Derivatives of amines and amino acids

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

1979-06-25

1981-05-12

Trousof, Natalie

Organic compounds -- part of the class 532-570 series

Organic compounds

Amino nitrogen containing

560159, 564159, 564164, 564165, 564197, 564215, 564240, 424300, 424320, 424324, 424325, 424326, C07C 8724, C07C10328, C07C10344, C07C12506

Patent

active

042673747

ABSTRACT:
Novel compounds of the formula ##STR1## wherein A is methylene, ethylene or ethylidene; R.sub.1 is --C.tbd.CH or --CH.dbd.CH.sub.2 ; R.sub.2 is hydrogen or COR wherein R is hydroxy, a straight or branched alkoxy group of from 1 to 8 carbon atoms, --NR.sub.4 R.sub.5 wherein each of R.sub.4 and R.sub.5 is hydrogen or a straight or branched lower alkyl group of from 1 to 4 carbon atoms or ##STR2## wherein R.sub.6 is hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, benzyl or p-hydroxybenzyl; R.sub.a is hydrogen, ##STR3## alkylcarbonyl wherein the alkyl moiety has from 1 to 4 carbon atoms and is straight or branched, alkoxycarbonyl wherein the alkoxy moiety has from 1 to 4 carbon atoms and is straight or branched or ##STR4## wherein R.sub.7 is selected from hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, benzyl and p-hydroxybenzyl; and R.sub.b has the same meaning as defined for R.sub.a except R.sub.b is not ##STR5## and R.sub.a and R.sub.b can be the same or different; with the provisos that when R.sub.2 is hydrogen, R.sub.1 is --C.tbd.H; when A is ethylidene, R.sub.2 is hydrogen; and when R.sub.a is ##STR6## A is methylene; and pharmaceutically acceptable salts and individual optical isomers thereof.

REFERENCES:
patent: 2662915 (1953-12-01), Lontz et al.
patent: 2766285 (1956-10-01), Hennion
patent: 3959356 (1976-05-01), Metcalf et al.
patent: 4026925 (1977-05-01), Pigerol et al.
Relyea, Noel et al., "Potent Inhibition of Ornithine Decarboxylase by Beta, Gamma-Unsaturated Substrate Analogs." Biochem. Biophysics Res. Commun. (1975) 67(1) pp. 392-402.
Rando, Robert R., "Chemistry and Enzymology of k.sub.cat Inhibitors." Science, Bol. 185, pp. 320-324, (Jul. 1974).

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