New derivatives of 4,6-dimethylisoxazolo[3,4-b] pyridin-3(1H)-one: synthesis, tautomerism, electronic structure and antibacterial activity

Autor:	Jarosław Sączewski, Aleksandra Jalińska, Anna Kędzia
Rok vydání:	2014
Předmět:	Chemistry Stereochemistry Organic Chemistry Electronic structure Antibacterial activity Combinatorial chemistry Tautomer
Zdroj:	Heterocyclic Communications. 20:215-223
ISSN:	2191-0197 0793-0283
Popis:	The electronic structure and prototropic tautomerism of 4,6-dimethylisoxazolo[3,4-b]pyridin-3(1H)-one (1) were studied theoretically with use of the B3LYP/6-31G* and ωB97X-D/6-31G* density functional methods and SM8 (H2 O, DMF) solvation models. Compound 1, which is a weak acid with a pK a of 6.9, undergoes regioselective alkylation and sulfonylation under basic reaction conditions to give a series of N1-substituted products 2a–i. Later compounds were evaluated in vitro for antibacterial activity with the use of 68 strains of aerobic and anaerobic bacteria, including 12 reference strains.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::624d77557be1ded1ef8ff34cf141a8a0 https://doi.org/10.1515/hc-2014-0107 Zobrazit plný text záznamu Plný text ve formátu PDF