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INTERNATIONAL JOURNAL OF PHARMACEUTICAL RESEARCH

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Published by : Advanced Scientific Research
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0975-2366
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IJPR 9[3] July - September 2017 Special Issue

July - September 9[3] 2017

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Synthesis and evaluation of antibacterial and antifungal activity of new 1,5-Benzodiazepine derivatives contain Cyclic imides and Mannich bases.

Author: MALATH KHALAF RASHEED, DIANA ABDALKREEM.AL-RIFAIE, DHAMER ISMAEL MADAB
Abstract: By reaction of one mole of 4-methyl orthophenylenediamine with two moles of 4-amino acetophenone, the new benzodiazepine derivative1 was synthesized using ammonium chloride as catalysts under microwave irradiation. Compounds 2(a-d) were prepared with two-mole cyclic anhydrides (succinic, maleic, phthalic, and naphthalic) from the reaction of compound number (1). Mannich bases compounds 3A(a-d),3B(a-d) were synthesized by reaction of the compounds 2(a-d) with formaldehyde and primary amines (aniline and p-hydroxy aniline) by using microwave method. The synthesis method seems to be operationally simple and provides access to a variety of 1,5-benzodiazepines with good yields in a short reaction time. The structures of synthesized compounds were characterized by spectral studies using FT-IR Spectroscopy, 1H-NMR Spectroscopy, and Mass Spectroscopy. 1H-NMR confirmed the presence of the N-H in compounds (1) and 2(a-d) in range d 4.92-6.22. IR also confirmed the presence of C=O, O-H, and N-H typical of the benzodiazepine derivatives. The antibacterial and antifungal activity of synthesized compounds were screened against Escherichia coli and Bacillus puimilus are showing high activity when compared to the standard diazepam, The compounds were found to be moderate antifungal agents against Candida albicans fungi compared to the standard Nystatin.
Keyword: Benzodiazepine, Cyclic imides, Mannich bases, antibacterial, antifungal.
DOI: https://doi.org/10.31838/ijpr/2021.13.01.348
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