ALPHA-ACETYLENISCHE DERIVATE VON ALPHA-AMINOSAEUREN UND EIN VERFAHREN ZU DEREN HERSTELLUNG

• Main Authors: MICHEL JUNG, BRIAN WALTER METCALF
• Format: Patent
• Language: German
• Published: 30.03.1984
• Subjects: ACYCLIC OR CARBOCYCLIC COMPOUNDS; CHEMISTRY; DERIVATIVES THEREOF; HETEROCYCLIC COMPOUNDS; HUMAN NECESSITIES; HYGIENE; MEDICAL OR VETERINARY SCIENCE; METALLURGY; NUCLEIC ACIDS; NUCLEOSIDES; NUCLEOTIDES; ORGANIC CHEMISTRY; PEPTIDES; PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES; SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS; SUGARS

Novel acetylenic derivatives of alpha -amino acids of the following general structure: 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 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 wherein R3 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 individual optical isomers thereof.