Premium
Synthesis and Antimicrobial Activity of New Isoxazolyl Benzo[1, 4] diazepine‐5‐one Derivatives
Author(s) -
Ponduri Rajasekhar,
Kumar Pramod,
Vadali Lakshmana Rao
Publication year - 2018
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201802371
Subject(s) - antimicrobial , chemistry , diazepine , phenacyl , nitro , stereochemistry , medicinal chemistry , organic chemistry , ring (chemistry) , alkyl
A series of novel isoxazolyl‐1,4‐benzodiazepine‐5‐ones 4 have been synthesized by the reaction of phenacyl isoxazolylamines 1 with o ‐nitrobenzoic acids 2 to furnish different ( E )‐ N ‐(3‐methyl‐5‐styrylisoxazol‐4‐yl)‐2‐nitro‐ N ‐(2‐oxo‐2‐phenylethyl)benzamides 3 , which on treatment with Fe‐AcOH underwent reductive cyclization to afford the target compounds 4 a‐w . The newly synthesized compounds were characterized by IR, 1 H NMR, 13 C NMR, and HRMS analysis. The target compounds 4 a‐w were evaluated for their in vitro antimicrobial activity. Among the synthesized compounds, compounds 4 r , 4 s , 4 t , 4 u , 4 v and 4 w showed potent antimicrobial activity as compared with the reference drugs. Most of the newly synthesized title compounds have shown good to excellent antimicrobial activity.