10,11-methylenedioxy-20(RS)-camptothecin analogs

US5049668A · kind A · utility

Assignee

• Research Triangle Institute · US

Inventors

• Monroe E. Wall · Chapel Hill, US
• Mansukh C. Wani · Durham, US
• Allan W. Nicholas · Raleigh, US
• Govindarajan Manikumar · Raleigh, US

Key dates

• Filing date: Sep 15, 1989
• Grant date: Sep 17, 1991
• Expiry date: Sep 15, 2009

Classification

• Technology area (CPC A): Human Necessities
• CPC primary: A61P43/00
• WIPO field: Pharmaceuticals
• WIPO sector: Chemistry

Abstract

A camptothecin analog having the structure shown below: ##STR1## wherein R is NO.sub.2, NH.sub.2, NHCOCHR.sup.1 NR.sup.2 R.sup.3, where R.sup.1 is the side-chain of an .alpha.-amino acid and R.sup.2 and R.sup.3, independently are hydrogen or a lower alkyl group or R.sup.3 is a peptide unit containing 1-3 amino acid units bonded to the nitrogen through a peptide bond, NHCO--C.sub.2-8 -alkylene-X or NHCO--C.sub.2-8 -alkenylene-X, where X is COOH or CONR.sup.2 --(CH.sub.2).sub.n --NR.sup.2 R.sup.3, n=1-10 and R.sup.2 and R.sup.3 are as defined above, NHCO--Z--(CH.sub.2).sub.n --NR.sup.2 R.sup.3, where z=oxygen or NH, or ##STR2## where m+y=3-6 and salts thereof.