Camptothecin analogs and methods of preparation thereof

US6743917B2 · kind B2 · utility

Assignee

• UNIVERSITY OF PITTSBURGH · US

Inventors

• Dennis P. Curran · Pittsburgh, US
• Hubert Josien · Hoboken, US
• David C. Bom · Broadview Heights, US
• Thomas Burke · Lexington, US

Key dates

• Filing date: Apr 29, 2002
• Grant date: Jun 1, 2004
• Expiry date: Apr 29, 2022

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07F7/083
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

A compound and a method of synthesizing a compound having the following general formula (1): wherein R1 and R2 are independently the same or different and are hydrogen, an alkyl group, an alkenyl group, a benzyl group, an alkynyl group, an alkoxy group, an aryloxy group, an acyloxy group, —OC(O)ORd, wherein Rd is an alkyl group, a carbamoyloxy group, a halogen, a hydroxy group, a nitro group, a cyano group, an azido group, a formyl group, a hydrazino group, an acyl group, an amino group, —SRc, wherein, Rc is hydrogen, an acyl group, an alkyl group, or an aryl group, or R1 and R2 together form a group of the formula —O(CH2)nO— wherein n represents the integer 1 or 2; R3 is H, F, a halogen atom, a nitro group, an amino group, a hydroxy group, or a cyano group; or R2 and R3 together form a group of the formula —O(CH2)nO— wherein n represents the integer 1 or 2; R4 is H, a trialkylsilyl group, F, a C1-3 alkyl group, a C2-3 alkenyl group, a C2-3 alkynyl group, or a C1-3 alkoxy group; R5 is a C1-10 alkyl group, an allyl group, a benzyl group or a propargyl group; and R6, R7 and R8 are independently a C1-10 alkyl group, a C2-10 alkenyl group, a C2-10 al…