Antiparasitic Pour-On Compositions
AssigneeIntervet Inc.
InventorsJohn Gerard SHEEHAN, Keith FREEHAUF, Annie FLOCHLAY-SIGOGNAULT
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Abstract
Liquid veterinary pour-on or spot-on composition comprising at least one isoxazoline compound of formula (I) and a pharmaceutically acceptable carrier comprising at least one dermal penetration 5 enhancer comprising menthol and a solvent system comprising a pyrrolidone solvent are disclosed. Methods for using and administering such preparation in the prevention and control of parasite infestations in livestock animals are also disclosed.
Claims37
A liquid veterinary composition comprising an effective amount of at least one isoxazoline compound of formula (1)
- wherein
- R1=halogen, CF3, OCF3, or CN;
- n=integer from 0 up to and including 3;
- m=1 or 2;
- R2=C1-C3 haloalkyl;
- T=ring structure:
- 5-, or 6-membered, or bicyclic, which is optionally substituted by one or more radicals Y;
- Y=methyl, halomethyl, halogen, CN, NO2, NH2—C═S, or two adjacent radicals Y together form a chain;
- Q=X—NR3R4, NR5-NR6—X—R3, X—R3, or a 5-membered N-heteroaryl ring, which is optionally substituted by one or more radicals;
- X=CH2, CH(CH3), CH(CN), CO, CS;
- R3=hydrogen, methyl, haloethyl, halopropyl, halobutyl, methoxymethyl, methoxyethyl, halomethoxymethyl, ethoxymethyl, haloethoxymethyl, propoxymethyl, thylaminocarbonylmethyl, ethylaminocarbonylethyl, dimethoxyethyl, propynylaminocarbonylmethyl, N-phenyl-N-methyl-amino, haloethylaminocarbonylmethyl, haloethylaminocarbonylethyl, tetrahydrofuryl, methylaminocarbonylmethyl, (N,N-dimethylamino)-carbonylmethyl, propylaminocarbonylmethyl, cyclopropylaminocarbonylmethyl, propenylaminocarbonylmethyl, haloethylaminocarbonylcyclopropyl, alkylsulfanylalkyl, alkylsulfinylalkyl, alkylsulfonylalkyl, cycloalkyl,
- wherein
- ZA=hydrogen, halogen, cyano, or halomethyl (CF3);
- R4=hydrogen, ethyl, methoxymethyl, halomethoxymethyl, ethoxymethyl, haloethoxymethyl, propoxymethyl, methylcarbonyl, ethylcarbonyl, propylcarbonyl, cyclopropylcarbonyl, methoxycarbonyl, methoxymethylcarbonyl, aminocarbonyl, ethylaminocarbonylmethyl, ethylaminocarbonylethyl, dimethoxyethyl, propynylaminocarbonylmethyl, haloethylaminocarbonylmethyl, cyanomethylaminocarbonylmethyl, or haloethylaminocarbonylethyl;
- R5=H, alkyl, or haloalkyl;
- R6=H, alkyl, or haloalkyl;
- or wherein R3 and R4 together form a substituent selected from the group consisting of:
- or a pharmaceutically acceptable salt thereof, wherein the composition is a pour on and comprises a pharmaceutically acceptable carrier comprising at least one dermal penetration enhancer and a solvent system, wherein the dermal penetration enhancer comprises menthol, and the solvent system comprises a pyrrolidone solvent.
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A method of protecting a cattle animal from ectoparasite infestation comprising administering an effective dose of the liquid veterinary composition comprising an effective amount of at least one isoxazoline compound of formula (I)
- wherein
- R1=halogen, CF3, OCF3, or CN;
- n=integer from 0 up to and including 3;
- m=1 or 2;
- R2=C1-C3 haloalkyl;
- T=ring structure:
- 5-, or 6-membered, or bicyclic, which is optionally substituted by one or more radicals Y;
- Y=methyl, halomethyl, halogen, CN, NO2, NH2—C═S, or two adjacent radicals Y together form a chain;
- Q=X—NR3R4, NR5-NR6—X—R3, X—R3, or a 5-membered N-heteroaryl ring, which is optionally substituted by one or more radicals;
- X=CH2, CH(CH3), CH(CN), CO, CS;
- R3=hydrogen, methyl, haloethyl, halopropyl, halobutyl, methoxymethyl, methoxyethyl, halomethoxymethyl, ethoxymethyl, haloethoxymethyl, propoxymethyl, thylaminocarbonylmethyl, ethylaminocarbonylethyl, dimethoxyethyl, propynylaminocarbonylmethyl, N-phenyl-N-methyl-amino, haloethylaminocarbonylmethyl, haloethylaminocarbonylethyl, tetrahydrofuryl, methylaminocarbonylmethyl, (N,N-dimethylamino)-carbonylmethyl, propylaminocarbonylmethyl, cyclopropylaminocarbonylmethyl, propenylaminocarbonylmethyl, haloethylaminocarbonylcyclopropyl, alkylsulfanylalkyl, alkylsulfinylalkyl, alkylsulfonylalkyl, cycloalkyl,
- wherein
- ZA=hydrogen, halogen, cyano, or halomethyl (CF3);
- R4=hydrogen, ethyl, methoxymethyl, halomethoxymethyl, ethoxymethyl, haloethoxymethyl, propoxymethyl, methylcarbonyl, ethylcarbonyl, propylcarbonyl, cyclopropylcarbonyl, methoxycarbonyl, methoxymethylcarbonyl, aminocarbonyl, ethylaminocarbonylmethyl, ethylaminocarbonylethyl, dimethoxyethyl, propynylaminocarbonylmethyl, haloethylaminocarbonylmethyl, cyanomethylaminocarbonylmethyl, or haloethylaminocarbonylethyl;
- R5=H, alkyl, or haloalkyl;
- R6=H, alkyl, or haloalkyl;
- or wherein R3 and R4 together form a substituent selected from the group consisting of:
- or a pharmaceutically acceptable salt thereof, wherein the composition is administered as a pour on and comprises a pharmaceutically acceptable carrier comprising at least one dermal penetration enhancer and a solvent system, wherein the dermal penetration enhancer comprises menthol, and the solvent system comprises a pyrrolidone solvent to an animal in need thereof.
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Dependencies are inferred from the claim text.