Substituted lactose and lactosamine derivatives as cell adhesion inhibitors

US5326752A · kind A · utility

Assignee

• Glycomed Incorporated · US

Inventors

• Mina A. Nashed · Alameda, US
• Falguni Asgupta · Alameda, US
• Saeed A. Abbas · Vallejo, US
• John H. Musser · Alameda, US
• Darwin Asa · Galesburg, US

Key dates

• Filing date: Nov 27, 1991
• Grant date: Jul 5, 1994
• Expiry date: Nov 27, 2011

Classification

• Technology area (CPC A): Human Necessities
• CPC primary: A61P37/08
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

The compounds are of the formula ##STR1## wherein each R.sup.1 is independently H or lower alkyl (1-4C); R.sup.2 is H, lower alkyl (1-4C), alkylaryl or one or more additional saccharide residues; R.sup.3 and R.sup.4 are independently H, alkyl (1-6C), aryl or R.sup.3 and R.sup.4, taken together, form a five or six-membered ring optionally containing a hetroatom selected from the group consisting of O, S, and NR.sup.1 ; wherein said five- or six-membered ring may further be substituted by one or more substituents selected from the group consisting of (CHOR.sup.1).sup.m H wherein m is 1-4, OR.sup.1, OOCR.sub.1, NR.sup.1, NCOR.sup.1 and SR.sup.1 ; Y is H, OR.sup.1, OOCR.sup.1, NR.sup.1.sub.2, NCOR.sub.1 or SR.sub.1 ; and X is --CHR.sup.5 (CHOR.sup.1).sub.2 CHR.sup.6 OR.sup.1 wherein R.sup.5 and R.sup.6 are independently H, lower alkyl (1-4C) optionally substituted with one or more R, or result in a five- or six-membered ring optionally containing a heteroatom selected from the group consisting of O, S and NR.sup.1 ; said five or six-membered ring optionally substituted with one substituent selected from the group consisting of R.sup.1, CHOR.sup.1, OR.sup.1, OOCR.sup.1, NR.sup.1.sub.2, …