 )alkyl-O—(Het-1),
wherein each alkyl, cycloalkyl, alkenyl, alkynyl, phenyl, and (Het-1) may be optionally substituted with one or more substituents independently selected from the group consisting of H, F, Cl, Br, I, CN, NO 2 , NR x R y , (C 1 -C 8 )alkyl, (C 1 -C 8 )haloalkyl, (C 3 -C 8 )cycloalkyl, (C 1 -C 8 )alkoxy, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, S(O) n —(C 1 -C 8 )alkyl, S(O) n —(C 1 -C 8 )haloalkyl, OSO 2 —(C 1 -C 8 )alkyl, OSO 2 —(C 1 -C 8 )haloalkyl, C(O)H, C(O)OH, C(O)—NR x R y , (C 1 -C 8 )alkyl-NR x R y , C(O)—(C 1 -C 8 )alkyl, C(O)O—(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )haloalkyl, C(O)O—(C 1 -C 8 )haloalkyl, C(O)—(C 3 -C 8 )cycloalkyl, C(O)O—(C 3 -C 8 )cycloalkyl, C(O)—(C 2 -C 8 )alkenyl, C(O)O—(C 2 -C 8 )alkenyl, (C 1 -C 8 )alkyl-O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-S(O) n —(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )alkyl-C(O)O—(C 1 -C 8 )alkyl), phenyl, phenoxy, Si((C 1 -C 8 )alkyl) 3 , S(O) n —NR x R y , and (Het-1);
(H) R 3 is selected from the group consisting of (C 3 -C 8 )cycloalkyl, phenyl, (C 1 -C 8 )alkylphenyl, (C 1 -C 8 )alkyl-O—phenyl, (C 2 -C 8 )alkenyl-O—phenyl, (Het-1), (C 1 -C 8 )alkyl-(Het-1), and (C 1 -C 8 )alkyl-O—(Het-1),
wherein each alkyl, cycloalkyl, alkenyl, phenyl, and (Het-1) may be optionally substituted with one or more substituents independently selected from the group consisting of H, F, Cl, Br, I, CN, NO 2 , NR x R y , (C 1 -C 8 )alkyl, (C 1 -C 8 )haloalkyl, (C 3 -C 8 )cycloalkyl, (C 1 -C 8 )alkoxy, (C 1 -C 8 )haloalkoxy, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, S(O) n —(C 1 -C 8 )alkyl, S(O) n —(C 1 -C 8 )haloalkyl, OSO 2 —(C 1 -C 8 )alkyl, OSO 2 —(C 1 -C 8 )haloalkyl, C(O)H, C(O)—NR x R y , (C 1 -C 8 )alkyl-NR x R y , C(O)—(C 1 -C 8 )alkyl, C(O)O—(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )haloalkyl, C(O)O—(C 1 -C 8 )haloalkyl, C(O)—(C 3 -C 8 )cycloalkyl, C(O)O—(C 1 -C 8 )cycloalkyl, C(O)—(C 2 -C 8 )alkenyl, C(O)O—(C 2 -C 8 )alkenyl, O—(C 1 -C 8 )alkyl, S—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-O—(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )alkyl-C(O)O—(C 1 -C 8 )alkyl, phenyl, phenoxy, and (Het-1),
(I) R 4 is selected from the group consisting of (J), H, (C 1 -C 8 )alkyl, (C 3 -C 8 )cycloalkyl, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, C(O)—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-S(O) n —(C 1 -C 8 )alkyl, (C 1 -C 8 )alkylphenyl, (C 1 -C 8 )alkyl-O—phenyl, C(O)—(Het-1), (Het-1), (C 1 -C 8 )alkyl-(Het-1), (C 1 -C 8 )alkyl-OC(O)—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-OC(O)O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-OC(O)—NR x R y , (C 1 -C 8 )alkyl-C(O)—N(R x )(C 1 -C 8 )alkyl-(Het-1), (C 1 -C 8 )alkyl-C(O)—(Het-1), (C 1 -C 8 )alkyl-C(O)—N(R x )(C 1 -C 8 )alkyl(NR x R y )—C(O)OH, (C 1 -C 8 )alkyl-C(O)—N(R x )(C 1 -C 8 )alkyl-NR x R y , (C 1 -C 8 )alkyl-C(O)—N(R x )(C 1 -C 8 )alkyl-N(R x )—C(O)O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-C(O)—N(R x )(C 1 -C 8 )alkyl(N(R x )—C(O)O—(C 1 -C 8 )alkyl)-C(O)OH, (C 1 -C 8 )alkyl-C(O)—(Het-1)-C(O)O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-OC(O)O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-OC(O)—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl -OC(O)—(C 3 -C 8 )cycloalkyl, (C 1 -C 8 )alkyl-OC(O)—(Het-1), (C 1 -C 8 )alkyl-OC(O)—(C 1 -C 8 )alkyl-N(R x )—C(O)O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-NR x R y , (C 1 -C 8 )alkyl-S(O) n —(Het-1), and (C 1 -C 8 )alkyl-O—(Het-1),
