NOUVEAUX DERIVES DE 16-AMINO-18, 19, 20-TRINOR-PROSTAGLANDINE ET LEURS SELS D'ADDITION ACIDES, PROCEDE POUR LEUR PREPARATION ET MEDICAMENTS LES CONTENANT

• Main Author: DR EVA TOTH-SARUDY GABOR AMBRUS GYORGY CSEH JANOS BORVENDEG, IMRE MORAVCSIK ET GABRIELLA MEZEI
• Format: Patent
• Language: French
• Published: 11.06.1982
• Subjects: ACYCLIC OR CARBOCYCLIC COMPOUNDS; CHEMISTRY; HUMAN NECESSITIES; HYGIENE; MEDICAL OR VETERINARY SCIENCE; METALLURGY; ORGANIC CHEMISTRY; PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES; SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS

LA PRESENTE INVENTION EST RELATIVE A DE NOUVEAUX DERIVES DE 16-AMINO-18, 19, 20-TRINOR-PROSTAGLANDINE AINSI QU'A DES MEDICAMENTS LES CONTENANT.CES DERIVES REPONDENT A LA FORMULE GENERALE I CI-APRES DANS LAQUELLE C-15 ET C-16 PEUVENT PRESENTER LA CONFIGURATION S OU R, Y REPRESENTE UN ATOME D'HYDROGENE OU UN GOUPE ALKYLE INFERIEUR, W EST UN ATOME D'HYDROGENE OU D'HALOGENE, UN GROUPE HYDROXY-, ALCOXY- OU ALKYLE INFERIEUR, ET LEURS SELS D'ADDITION ACIDES.APPLICATION PRINCIPALEMENT EN ELEVAGE DU BETAIL POUR SYNCHRONISER LES CHALEURS ET LES NAISSANCES. The invention relates to new 16-amino-18,19,20-trinor-prostaglandin derivatives of general formula I, having at C-17 a substituted or unsubstituted phenyl group, wherein C-15 and C-16 may have either S or R configuration, Y stands for a hydrogen atom or a lower alkyl group, W stands for a hydrogen atom, halogen atom, hydroxy group, lower alkyl or alkoxy group, and their acid addition salts. These compounds can be prepared by removing the ester group and the p-nitrobenzyloxycarbonyl protective group of a 9 alpha ,11 alpha ,15-trihydroxy-16-p-nitrobenzyloxycarbonylamido-17-phenyl-5-cis,13-tra ns-18,19,20-trinor-prostadienoic acid derivative of general formula XII-wherein C-15 and C-16 may have either S or R configuration, W is as defined above, and Y stands for a lower alkyl group-in an optional sequence with the limitation that in those compounds of general formula I where W is as defined above and Y stands for a lower alkyl group, solely the p-nitrobenzyloxycarbonyl group is removed, and the resulting product of general formula I is optionally converted with an organic or inorganic acid into a salt. The new prostaglandin derivatives of the invention have valuable therapeutical properties, and can be applied in cattle raising for estrus and birth synchronization, furthermore in the veterinary praxis for the treatment of sterility, chronic endometritis and pyometry.