Nonaprenylamine derivatives

Details Nonaprenylamine derivatives Nonaprenylamine derivatives

A - Human Necessities

61

K

260/601.7, 260/6

A61K 31/135 (2006.01) A61K 31/13 (2006.01)

Patent

CA 1172265

ABSTRACT OF THE DISCLOSURE New nonaprenylamine derivatives having the general formula: Image (I) wherein n is an integer of from 0 to 2, R1 represents a hydrogen atom, a lower alkyl group or a nonaprenyl group, and R2 represents a phenyl 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 compound having the general formula: Image (III) wherein n, R1 and R2 have the aforesaid meanings, in the presence or absence of a base, to obtain the desired nona- prenylamine of the formula (I); or (b) oxidizing nonaprenol to a corresponding aldehyde which is then condensed with a primary amino compound having the general formula: H2N?CH2?nR2 (III') wherein n and R2 have the aforesaid meanings, to form a corresponding imino compound which in turn is reduced to obtain a nonaprenylamine of the formula (I) in which R1 is hydrogen and R2 has the aforesaid meaning. When a pharma- ceutically acceptable acid addition salt is desired, the nonaprenylamine of the formula (I) thus obtained is further reacted with a pharmaceutically acceptable acid to provide the desired salt. The decaprenylamine derivatives of the formula (I) are useful for controlling virus infection of vertebrate animals.

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