13-substituted milbemycin 5-oxime derivatives, their...

C - Chemistry – Metallurgy – 07 – H

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C07H 19/01 (2006.01) A01N 43/90 (2006.01) A01N 47/20 (2006.01) A01N 47/30 (2006.01) A61K 31/70 (2006.01)

Patent

CA 2186650

Compounds of formula (I): Image (I) wherein- R1 is methyl, ethyl, isopropyl or sec-butyl; X is carbonyl or methylene; Z is =C=(R2)2 or =C=(CH2)m (in which R2 is alkyl, and m is integer of from 2 to 5); n is 0 or 1; R3 is nitro, amino, alkylamino, dialkylamino, alkoxy, alkoxyalkoxy, or a group (iii), (iv), (v), (vi), (vii), (viii) or (ix): Image (iii) Image (iv) Image (v) Image (vi) Image (vii) Image (viii), Image (ix) (wherein: R4 represents: alkyl; substituted alkyl; cycloalkyl having from 3 to 6carbon atoms; substituted cycloalkyl; alkenyl; ,alkynyl; carbocyclic aryl; or heterocyclic; R5 is hydrogen atom or alkyl; R6 represents: hydrogen; alkyl; or cycloalkyl; R7 represents: alkyl; cycloalkyl; carbocyclic aryl; or aralkyl; or R6 and R7, together with the nitrogen atom to which they are attached, are fused to form heterocyclic ring; Y is oxygen or sulfur; r is 1, 2 or 3; Q is methylene or carbonyl; R8 is: alkyl or carbocyclic aryl; R9 is: alkyl; cycloalkyl; carbocyclic aryl; oraralkyl; R10 is heterocyclic; and R11 is alkyl); have valuable acaricidal, insecticidal and anthelmintic activities.

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