Thienopyridinone antibacterials: Synthesis and antibacterial activity of some 7-aryl-2-chloro-4,7-dihydro-4-oxothieno[2,3-b]pyridine-5-carboxylic acids

Autor:	Musa Z. Nazer, Michèle Calas, Shadia F. Okasha, Jacques Bompart, Mustafa M. El-Abadelah, Pierre Mion
Rok vydání:	1998
Předmět:	Pharmacology Acrylate Bicyclic molecule Stereochemistry Aryl Organic Chemistry General Medicine Chemical synthesis chemistry.chemical_compound chemistry Drug Discovery Pyridine Phenols Antibacterial activity Antibacterial agent
Zdroj:	European Journal of Medicinal Chemistry. 33:33-42
ISSN:	0223-5234
DOI:	10.1016/s0223-5234(99)80073-7
Popis:	A series of 7-aryl-4-oxothieno[2,3- b ]pyridine-5-carboxylic acids 8 and their methyl esters 7 were synthesized by intramolecular cyclization of the respective 3- N -arylamino-2-(2,5-dichloro-3-thenoyl) acrylates 6 . The latter are accessible from methyl 3-ethoxy-2-(2,5-dichloro-3-thenoyl) acrylate 5 which, in turn, is obtained via the parent β-keto ester 4 . Of the present series, the 7-( p -hydroxyphenyl) and 7-(2′,4′-difluorophenyl) derivatives 8e,i possess the highest activity especially against Klebsiella pneumoniae, Escherichia coli and Staphylacoccus aureus (MICs of 8e/8i ∩ 0.06:0.25, 0.5:1.0 and 1.0:2.0 μg/mL, respectively).
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::3415e0a93622fab7189d13b2fb5e6990 https://doi.org/10.1016/s0223-5234(99)80073-7 Zobrazit plný text záznamu Full Text from ScienceDirect