Process for manufacture of 1-deamino-8-D-arginine vasopressin

US5500413A · kind A · utility

Assignee

• Ferring AB · SE

Inventors

• Krister Larsson · Malmö, SE
• Thomas Mellbrand · Malmö, SE
• Birgitta Mörnstam · Bunkeflo, SE
• Jan Roschester · Lund, SE
• Jan-Ake Skoldback · Malmö, SE

Key dates

• Filing date: Jun 29, 1993
• Grant date: Mar 19, 1996
• Expiry date: Jun 29, 2013

Classification

• Technology area (CPC Y): Emerging Cross-Sectional Technologies
• CPC primary: Y02P20/55
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

A process for the manufacture of 1-deamino-8-D-arginine vasopressin (DDAVP) comprising, condensing a preparation of Mpa(R.sup.1)-Tyr-Phe-Gln-Asn-Cys(R.sup.2)-Pro-OH (SEQ ID NO: 1), where R.sup.1 and R.sup.2 are sulfhydryl-protecting groups, with the dipeptide (R.sup.3)-D-Arg(HCl)-Gly-NH.sub.2, where R.sup.3 is an acid-sensitive amino-protecting group, to form Mpa(R.sup.1)-Tyr-Phe-Gln-Asn-Cys(R.sup.2)-Pro-D-Arg(HCl)-Gly-NH.sub.2 (SEQ ID NO: 1), which is oxidized with iodine in a protic solvent. The reaction mixture containing the oxidized product can be purified by ion exchange chromatography on a cation exchange resin equilibrated with acid. Also disclosed is high-purity DDAVP obtained by this process and its use for treating diurea.