Substituted arylpyrazoles

1. A pharmaceutical composition comprising:

a) a compound selected from pyridin-2-ylmethyl{[4-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 1-{3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-5[(1H-pyrazol-5-ylmethyl)amino]-1H-pyrazol-4-yl}cyclopropanecarboxamide; 1-{3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-5-[(13-thiazol-2-ylmethyl)amino]-1H-pyrazol-4-yl}cyclopropanecarboxamide; pyridin-4-ylmethyl{4-[1(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 3,5-difluorobenzyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 4-fluorobenzyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; benzyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; cyclopropylmethyl{4-[1-(aminocarbonyl)-2,2-difluorocyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 1-(3-cyano-5-{[(1-cyanocyclopropyl)methyl]amino}-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-4-yl)cyclopropanecarboxamide; cyclopropylmethyl{4-[1aminocarbonyl)-2,2-difluorocyclopropyl]-3-cyano-1-[2,6-dichloro-4-(trifluoromethoxy)phenyl]-1H-pyrazol-5-yl}carbamate; ethyl{4-[1-(aminocarbonyl)-2,2-difluorocyclopropyl]-3-cyano -1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; cyclopropylmethyl{4-[1-(aminocarbonyl)-2,2-dichlorocyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 1-cyclopropylethyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; pyrimidin-5-ylmethyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiopheny]-1H-pyrazol-5-yl}carbamate; 3-cyanobenzyl{4-[1-(aminocarbornyl)cyclopropyl]3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; (3,5-dimethyl-1H-pyrazol-1-yl)methyl{4-[1-(aminocarbonyl)cyolopropyl]-3-cyano -1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; (2,2-dichlorocyclopropyl)methyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; (2,2-difluorocyclopropyl)methyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 1-{3-cyano-5-[(3-cyanobenzyl)amino]-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-4-yl }cyclopropanecarboxamide; 4-[({4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}amino)methyl]benzamide; 1-{3-cyano-5-[(4-cyano-3-fluorobenzyl)amino]-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-4-yl}cyolopropanecarboxamide; (1-cyanocyclopropyl)methyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 1-{3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-5--[(2-fluorobenzyl)amino]-1H -pyrazol-4-yl}cyclopropanecarboxamide; 1-{3-cyano-1-[2,6-dichloro-4-pentafluorothiopbenyl]-5-[(3-fluorobenzyl)amino]-1H -pyrazol-4-yl}cyclopropanecarboxamide; 3-[(methylsulfonyl)amino]benzyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; allyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 1-(4-cyanophenyl)ethyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 2,3-dihydro-1-benzofuran-5-ylmethyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano -1-[2,6-dichloro-4-pentafluorothiopheny]-1H-pyrazol-5-yl}carbamate; 3,4,5-trifluorobenzyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 4-methoxybenzyl{4-[1-(aminocarbonyl)cyclopropyt]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol -5-yl}carbamate; 4-methylbenzyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6dichloro-4-pentafluorothiophenyl]-1H-pyrazol -5-yl}carbamate; 4-(trifluoromethyl)benzyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 2,5-difluorobenzyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1-1H-pyrazol-5-yl}carbamate; 2,3-difluorobenzyl{4-[1-(aminocarbony)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 2,6-difluorobenzyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichtoro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 2-fluorobenzyl{4-[1-(aminocarbonyl)cyctopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 2,4-difluorobenzyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1-H-pyrazol-5-yl}carbamate; 3-fluorobenzyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 4-chlorobenzyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 1-phenylethyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 1,3-thiazol-5-ylmethyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro -4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 4-cyano-3-fluorobenzyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl-]1H-pyrazol-5-yl}carbamate; 4-(methylsulfonyl)benzyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 2-methoxyethyl{4-[1-(aminocarbonyl)cyctopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 1-{3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-5-[(2,6-difluorobenzyl)amino]-1H-pyrazol-4-yl}cyclopropanecarboxamide; 1-{3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-5-[(3,5-difluorobenzyl)amino]-1H-pyrazol-4-yl}cyclopropanecarboxamide; 1(3-cyano-5-{[(22-dichlorocyclopropyl)methyl]amino}-1-[2,6dichloro-4-pentafluorothiophenyl]-1H-pyrazol-4-yl)cyclopropanecarboxamide; 1-{5-(benzylamino)-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol -4-yl}cyclopropanecarboxamide; 1-{3-cyano-5-[(2-cyano-2-methylpropyl)amino]-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-4-yl}cyclopropanecarboxamide; 2,2-dichloro-1-{3-cyano-5[(cyclopropylmethyl)amino]1-[2,6-dichloro-4-(trifluoromethoxy)phenyl]-1H-pyrazol-4-yl}cyclopropanecarboxamide; ethyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; cyclopropylmethyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}methylcarbamate; and 1-(3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-5-{[(2,2-difluorocyclopropyl)methyl]amino}-1H-pyrazol-4-yl)cyclopropanecarboxamide; or a pharmaceutically acceptable salt thereof; and

b) a second antiparasitic agent.

