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

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

1977-07-01

1980-01-08

Ford, John M.

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

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

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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