Benzimidazole anthelmintic agents

Details Benzimidazole anthelmintic agents Benzimidazole anthelmintic agents

C - Chemistry, Metallurgy

07

D

C07D 235/32 (2006.01) A01N 47/18 (2006.01) A61K 31/41 (2006.01) A61K 31/435 (2006.01) C07D 401/00 (2006.01) C07D 401/12 (2006.01) C07D 403/00 (2006.01) C07D 403/12 (2006.01) C07D 405/00 (2006.01) C07D 405/12 (2006.01) C07D 409/00 (2006.01) C07D 409/12 (2006.01) C07D 413/00 (2006.01) C07D 413/12 (2006.01) C07D 417/00 (2006.01) C07D 417/12 (2006.01) C07D 521/00 (2006.01)

Patent

CA 2120616

Benzimidazole anthelmintic agents of the formula (I) and their non-toxic salts, wherein R1, which is in the 5(6)-position,is either H or certain stated substituents, "alk" is a methylene or ethylene group; R2 is cyano, C2-C4 alkenyl, C2-C4 alkynyl, C2-C4 alkanoyl, C1-C4 alkoxy, C2-C4 alkenoxy, aryl, heteroaryl, aryl-(C1-C4 alkoxy) or heteroaryl-(C1-C4 alkoxy), in which "aryl" means phenyl optionally substituted by 1 to 3 substituents each independently selected from halo, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 alkithio, C1-C4 alkylsulphinyl, and C1-C4 alkylsulphonyl in which "heteroaryl" means thienyl, furyl or pyridininyl all optionally substituted by 1 to 3 substituents each independently selected from halo, C1-C4 alkyl, C1-C4 alkoxy, C1-C4 alkylthio, C1-C4 alkylsulphinyl and C1-C4 alkylsulphonyl; and R3 is a C1-C4 alkyl group. The anthelmintic agents(I) are, unexpectedly, active topically and parenterally, and are thus suitable for spot-on, pour-on, or parental (especial]y intramuscular) administration.

Agents anthelmintiques à base de benzimidazole de formule (I) et leurs sels non toxiques, où R1, en position 5(6), est un H ou l'un des substituants spécifiés, « alk » est un méthylène ou un éthylène; R2 est un groupe cyano, alcényle C2-C4, alcynyle C2-C4, alcanoyle C2-C4, alcoxy C1-C4, alcénoxy C2-C4, aryle, hétéroaryle, aryl(alcoxy C1-C4) ou hétéroaryl(alcoxy C1-C4), « aryl(e) » désignant un phényle avec, facultativement, 1 à 3 substituants choisis chacun indépendamment parmi un halogène ou un groupe alkyle C1-C4, alcoxy C1-C4, alkylthio C1-C4, alkylsulfinyle C1-C4 ou alkylsulfonyle C1-C4, « hétéroaryl(e) » désignant un thiényle, un furyle ou un pyridinyle, tous avec, facultativement, 1 à 3 substituants, choisis chacun indépendamment parmi un halogène ou un groupe alkyle C1-C4, alcoxy C1-C4, alkylthio C1-C4, alkylsulfinyle C1-C4 ou alkylsulfonyle C1-C4; R3 est un groupe alkyle C1-C4. Ces agents anthelmintiques (I) sont, de manière inattendue, actifs par voie topique et parentérale, et ils conviennent donc bien pour l'administration (particulièrement musculaire) cutanée localisée, transcutanée ou encore parentérale.

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