13-substituted milbemycin derivatives, their preparation and...

Details 13-substituted milbemycin derivatives, their preparation and... 13-substituted milbemycin derivatives, their preparation and...

C - Chemistry, Metallurgy

07

H

167/185, 167/202

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

Patent

CA 1339129

Compounds of formula (I):: (see fig. I) [in which: R1 and R2 are hydrogen, halogen, cyano, nitro, alkyl, substituted alkyl, alkoxy, alkoxyalkoxy, -(CH2)nNHR9, (where n is 0, 1 or 2, and R9 is hydrogen or alkyl), -(CH2)nNR9C(=O)R6 (where R6 is hydrogen, alkyl, substituted alkyl, alkenyl, alkynyl, cycloalkyl, substituted cycloalkyl, aryl, or heterocyclic), -(CH2)nNR9 COCOR6, -(CH2)nR9COCOOR7 (where R7 is alkyl, cycloalkyl or aralkyl), -(CH2)nNR9 CHR6NHCOR6, -(CH2)nNR9CHR6NHCONHR6, -(CH2)nNR9 CHR6 NHCOOR7, -(CH2)nNR9C(=Y)YR6 (where each Y is oxygen or sulfur), -(CH2)nNR9 C(=Y)NR6' R6' (where each R6' is R6, or the two and the nitrogen form a heterocyclic group), -(CH2)nNR9 C(=Y)NR6" NR6" R6" (where each R6" is R6, or any two of R6" and its nitrogen forms a heterocyclic group), -(CH2)nNR9 C(=Y)NR6 NHZ (where Z is -COOR7 , -COR6 or -SO2R6), -(CH2)nNR9C(=NR10)NHR10 (where each R10 is R6 , cyano, nitro, -COOR7 or -COR6 ), -(CH2)nNR9 C(=NR10 )R6, -(CH2)nNR9 SOmR6 (where m is 1 or 2), -CONHR6 , or -COOR7 ), R3 and R4 are each hydrogen, alkyl or alkoxy; R5 is methyl, ethyl, isopropyl or sec-butyl; and X is hydroxy, alkanoyloxy, substituted alkanoyloxy or hydroxyimino] and it6 salts have valuable acaricidal, insecticidal and anthelmintic activities.

610224

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