wherein each alkyl, cycloalkyl, alkenyl, alkynyl, phenyl, and (Het-1) may be optionally substituted with one or more substituents independently selected from the group consisting of H, F, Cl, Br, I, CN, NO 2 , NR x R y , (C 1 -C 8 )alkyl, (C 1 -C 8 )haloalkyl, (C 3 -C 8 )cycloalkyl, (C 1 -C 8 )alkoxy, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, S(O) n —(C 1 -C 8 )alkyl, S(O) n —(C 1 -C 8 )haloalkyl, OSO 2 —(C 1 -C 8 )alkyl, OSO 2 —(C 1 -C 8 )haloalkyl, C(O)H, C(O)OH, C(O)—NR x R y , (C 1 -C 8 )alkyl-NR x R y , C(O)—(C 1 -C 8 )alkyl, C(O)O—(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )haloalkyl, C(O)O—(C 1 -C 8 )haloalkyl, C(O)—(C 3 -C 8 )cycloalkyl, C(O)O—(C 3 -C 8 )cycloalkyl, C(O)—(C 2 -C 8 )alkenyl, C(O)O—(C 2 -C 8 )alkenyl, (C 1 -C 8 )alkyl-O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-S(O) n —(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )alkyl-C(O)O—(C 1 -C 8 )alkyl, phenyl, phenoxy, Si((C 1 -C 8 )alkyl) 3 , S(O) n —NR x R y , and (Het-1);
(J) R 2 and R 4 together with C x (Q 1 )(N x ), may form a 4- to 7-membered saturated or unsaturated, heterocyclic ring, which may further contain one or more heteroatoms selected from the group consisting of nitrogen, sulfur, and oxygen,
wherein each heterocyclic ring may be optionally substituted with one or more substituents independently selected from the group consisting of R 5 , R 6 , and R 7 ,
wherein R 5 , R 6 , and R 7 are each independently selected from the group consisting of H, F, Cl, Br, I, CN, OH, NO 2 , NR x R y , oxo, thioxo, (C 1 -C 8 )alkyl, (C 1 -C 8 )haloalkyl, (C 3 -C 8 )cycloalkyl, (C 1 -C 8 )alkoxy, (C 1 -C 8 )haloalkoxy, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, S(O) n —(C 1 -C 8 )alkyl, S(O) n —(C 1 -C 8 )haloalkyl, OSO 2 —(C 1 -C 8 )alkyl, OSO 2 —(C 1 -C 8 )haloalkyl, C(O)H, C(O)—(C 1 -C 8 )alkyl, C(O)O—(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )haloalkyl, C(O)O—(C 1 -C 8 )haloalkyl, C(O)—(C 3 -C 8 )cycloalkyl, C(O)O—(C 3 -C 8 )cycloalkyl, C(O)—(C 2 -C 8 )alkenyl, C(O)O—(C 2 -C 8 )alkenyl, (C 1 -C 8 )alkyl-O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-S(O) n -—C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )alkyl-C(O)O—(C 1 -C 8 )alkyl, phenyl, and (Het-1);
(K) R x and R y are each independently selected from the group consisting of H, (C 1 -C 8 )alkyl, (C 3 -C 8 )cycloalkyl, (C 1 -C 8 )alkoxy, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, S(O) n —(C 1 -C 8 )alkyl, OSO 2 —(C 1 -C 8 )alkyl, C(O)H, C(O)—(C 1 -C 8 )alkyl, C(O)O—(C 1 -C 8 )alkyl, , C(O)—(C 3 -C 8 )cycloalkyl, C(O)O—(C 3 -C 8 )cycloalkyl, C(O)—(C 2 -C 8 )alkenyl, C(O)O—(C 2 -C 8 )alkenyl, (C 1 -C 8 )alkyl-O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-S(O) n —(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )alkyl-C(O)O—(C 1 -C 8 )alkyl, phenyl, and (C 1 -C 8 )alkylphenyl,
