NEW 4-OXO-4H-1-BENZOTHIOPYRAN OR 4-OXO-4H-1-THIOPYRANO(2,3-B)PYRIDINE DERIVATIVE OR SALT THEREOF

• Main Authors: NARITA HIROKAZU, UEHARA SAYURI, FUKUOKA YOSHIKAZU, WATANABE YASUO, NITTA JUN, TODO YOZO, TAKAMATSU TAMOTSU, HAYASHI KAZUYA
• Format: Patent
• Language: English
• Published: 19.09.1995
• Edition: 6
• 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 obtain the subject compound having excellent antibacterial activity against bacteria nonsensitive to beta-lactam-based antibiotics and pyridonecarboxylic acid-based synthetic antibacterial agents, etc. CONSTITUTION:The objective compound (derivative or salts thereof) is represented by formula I [R is H or a carboxyl-protective group; R is H, a halogen, a lower alkyl, etc.; R is H or a halogen; R is a lower alkylthio, a (protected) lower alkylamino, etc.; A is N or C-Y (Y is H, a halogen, etc.)], e.g. 7-(3-t-butoxycarbonylaminopyrrolidin-1-yl)-6-fluoro-5-methyl-4-oxo-4H-1- benzothiopyran-3-carboxylic acid ethyl ester. This compound (salt) can be obtained, for example, by reaction of a compound (salt) of formula II (R is a carboxyl-protective group similar to R ; X is a halogen) with an acetal such as N, N-dimethylforamide, as necessary in the presence of an acid anhydride such as acetic anhydride followed by reaction of hydrogen sulfide (sodium hydrogensulfide).