Bisphosphonates, pharmaceutical compositions, and process for the treatment of irregularities in calcium metabolism

US5196409A · kind A · utility

Assignee

• YISSUM RESEARCH DEVELOPMENT COMPANY OF THE HEBREW UNIVERSITY OF JERUSALEM LTD. · IL

Inventors

• Eli Breuer · Jerusalem, IL
• Gershon Golomb · Beer Sheva, IL

Key dates

• Filing date: Sep 23, 1991
• Grant date: Mar 23, 1993
• Expiry date: Sep 23, 2011

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07F9/3886
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Novel bisphosphonates comprise compounds of the formula (I) ##STR1## wherein m and l are independently 1 or 2; R.sub.1 represents hydrogen, a lower alkyl group, or an alkali metal cation; R.sub.2 represents hydrogen, a lower alkyl group or an alkali metal cation; Y represents .dbd.0 or .dbd.N--OH, or --OH; and X represents --(CH.sub.2).sub.n --, a branched alkylene group, or a branched or straight alkenylene or alkynylene chain optionally substituted by one or more oxygen or nitrogen atoms, wherein n is an integer from 3 to 24; with the provision that when l.dbd.m.dbd.1, Y is .dbd.0, and R.sub.1 and R.sub.2 denote a lower alkyl group, n represents an integer from 9 to 20; and with the provision that when l.dbd.m.dbd.2, Y is --OH and R.sub.1 and R.sub.2 are methyl groups, n represents an integer from 9-24; and with the further provision that when l.dbd.m.dbd.2, Y is --OH and R.sub.1 and R.sub.2 are hydrogen, n represents 3, 5 or an integer from 7 to 24; or X is EQU --(CH.sub.2).sub.p --(OCH.sub.2 CH.sub.2).sub.q --O--(CH.sub.2).sub.p' -- wherein p and p' are independently integers from 1 to 5 and q is an integer from 1 to 6; or X is EQU --(CH.sub.2).sub.t --O--(CH.sub.2).sub.s --O--…