Peptides and therapeutic applications thereof

US4407794A · kind A · utility

Assignee

• CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE · FR

Inventors

• Bernard Roques · Paris, FR
• Jeanne-Marie Lecomte · Paris, FR

Key dates

• Filing date: Aug 3, 1981
• Grant date: Oct 4, 1983
• Expiry date: Aug 3, 2001

Classification

• Technology area (CPC A): Human Necessities
• CPC primary: A61K38/00
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

This invention relates to peptide derivatives of the formula: EQU Tyr--A--Gly--B--C--D (I) in which: PA1 A is a D.Ala, AzaGly, Aib, D.Ser., D.Thr, D.Cys, homo Serine, .beta.Phe Ser, .beta.OH Leu, 4OH Ile, .alpha.,.beta.,.gamma. OHNor Val or OH Val residue in which the side-chain OH or SH groups, when same exist, may be free or protected (i) by a straight- or branched-chain alkyl containing 1-6 carbon atoms, (ii) by an unsubstituted phenyl radical or a phenyl radical substituted with one or more fluorine atoms, (iii) by an unsubstituted benzyl radical or a benzyl radical substituted with one or more fluorine atoms, (iv) by an aliphatic acyl radical having 1-6 carbon atoms or an acyl radical COX in which X is a phenyl, benzyl or benzhydryl radical, optionally substituted with one or more fluorine atoms, PA1 B is a L.Phe, pF.L.Phe or pentafluoro L.Phe residue, PA1 C is a Leu, N.Leu or Ile residue of D or L configuration, PA1 D is hydrogen or a group of the formula: ##STR1## in which n=0, 1 or 2, R is a hydrogen atom or a radical as defined for the protection of group OH of residue A, PA1 Y is a hydrogen atom, a group hydroxy, carboxy, carbamoyl, a group OR.sub.1, COOR.sub.1 or CONHR.s…