BENZOFURAN DERIVATIVE, ITS PRODUCTION AND URICOSURIC AGENT

• Main Authors: TOMIYAMA ITARU, WAKABAYASHI SHUICHI, TOMIYAMA TAKESHI, FUTAMURA MASAYUKI
• Format: Patent
• Language: English
• Published: 05.07.1994
• Edition: 5
• Subjects: CHEMISTRY; HETEROCYCLIC COMPOUNDS; HUMAN NECESSITIES; HYGIENE; MEDICAL OR VETERINARY SCIENCE; METALLURGY; ORGANIC CHEMISTRY; PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES; SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS

PURPOSE:To provide a new benzofuran derivative having strong and durable uricosuric action and useful as an agent for the treatment of hyperuricacidemia such as gout and its salt permissible as pharmaceuticals. CONSTITUTION:The benzofuran derivative of formula I [R1 is H or halogen; R2 is lower alkyl; R3 is H or lower alkyl; R4 is OH, amino or lower alkyloxy; A is S or N-R5 (R5 is H or lower alkyl)] or its salt permissible as pharmaceuticals, e.g. [2-methyl-4-(2-ethyl-6-fluorobenzofuroyl)phenylthio]acetic acid. A compound of formula I wherein A is S, i.e., the compound of formula IV, can be produced by the Friedel-Crafts reaction of a compound of formula II (X is halogen) with a compound of formula III and optionally hydrolyzing the reaction product. A compound of formula I wherein A is NH, i.e., the compound of formula VI, is obtained by reacting a compound of formula V with a compound of the formula X-CH2COR4. The product can be converted to another compound of formula I wherein A is N-R5, i.e., the compound of formula VII, by reducing alkylation and/or hydrolysis.