Quinazoline derivatives

US4223143A · kind A · utility

Assignee

• SIEGFRIED AG · CH

Inventors

• Eckehard K. T. Cuny · Seeheim-Jugenheim, DE
• Frieder W. Lichtenthaler · Hagenow, DE

Key dates

• Filing date: Dec 11, 1978
• Grant date: Sep 16, 1980
• Expiry date: Dec 11, 1998

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07D239/88
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Novel quinazoline derivatives of the formula (1) ##STR1## wherein ring C is a pyrazole ring fused to ring B in two vicinal positions thereof that are not fused with ring A. The novel formula (1) compounds or pyrazolo-quinazoline-ones are structurally related to allopurinol, a well known drug useful in the treatment of gout and are expected to replace or complement allopurinol in the therapeutic use thereof. The generic name Benzoallopurinol is suggested for the novel formula (1) compounds; formula (1) includes angular and linear structures of the interfused rings A, B and C. Two methods for producing the novel formula (1) compounds are disclosed. The first method starts from the indazole structure that includes the interfused rings B and C, and ring A is formed on the indazole moiety. The second method starts from the quinazoline structure that includes interfused rings A and B, and the pyrazole ring C is formed on the benzo moiety (ring B) of the quinazoline structure. Either method may lead to angular or linear benzoallopurinols depending upon the substituents introduced into the starting structure for forming the complemental ring thereon.