Synthesis and Antimicrobial Activity of New Isoxazolyl Benzo[1, 4] diazepine‐5‐one Derivatives

Abstract

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-(3methyl-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. Results and DiscussionThe key building blocks for the synthesis of the title compounds 4 a-w were phenacyl isoxazolylamines [15f] and o-nitrobenzoic acids. A general synthetic protocol of isoxazolyl-1,4-benzodiaze-[a] R.

Evaluation of Antimicrobial, Anticholinesterase Potential of Indole Derivatives and Unexpectedly Synthesized Novel Benzodiazine: Characterization, DFT and Hirshfeld Charge Analysis

“…A series of Benzoxazepine derivatives have shown promising antibacterial activities against Staphylococcus sciuri (zone of inhibition as 8-21 mm) and E. coli (zone of inhibition as 8-14 mm) [46]. Isoxazolyl benzo [1,4]diazepine-5-ones have shown antibacterial against both G + ve (B. subtilis, B. sphaericus, S.aureus) and G-ve bacteria (P. aeruginosa, K. aerogenes, C. violaceum) [47]. Benzoxazepine, benzothiazepine and benzodiazepine derivatives showed good antibacterial activity.…”