wherein each alkyl, cycloalkyl, alkoxy, alkenyl, alkynyl, phenyl, and alkylphenyl may be optionally substituted with one or more substituents independently selected from the group consisting of H, F, Cl, Br, I, CN, NO 2 , (C 1 -C 8 )alkyl, (C 1 -C 8 )haloalkyl, (C 3 -C 8 )cycloalkyl, (C 1 -C 8 )alkoxy, (C 1 -C 8 )haloalkoxy, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, S(O) n —(C 1 -C 8 )alkyl, S(O) n —(C 1 -C 8 )haloalkyl, OSO 2 —(C 1 -C 8 )alkyl, OSO 2 —(C 1 -C 8 )haloalkyl, C(O)H, C(O)—(C 1 -C 8 )alkyl, C(O)O—(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )haloalkyl, C(O)O—(C 1 -C 8 )haloalkyl, C(O)—(C 3 -C 8 )cycloalkyl, C(O)O—(C 3 -C 8 )cycloalkyl, C(O)—(C 2 -C 8 )alkenyl, C(O)O—(C 2 -C 8 )alkenyl, (C 1 -C 8 )alkyl-O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-S(O) n —(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )alkyl-C(O)O—(C 1 -C 8 )alkyl, phenyl, and (Het-1);
(L) (Het-1) is a 5- or 6-membered, saturated or unsaturated, heterocyclic ring, containing one or more heteroatoms independently selected from nitrogen, sulfur or oxygen,
wherein said heterocyclic ring may be optionally substituted with one or more substituents independently selected from the group consisting of H, F, Cl, Br, I, CN, NO 2 , oxo, (C 1 -C 8 )alkyl, (C 3 -C 8 )cycloalkyl, (C 1 -C 8 )alkoxy, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, S(O) n —(C 1 -C 8 )alkyl, OSO 2 —(C 1 -C 8 )alkyl, C(O)—NR x R y , (C 1 -C 8 )alkyl-NR x R y , C(O)—(C 1 -C 8 )alkyl, C(O)O—(C 1 -C 8 )alkyl, C(O)—(C 3 -C s )cycloalkyl, C(O)O—(C 3 -C 8 )cycloalkyl, C(O)—(C 2 -C 8 )alkenyl, C(O)O—(C 2 -C 8 )alkenyl, (C 1 -C 8 )alkyl-O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-S(O) n —(C 1 -C 8 )alkyl, C(O)—(C 1 -C s )alkyl-C(O)O—(C 1 -C 8 )alkyl, phenyl, and phenoxy,
wherein each alkyl, cycloalkyl, alkoxy, alkenyl, alkynyl, phenyl, and phenoxy substituent may be optionally substituted with one or more substituents independently selected from the group consisting of H, F, Cl, Br, I, CN, NO 2 , (C 1 -C 8 )alkyl, (C 1 -C 8 )haloalkyl, (C 3 -C 8 )cycloalkyl, (C 1 -C 8 )alkoxy, (C 1 -C 8 )haloalkoxy, (C 2 -C 8 )alkenyl, (C 2 -C 8 )alkynyl, S(O) n —(C 1 -C 8 )alkyl, S(O) n —(C 1 -C 8 )haloalkyl, OSO 2 —(C 1 -C 8 )alkyl, OSO 2 —(C 1 -C 8 )haloalkyl, C(O)—NR x R y , (C 1 -C 8 )alkyl-NR x R y , C(O)—(C 1 -C 8 )alkyl, C(O)O—(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )haloalkyl, C(O)O—(C 1 -C 8 )haloalkyl, C(O)—(C 3 -C 8 )cycloalkyl, C(O)O—(C 3 -C 8 )cycloalkyl, C(O)—(C 2 -C 8 )alkenyl, C(O)O—(C 2 -C 8 )alkenyl, (C 1 -C 8 )alkyl-O—(C 1 -C 8 )alkyl, (C 1 -C 8 )alkyl-S(O) n —(C 1 -C 8 )alkyl, C(O)—(C 1 -C 8 )alkyl-C(O)O—(C 1 -C 8 )alkyl, phenyl, and phenoxy;
(M) n is each individually 0, 1, or 2; and
N-oxides, agriculturally acceptable acid addition salts, salts, solvates, esters, crystal polymorphs, isotopes, resolved stereoisomers, and/or tautomers thereof.
