Neue Glyzerinester,Verfahren zu ihrer Herstellung und diese Ester enthaltende pharmazeutische Zusammensetzungen

摘要

1,220,468. α-Glyceryl esters. SCHERICO Ltd. 5 April, 1968 [10 April, 1967 (2)], No. 16477/68. Heading C2C. Novel compounds of formula I and cyclic acetals and ketals and salts thereof wherein A is N or CH, R is H or CH 3 , R1 is alkyl, alkoxy, halogen CF 3 or NO 2 , R2 and R, are each H, NO 2 , CF 3 , halogen or alkyl are prepared by condensation by known methods of a compound of formula Y.CH 2 X1 with a compound of formula wherein X1 is an α,#-dihydroxyethyl group or a cyclic acetal or ketal thereof or is a vinyl or epoxyethyl group and Y and Z are groups capable of condensing during the reaction to leave a bridge of formula between the groups -CH 2 X1 and that of formula and, where X1 is vinyl or epoxyethyl, converting the product by known methods of oxidation and/or hydrolysis to a #,γ-dihydroxypropyl ester. The preferred exemplified method involves transesteriflcation of a compound of Formula VI wherein B is an electron withdrawing group, e.g. cyano, carbamoyl, acyl or carbethoxy, with an alcohol of formula HO.CHOH.CH 2 OH or a cyclic ketal thereof, optionally followed by splitting off the ketal group. Intermediates of Formula VI above wherein B is H, cyano, carbamoyl, acetyl, benzoyl, carbethoxy and vinyl are prepared either by esterification of the free acid or transesterification of the methyl ester with the appropriate alcohol HOCH 2 B or in the case of the compound B=carbamoyl by hydrolysis of the compound B=CN. Anilinonicotinic acids and their esters used to prepare intermediates of Formula VI above wherein A is N are prepared either by reaction of an appropriate 2-chloronicotinic acid or ester and an appropriately substituted aniline. Pharmaceutical compositions having antiinflammatory antipyretic and analgesic action in conventional forms for oral, rectal, topical or transcutaneous administration comprise an above novel compound and pharmaceutical carriers or excipients.