C - Chemistry – Metallurgy – 07 – H
Patent
C - Chemistry, Metallurgy
07
H
260/468, 260/480
C07H 19/16 (2006.01) C07D 211/76 (2006.01)
Patent
CA 1090791
ABSTRACT OF THE DISCLOSURE Novel acetylenic derivatives of .alpha.-amino acids of the following general structure: Image wherein Z is .beta.-methylthioethyl, .beta.-benzylthioethyl, S-(5'- desoxyadenosin-5'-yl)-S-methylthioethyl, .gamma.-guanidinopropyl, or RHN(CH2)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 Image , wherein R2 is hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, benzyl or p-hydroxybenzyl; R1 is hydroxy, a straight or branched alkoxy group of from 1 to 8 carbon atoms, -NR4R5 wherein each of R4 and R5 is hydrogen or a lower alkyl group of from 1 to 4 carbon atoms, or Image wherein R1 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(CH2)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 R1 is hydroxy, when Z is .gamma.- guanidinopropyl, R is hydrogen and R1 is hydroxy or a straight or branched lower alkoxy group of from 1 to 8 carbon atoms, and when Z is RHN(CH2)n- both R groups are the same; and pharmaceutically acceptable salts and indi- vidual optical isomers thereof.
304903
Jung Michel
Metcalf Brian W.
Merrell Toraude Et Compagnie
Osler Hoskin & Harcourt Llp
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