2. A molecule having the following formula (“Formula One” or “Formula Two”)
and tautomers thereof, wherein:
(A) Ar 1 is substituted phenyl wherein said substituted phenyl has one or more substituents independently selected from (C 1 -C 6 )alkyl, (C 1 -C 6 )haloalkyl, (C 1 -C 6 )alkoxy and (C 1 -C 6 )haloalkoxy;
(B) Het is triazolyl;
(C) Ar 2 is phenyl, or substituted phenyl wherein said substituted phenyl has one or more substituents independently selected from F, Cl, Br, I, CN, NO 2 , NR x R y , (C 1 -C 6 )alkyl, and (C 1 -C 6 )haloalkyl;
(D) R 1 is H, (C 1 -C 6 )alkyl or (C 2 -C 6 )alkenyl, wherein said alkyl is optionally substituted with a (C 3 -C 6 )cycloalkyl or (C 1 -C 6 )alkoxy;
(E) Q and Q 1 are each independently selected from the group consisting of O and S;
(F) R 2 is (J), H, or (C 1 -C 6 )alkyl;
(G) R 3 is phenyl, wherein said phenyl is optionally substituted with one or more substituents independently selected from F, Cl, Br, I, CN, NO 2 , NR x R y , (C 1 -C 6 )alkyl, (C 1 -C 6 )haloalkyl, phenyl, (C 1 -C 6 )alkoxy, and (C 1 -C 6 )haloalkoxy;
(H) R 4 is (J), H, or (C 1 -C 6 )alkyl;
(J) R 2 and R 4 may be a 1- to 4-membered saturated or unsaturated, hydrocarbyl link, which may contain one or more heteroatoms selected from nitrogen, sulfur, and oxygen, and together with C x (Q 1 )(N x ) forms a cyclic structure, wherein said hydrocarbyl link may optionally be substituted with one or more substituents independently selected from R 5 , R 6 , and R 7 , wherein each R 5 , R 6 , and R 7 is selected from H, F, Cl, Br, I, CN, OH, NO 2 , NR x R y , (C 1 -C 6 )alkyl, (C 1 -C 6 )haloalkyl, (C 1 -C 6 )alkoxy, (C 1 -C 6 )haloalkoxy, phenyl, and oxo;
(K) Rx and Ry are independently selected from H, C 1 -C 6 alkyl, C 1 -C 6 haloalkyl, C 3 -C 6 cycloalkyl, C 3 -C 6 halocycloalkyl, C 2 -C 6 alkenyl, C 2 -C 6 alkynyl, and phenyl; and
(L) L is linker selected from
(1) a saturated or unsaturated, substituted linear (C 1 -C 4 )hydrocarbyl linker, and
(2) a saturated or unsaturated, substituted cyclic (C 3 -C 8 )hydrocarbyl group linker,
wherein each of said linkers connects Ar 2 to N Y and
wherein said substituted linear (C 1 -C 4 )hydrocarbyl linker and substituted cyclic (C 3 -C 8 )hydrocarbyl linker has one or more substituents independently selected from R 8 , R 9 , R 10 , R 11 , and R 12 , wherein each R 8 , R 9 , R 10 , R 11 , and R 12 , is selected from
—NR A C(O)—R B , —NR A C(O)O—R B , —C(O)—OH, or —C(O)O—R B ,
where R A is H or (C 1 -C 8 )alkyl, and R B is (C 1 -C 8 )alkyl or (C 1 -C 8 )alkyl substituted with at least one phenyl.
3. A molecule according to claim 1 , wherein said molecule is a tautomer having the following formula
4. A process comprising: applying a molecule according to claim 1 to a locus to control a pest, in an amount sufficient to control such pest.
5. A molecule having a structure selected from the group consisting of
6. A process comprising applying a molecule according to claim 5 to a locus to control a pest, in an amount sufficient to control such pest.
7. A molecule having a structure selected from the group consisting of
8. A process comprising applying a molecule according to claim 7 to a locus to control a pest, in an amount sufficient to control such pest.
9. A process according to claim 4 , wherein said pest is beet armyworm (BAW), cabbage looper (CL), or yellow fever mosquito (YFM).
10. A molecule according to claim 1 , wherein at least one H is 2 H or at least one C is 14 C.
11. A composition comprising a molecule according to claim 1 and at least one other compound having insecticidal, herbicidal, acaricidal, nematicidal, or fungicidal activity.
12. A composition comprising a molecule according to claim 1 and a seed.
13. A process comprising applying a molecule according to claim 1 to a genetically modified plant, which has been genetically modified to express one or more specialized traits, or a genetically-modified seed, which has been genetically modified to express one or more specialized traits.
14. A process comprising: orally administering; or topically applying; a molecule according to claim 1 , to a non-human animal, to control endoparasites, ectoparasites, or both.