Nonaprenylamine derivatives

Details Nonaprenylamine derivatives Nonaprenylamine derivatives

C - Chemistry, Metallurgy

07

C

260/606.5, 260/6

C07C 211/21 (2006.01)

Patent

CA 1172266

ABSTRACT OF THE DISCLOSURE New nonaprenylamine derivatives having the general formula: Image (I) wherein R1 represents a hydrogen atom, a nonaprenyl group or a lower alkyl group, and R2 represents a lower alkyl or alkenyl group optionally substituted with at least one hydroxy or alkylamino group, or a cycloalkyl group, and the pharmaceutically acceptable acid addition salts thereof, are prepared by (a) converting nonaprenol of the formula: Image (II) into a corresponding halide or arylsulfonic acid ester which is thereafter reacted with a primary or secondary amino corn- pound having the general formula: Image (III) wherein R1 and R2 have the aforesaid meanings, in the presence or absence of a base, to obtain the desired nonaprenylamine of the formula (I), or (b) oxidizing nonaprenol to a corre- sponding aldehyde which is then condensed with a primary amino compound having the general formula: H2N-R2 (III') wherein R2 has the aforesaid meanings, to form a corresponding imino compound which in turn is reduced to obtain a nonaprenyl- amine of the formula (I) in which R1 is hydrogen and R2 has the aforesaid meanings. When a pharmaceutically acceptable acid addition salt is desired, the nonaprenylamine of the formula (I) thus obtained is further reacted with a pharma- ceutically acceptable acid to provide the desired salt. The nonaprenylamine derivatives of the formula (I) are useful for controlling virus infection of vertebrate animals.

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