Antiparasitic avermectin derivatives

Details Antiparasitic avermectin derivatives Antiparasitic avermectin derivatives

C - Chemistry, Metallurgy

12

P

195/101, 167/202

C12P 19/62 (2006.01) C07H 19/01 (2006.01)

Patent

CA 1340678

The invention provides broad spectrum antiparasitic compounds of the formula: (see formula I) . The broken line at the 22-23 position represents an optional double bond wherein either R1 is H or OH and the double bond is absent, or, the double bond is present and R1 is absent. R3 is hydrogen or methyl; and R4 is H or a 4'-(alpha-L-oleandrosyl)- alpha-L-oleandrosyloxy group of the formula: (see formula II) with the proviso that when R4 and R1 are both H and the double bond is absent, R2 is not H or CH3. Preferred values of R2 include methyl, isopropyl, sec-butyl, thiomethyl, thioethyl and 1-trifluoromethylethyl. formula SR5 wherein R5 is C1-C8 alkyl, C2-C8 alkenyl, C2-C8 alkynyl, C3-C8 cycloalkyl, C5-C8 cycloalkenyl, phenyl or substituted phenyl wherein the substituent is C1-C4 alkyl, C1-C4 alkoxy or halo, or a 3 to 6 membered oxygen or sulphur containing heterocyclic ring which may be saturated, or fully or partially unsaturated and which may optionally be substituted by one or more C1-C4 alkyl groups or halo atoms; R3 is hydrogen or methyl; end R4 is H or a 4'-(alpha-L-oleandrosyl)-alpha-L-oleandrosyloxy group of the formula: (see formula III) with the proviso that when R4 and R1 are both H and the double bond is absent, R2 is not H or CH3, are broad spectrum antiparasitic agents having utility as anthelmintics, ectoparasiticides, insecticides and acaricides.

582721

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