.alpha.-Acetylenic derivatives of .alpha.-amino acids

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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260239B, 260558A, 260558S, 260559A, 260559T, 260561A, 424253, 424300, 424311, 424319, 424320, 536 26, 560 16, 560 25, 560 39, 560 41, 560153, 560158, 560168, 560169, 562426, 562448, 562450, 562556, 562560, 562561, C07D21172, C07D22310, C07C10124

Patent

active

041828917

ABSTRACT:
Novel acetylenic derivatives of .alpha.-amino acids of the following general structure: ##STR1## wherein Z is .beta.-methylthioethyl, .beta.-benzylthioethyl, S-(5'-desoxyadenosin-5' -yl)-S-methylthioethyl, .gamma.-guanidinopropyl, or RHN(CH.sub.2).sub.n --; n is the integer 3 or 4; each R is hydrogen, 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 ##STR2## wherein R.sub.2 is hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, benzyl or p-hydroxybenzyl; R.sub.1 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 lower alkyl group of from 1 to 4 carbon atoms, or ##STR3## wherein R.sub.3 is hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, benzyl or p-hydroxybenzyl; and the lactams thereof when Z is RHN(CH.sub.2).sub.n -- and each R is hydrogen; with the provisos that when Z is .beta.-benzylthioethyl or S-(5'-desoxyadenosin-5' -yl)-S-methyl-thioethyl, R is hydrogen and R.sub.1 is hydroxy, when Z is .gamma.-guanidinopropyl, R is hydrogen and R.sub.1 is hydroxy or a straight or branched lower alkoxy group of from 1 to 8 carbon atoms, and when Z is RHN(CH.sub.2).sub.n -- both R groups are the same; and pharmaceutically acceptable salts and individual optical isomers thereof.

REFERENCES:
patent: 2513831 (1950-07-01), Warner et al.
patent: 3959356 (1976-05-01), Metcalf et al.
patent: 4133964 (1979-01-01), Metcalf et al.
patent: 4139563 (1979-02-01), Metcalf et al.

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