13-ether-substituted milbemycin derivatives

Details 13-ether-substituted milbemycin derivatives 13-ether-substituted milbemycin derivatives

C - Chemistry, Metallurgy

07

H

167/202, 260/228

C07H 17/08 (2006.01) A01N 43/90 (2006.01) A61K 31/365 (2006.01) A61K 31/70 (2006.01) C07D 493/22 (2006.01) C07H 19/01 (2006.01)

Patent

CA 2037414

ABSTRACT OF THE DISCLOSURE Compounds of formula (I): Image (I) in which: R1 is a variety of organic groups; R2 is hydrogen, halogen, cyano, nitro, optionally substituted alkyl, alkoxy, alkoxyalkoxy, or a group of formula: Image or Image (wherein m is 1 or 2; n is 0, 1 or 2; R6 is a variety of organic groups; R7 is alkyl, cycloalkyl, or aralkyl; R9 is hydrogen or alkyl; R10 is any of R6, or cyano, nitro, -COOR7, or -COR6; Y is oxygen or sulfur; Z is -COOR7, -COR6 or Image ; Q is methylene, ethylene or -OCH2-; P is methylene, ethylene, oxygen or a single bond; V and W each represents methylene, carbonyl or thiocarbonyl; R3 and R4 are hydrogen, alkyl or alkoxy; R11 is alkyl, alkoxy, alkylthio, alkanoyloxy, alkoxycarbonyl, halogen, cyano, nitro, amino, mono- or di- alkylamino, carbamoyl, mono- or di- alkylcarbamoyl, or alkanoylamino; R12 is hydrogen or alkyl; R13 is alkyl; R5 is methyl, ethyl, isopropyl or sec-butyl; and X is hydroxy, alkanoyloxy or hydroxyimino] and salts and esters thereof have valuable anthelminitic, acaricidal and insecticidal activities. Methods of preparing the compounds are also provided.

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