1-aryl-3-alkylpyrazole insecticides

1. A compound selected from Formula 1, an N-oxide or salt thereof,

wherein

Q is

R 1 is C 3 -C 6 cycloalkyl or a 3- to 6-membered saturated ring containing one oxygen atom as a ring member and carbon atoms as the remaining ring members;

Z is phenyl or a 6-membered heteroaromatic ring, each substituted with 1 to 3 R 4 ;

R 2a , R 2b , R 2c and R 2d are H;

J 1 is CH 2 ;

J 2 is a direct bond or CH 2 ;

M is —CH(A)-;

A is cyano, C 1 -C 4 haloalkyl, NHC(O)R 5a or 1,3,4-oxadiazol-2-yl;

each R 4 is independently halogen, C 1 -C 4 alkyl or C 1 -C 4 haloalkyl; and

R 5a is C 1 -C 4 alkyl or C 1 -C 4 haloalkyl.

2. The compound of claim 1 wherein

Z is phenyl or pyridinyl, each substituted with 1 to 2 R 4 ; and

M is —CH(CN)— or —CH(CF 3 )—.

3. The compound of claim 1 that is selected from the group consisting of:

2-[3-cyclohexyl-4-[[4-(trifluoromethyl)-1-piperidinyl]methyl]-1H-pyrazol-1-yl]-4-(trifluoromethyl)pyridine;

2-[3-cyclopentyl-4-[[4-(trifluoromethyl)-1-piperidinyl]methyl]-1H-pyrazol-1-yl]-4-(trifluoromethyl)pyridine;

1-[[3-cyclopentyl-1-[4-(trifluoromethyl)-2-pyridinyl]-1H-pyrazol-4-yl]methyl]-4-piperidinecarbonitrile;

1-[[1-(4-chloro-2-pyridinyl)-3-cyclopentyl-1H-pyrazol-4-yl]methyl]-4-piperidinecarbonitrile;

1-[[1-(5-bromo-2-pyridinyl)-3-cyclopentyl-1H-pyrazol-4-yl]methyl]-4-piperidinecarbonitrile;

1-[[3-cyclopentyl-1-(3,4-dichlorophenyl)-1H-pyrazol-4-yl]methyl]-4-piperidinecarbonitrile;

1-[[3-(tetrahydro-2-furanyl)-1-[4-(trifluoromethyl)-2-pyridinyl]-1H-pyrazol-4-yl]methyl]-4-piperidinecarbonitrile;

1-[[3-cyclobutyl-1-[4-(trifluoromethyl)-2-pyridinyl]-1H-pyrazol-4-yl]methyl]-4-piperidinecarbonitrile;

1-[[3-cyclopentyl-1-(5-methyl-2-pyridinyl)-1H-pyrazol-4-yl]methyl]-4-piperidinecarbonitrile;

5-bromo-2-[3-cyclopentyl-4-[[4-(trifluoromethyl)-1-piperidinyl]methyl]-1H-pyrazol-1-yl]pyridine;

1-[[1-(5-chloro-2-pyridinyl)-3-cyclopentyl-1H-pyrazol-4-yl]methyl]-4-piperidinecarbonitrile;

1-[[1-(4-chloro-5-fluoro-2-pyridinyl)-3-cyclopentyl-1H-pyrazol-4-yl]methyl]-4-piperidinecarbonitrile;

1-[[1-(4-chloro-5-fluoro-2-pyridinyl)-3-(tetrahydro-2-furanyl)-1H-pyrazol-4-yl]methyl]-4-piperidinecarbonitrile;

1-[[1-(4-chloro-2-pyridinyl)-3-(tetrahydro-2-furanyl)-1H-pyrazol-4-yl]methyl]-4-piperidinecarbonitrile;

2-[3-(tetrahydro-2-furanyl)-4-[[4-(trifluoromethyl)-1-piperidinyl]methyl]-1H-pyrazol-1-yl]-4-(trifluoromethyl)pyridine;

4-chloro-5-fluoro-2-[3-(tetrahydro-2-furanyl)-4-[[4-(trifluoromethyl)-1-piperidinyl]methyl]-1H-pyrazol-1-yl]pyridine;

4-chloro-2-[3-(tetrahydro-2-furanyl)-4-[[4-(trifluoromethyl)-1-piperidinyl]methyl]-1H-pyrazol-1-yl]pyridine;

5-methyl-2-[3-(tetrahydro-2-furanyl)-4-[[4-(trifluoromethyl)-1-piperidinyl]methyl]-1H-pyrazol-1-yl]pyridine; and

5-chloro-2-[3-(tetrahydro-2-furanyl)-4-[[4-(trifluoromethyl)-1-piperidinyl]methyl]-1H-pyrazol-1-yl]pyridine.

4. A composition comprising a compound of claim 1 and at least one additional component selected from the group consisting of surfactants, solid diluents and liquid diluents, said composition optionally further comprising at least one additional biologically active compound or agent.

5. The composition of claim 4 wherein the at least one additional biologically active compound or agent is selected from the group consisting of abamectin, acetamiprid, acrinathrin, afidopyropen, amitraz, avermectin, azadirachtin, benfuracarb, bensultap, bifenthrin, buprofezin, cadusafos, carbaryl, cartap, chlorantraniliprole, chlorfenapyr, chlorpyrifos, clothianidin, cyantraniliprole, cyclaniliprole, cycloprothrin, cyfluthrin, beta-cyfluthrin, cyhalothrin, gamma-cyhalothrin, lambda-cyhalothrin, cypermethrin, alpha-cypermethrin, zeta-cypermethrin, cyromazine, deltamethrin, dieldrin, dinotefuran, diofenolan, emamectin, endosulfan, esfenvalerate, ethiprole, etofenprox, etoxazole, fenitrothion, fenothiocarb, fenoxycarb, fenvalerate, fipronil, flometoquin, flonicamid, flubendiamide, flufenoxuron, flufenoxystrobin, flufensulfone, flupiprole, flupyradifurone, fluvalinate, formetanate, fosthiazate, heptafluthrin, hexaflumuron, hydramethylnon, imidacloprid, indoxacarb, lufenuron, meperfluthrin, metaflumizone, methiodicarb, methomyl, methoprene, methoxyfenozide, metofluthrin, monofluorothrin, nitenpyram, nithiazine, novaluron, oxamyl, pyflubumide, pymetrozine, pyrethrin, pyridaben, pyridalyl, pyriminostrobin, pyriproxyfen, ryanodine, spinetoram, spinosad, spirodiclofen, spiromesifen, spirotetramat, sulfoxaflor, tebufenozide, tetramethrin, tetramethylfluthrin, thiacloprid, thiamethoxam, thiodicarb, thiosultap-sodium, tralomethrin, triazamate, triflumezopyrim, triflumuron, Bacillus thuringiensis delta-endotoxins, all strains of Bacillus thuringiensis and all strains of nucleo polyhedrosis viruses.

6. A composition for protecting an animal from an invertebrate parasitic pest comprising a parasiticidally effective amount of a compound of claim 1 and at least one carrier.

7. A method for controlling an invertebrate pest comprising contacting the invertebrate pest or its environment with a biologically effective amount of a compound of claim 1 .

8. A treated seed comprising a compound of claim 1 in an amount of from about 0.0001 to 1% by weight of the seed before treatment.