2. The pharmaceutical composition of claim 1 wherein the second antiparasitic agent is an anthelmintic agent.

3. The pharmaceutical composition of claim 2 wherein the anthelmintic agent is a macrocyclic lactone.

4. The pharmaceutical composition of claim 3 wherein the macrocyclic lactone is a milbemycin or derivative thereof.

5. The pharmaceutical composition of claim 4 wherein the milbemycin or derivative thereof is milbemycin oxime.

6. A method of treating a parasitic infestation in a non-human host animal, comprising simultaneously, sequentially or separately administering to said host animal:

a) a therapeutically effective amount of a compound selected from pyridin-2-ylmethyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 1-{3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-5-[(1H-pyrazol-5-ylmethyl)amino]-1H-pyrazol-4-yl}cyclopropanecarboxamide; 1-{3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-5-[(13-thiazol-2-ylmethyl)amino]-1H-pyrazol-4-yl}cyclopropanecarboxamide; pyridin-4-ylmethyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 3,5-difluorobenzyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 4-fluorobenzyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; benzyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; cyclopropylmethyl{4-[1-(aminocarbonyl)-2,2-difluorocyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 1(3-cyano-5-{[(1-cyanocyclopropyl)methyl]amino}-1-[2 ,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-4-yl)cyclopropanecarboxamide; cyclopropylmethyl{4-[1-(aminocarbonyl)-2,2-difluorocyclopropyl]-3-cyano-1-[2,6-dichloro-4-(trifluoromethoxy)phenyl]-1H-pyrazol-5-yl}carbamate; ethyl{4-[1-(aminocarbonyl)-2,2-difluorocyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; cyclopropylmethyl{4-[1-(aminocarbonyl)-2,2-dichlorocyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 1-cyclopropylethyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; pyrimidin-5-ylmethyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 3-cyanobenzyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; (3,5-dimethyl-1H-pyrazol-1-yl)methyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano -1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; (2,2-dichlorocyclopropyl)methyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothlophenyl]-1H-pyrazol5-yl}carbamate; (2,2-difluorocyclopropyl)methyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol5-yl}carbamate; 1-{3-cyano-5-[(3-cyanobenzyl)amino]-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-4-yl}cyclopropanecarboxamide; 4-[({4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}amino)methyl]benzamide; 1-{3-cyano-5[(4-cyano-3-fluorobenzyl)amino]-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-4-yl}cyclopropanecarboxamide; (1-cyanocyclopropyl)methyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 1-{3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-5[(2-fluorobenzyl)amino]-1H -pyrazol-4-yl}cyclopropanecarboxamide; 1-{3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-5-[(3-fluorobenzyl)amino]-1H -pyrazol-4-yl}cyclopropanecarboxamide; 3-[(methylsulfonyl)amino]benzyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; allyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 1-(4-cyanophenyl)ethyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiopheny]-1H-pyrazol-5-yl}carbamate; 2,3-dihydro-1-benzofuran-5-ylmethyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano -1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 3,4,5-trifluorobenzyl{4-[1-(aminocarbonyl)cyciopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 4-methoxybenzyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 4-methylbenzyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 4-(trifluoromethyl)benzyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 2,5-difluorobenzyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 2,3-difluorobenzyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 2,6-difluorobenzyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 2-fluorobenzyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 2,4-difluorobenzyl{4-[1-(aminocarbonyl)cyciopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 3-fluorobenzyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 4-chlorobenzyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 1-phenylethyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 1,3-thiazol-5-ylmethyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro -4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 4-cyano-3-fluorobenzyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 4-(methylsufonyl)benzyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 2-methoxyethyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; 1-{3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-5-[(2,6difluorobenzyl)amino]-1H-pyrazol-4-yl}cyclopropanecarboxamide; 1-{3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-5-[(3,5-difluorobenzyl)amino]-1H-pyrazol-4-yl}cyclopropanecarboxamide; 1-(3-cyano-5-{[(22-dichlorocyclopropyl)methyl]amino}-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-4-yl)cyclopropanecarboxamide; 1-{5-(benzylamino)-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol -4-yl}cyclopropanecarboxamide; 1-{3-cyano-5-[(2-cyano-2-methylpropyl)amino]-1-[2 ,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-4-yl}cyclopropanecarboxamide; 2,2-dichloro-1-{3-cyano-5-[(cyclopropylmethyl)amino]-1-[2,6-dichloro-4-(trifluoromethoxy)phenyl]-1H-pyrazol-4-yl}cyclopropanecarboxamide; ethyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-1H-pyrazol-5-yl}carbamate; cyclopropylmethyl{4-[1-(aminocarbonyl)cyclopropyl]-3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]1H-pyrazol-5-yl}methylcarbamate; and 1-(3-cyano-1-[2,6-dichloro-4-pentafluorothiophenyl]-5-{[(2,2-difluorocyclopropyl)methyl]amino}-1H-pyrazol-4-yl)cyclopropanecarboxamide; or a pharmaceutically acceptable salt thereof; and

b) a therapeutically effective amount of a second antiparasitic agent.

7. The method according to claim 6 wherein the second antiparasitic agent is an anthelmintic agent.

8. The method according to claim 7 wherein the anthelmintic agent is a macrocyclic lactone.

9. The method according to claim 8 wherein the macrocyclic lactone is a milbemycin or a derivative thereof.

10. The method according to claim 9 wherein the milbemycin or derivative thereof is milbemycin oxime.

11. The method according to claim 6 wherein the host animal is selected from dogs, cats, horses, cattle, sheep, and pigs.