Decaprenylamine derivatives

Details Decaprenylamine derivatives Decaprenylamine derivatives

C - Chemistry, Metallurgy

07

D

260/295, 260/601

C07D 213/04 (2006.01) C07C 87/29 (1980.01) C07C 87/50 (1980.01)

Patent

CA 1150268

ABSTRACT New decaprenylamines having the general formula: Image (I) wherein n represents an integer of 0 - 2, R1 represents a hydrogen atom, a lower alkyl group or a decaprenyl group, and R2 represents a phenyl group or a pyridyl group, and the pharmaceutically acceptable acid addition salts thereof, are prepared by (a) converting decaprenol of the formula: Image (II) into a corresponding halide or sulfonic acid ester which is thereafter reacted with a primary or secondary amino compound having the general formula: (III) Image wherein R1, R2 and n have the aforesaid meanings, in the presence or absence of a base, to obtain the desired deca- prenylamine of the formula (I); or (b) oxidizing decaprenol to a corresponding aldehyde which is then condensed with a primary amino compound having the general formula: Image (III') wherein R2 and n have the aforesaid meanings, to form a corresponding imino compound which in turn is reduced to obtain a decaprenylamine of the formula (I) in which R1 is hydrogen and R2 and n have the aforesaid meanings. When a pharmaceuti- cally acceptable acid addition salt is desired, the decaprenyl- amine of the formula (I) thus obtained is further reacted with a pharmaceutically acceptable acid to provide the desired salt. The decaprenylamines of the formula (I) are useful for controll- ing virus infection of vertebrate animals.

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