Derivatives of amines and amino acids

Details Derivatives of amines and amino acids Derivatives of amines and amino acids

C - Chemistry, Metallurgy

07

C

260/470, 260/480

C07C 271/06 (2006.01) A61K 31/205 (2006.01)

Patent

CA 1121375

ABSTRACT OF THE DISCLOSURE Novel compounds of the formula Image wherein A is methylene, ethylene or ehtylidene; R1 is -C?CH or -CH=CH2; R2 is hydrogen or COR wheretn R ts hydroxy, a stralght or branched alkoxy group of from 1 to 8 carbon atoms, -NR4R5 wherein each of R4 and R5 is hydrogen or a straight or branched lower alkyl group of from 1 to 4 carbon atoms or Image wherein R5 is hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, benzyl or p-hydroxybenzyl; Ra is hydrogen, Image , alkyl- carbonyl wherein the alkyl moiety has from 1 to 4 carbon atoms and is straight or branched, alkoxycarbonyl wherein the alkoxy motety has from 1 to 4 carbon atoms and is straight or branched or Image wherein R7 is selected from hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, benzyl and p-hydroxybenzyl; and Rb has the same meaning as defined for Ra except Rb is not Image , and Ra and Rb can be the same or different; with the provisos that when R2 is hydrogen, R1 is -C?CH; when A is ethylidene, R2 is hydrogen; and when Ra is Image , A is methylene; and pharmaceutically acceptable salts and individual optical isomers thereof. The compounds are irreversible enzyme inhibitors and are useful as anti- infective agents, in the control of certain rapid growth processes and in the inhibition of the immune response. The compounds are also useful as intermediates in the preparation of novel cephalosporin derivatives.

304899

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