Calcitonin derivatives

US4758550A · kind A · utility

Assignee

• Sandoz AG · CH

Inventors

• Francois Cardinaux · Reinach, CH
• Janos Pless · Basel, CH
• Robert H. Buck · Rheinfelden (Baden), DE

Key dates

• Filing date: Dec 3, 1986
• Grant date: Jul 19, 1988
• Expiry date: Dec 3, 2006

Classification

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

Abstract

A compound of formula I ##STR1## wherein R is H or R'CO wherein R'CO is an acyl radical of a carboxylic acid, PA0 Y.sub.1 is the radical linked to an alpha carbon atom an .alpha.-amino acid, PA0 Y.sub.2 is the radical linked to an alpha carbon atom of an .alpha.-amino acid, ##STR2## --CH.sub.2 --S--S--CH.sub.2 --CH.sub.2 --COOH, --(CH.sub.2).sub.p --COOH or --CH.sub.2 --S--Y.sub.3, PA0 Y.sub.3 is (C.sub.1-4)alkyl or benzyl optionally substituted by methyl or methoxy, PA0 or CH.sub.3 CO--NH--CH.sub.2 --, PA0 n is 1 to 4, PA0 A.sub.6 is Thr or D-Thr, PA0 p is 3 to 5, PA0 A.sub.8 is the aminoacyl radical of a neutral, lipophilic L-.alpha.-aminoacid, PA0 A.sub.9 is the aminoacyl radical of a neutral, lipophilic L- or D-.alpha.-aminoacid, PA0 Z is a polypeptide radical corresponding to the polypeptide radical in positions 10 to 31 of a natural calcitonin or a derivative or analogue thereof having a hypocalcemic effect, wherein, when there is more than one Y.sub.1 radical, these are the same or different, and with the exception of radical A.sub.8, all amino acid radicals may have the L- or D-configuration, with the proviso that when Y.sub.2 is --CH.sub.2 --SH and n is 4, then the N termi…