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Synthesis and Antibacterial Activity of 2-[o-imino-(4-thiazolidinone)-phenyl]-3-imino-(4-thiazolidinone)- 6-bromo Quinazolin-4(3H)-one from 2-(o-thiadiaminephenyl)-3-thiadiamine-6-bromo–quinazoline-4(3H)-one

Received: 4 April 2023    Accepted: 24 April 2023    Published: 10 May 2023
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Abstract

Introduction: Broad range of quinazolinone biological properties including: antibacterial, anticancer, and anti-inflammatory activities motivate us to synthesis some quinazolinone derivatives. These heterocycles are profitable intermediates in organic synthesis. Methods/Experimental: The compound 2-(o-thiadiaminephenyl)-3-thiadiamine-6-bromo–quinazoline-4(3H)-one (1), was produce when 2-(o-aminophenyl)-3-amino-6-bromo–Quinazolin-4(3H)-one (0.055M) was dissolved in minimum amount of dil. HCl in a round bottom flask. Ammonium thiocyanate (0.11M, 9.68gm) was then added and the mixture refluxed for 7 hrs. A mixture of 2-(o-thiadiaminephenyl)-3-thiadiamine-6-bromo–Quinazolin-4(3H)-one (0.037M, 16.095gm) and fused sodium acetate (0.074M, 6.068gm) was taken in absolute alcohol (300ml) and refluxed for 10 hours to give 6-bromo-2-[o-imino-(4-thiazolidinone)-phenyl]-3-imino-(4-thiazolidinone)-Quinazolin-4(3H)-one(2). These Compounds were evaluated for their antibacterial activity (against some gram positive and gram negative microorganism) and antifungal activity (against Candida albicans). Study Design: This study was experimentally design and the antibacterial activity was evaluated against some microorganism, Staphylococcus aureus, Bacillus species, Aspergillus Species, Pseudomonas aeruginosa, Escherichia coli, Klebsiella pneumonia, and candida albicans Result: The compounds exhibited significant antibacterial activity with a zone of inhibition in the range of 10 – 20mm in comparison to control. Conclusions: From our findings, the compounds synthesized have higher antibacterial activities against Staphylococcus aureus, Aspergillus Species, as compared to Ciprofloxicin (CPX) and Ketonaxol (PEF) standard antibacterial drugs.

Published in American Journal of Materials Synthesis and Processing (Volume 8, Issue 1)
DOI 10.11648/j.ajmsp.20230801.11
Page(s) 1-5
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This is an Open Access article, distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution and reproduction in any medium or format, provided the original work is properly cited.

Copyright

Copyright © The Author(s), 2024. Published by Science Publishing Group

Keywords

Antibacterial Activity, Quinazolinone Derivatives, 2-[o-imino-(4-thiazolidinone)-phenyl]-3-imino-(4-thiazolidinone)- 6-bromo–Quinazolin-4(3H)-one, 2-(o-thiadiaminephenyl)-3-thiadiamine-6-bromo–quinazoline-4(3H)-one

References
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    Osarumwense Peter Osarodion. (2023). Synthesis and Antibacterial Activity of 2-[o-imino-(4-thiazolidinone)-phenyl]-3-imino-(4-thiazolidinone)- 6-bromo Quinazolin-4(3H)-one from 2-(o-thiadiaminephenyl)-3-thiadiamine-6-bromo–quinazoline-4(3H)-one. American Journal of Materials Synthesis and Processing, 8(1), 1-5. https://doi.org/10.11648/j.ajmsp.20230801.11

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    Osarumwense Peter Osarodion. Synthesis and Antibacterial Activity of 2-[o-imino-(4-thiazolidinone)-phenyl]-3-imino-(4-thiazolidinone)- 6-bromo Quinazolin-4(3H)-one from 2-(o-thiadiaminephenyl)-3-thiadiamine-6-bromo–quinazoline-4(3H)-one. Am. J. Mater. Synth. Process. 2023, 8(1), 1-5. doi: 10.11648/j.ajmsp.20230801.11

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    Osarumwense Peter Osarodion. Synthesis and Antibacterial Activity of 2-[o-imino-(4-thiazolidinone)-phenyl]-3-imino-(4-thiazolidinone)- 6-bromo Quinazolin-4(3H)-one from 2-(o-thiadiaminephenyl)-3-thiadiamine-6-bromo–quinazoline-4(3H)-one. Am J Mater Synth Process. 2023;8(1):1-5. doi: 10.11648/j.ajmsp.20230801.11

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  • @article{10.11648/j.ajmsp.20230801.11,
      author = {Osarumwense Peter Osarodion},
      title = {Synthesis and Antibacterial Activity of 2-[o-imino-(4-thiazolidinone)-phenyl]-3-imino-(4-thiazolidinone)- 6-bromo Quinazolin-4(3H)-one from 2-(o-thiadiaminephenyl)-3-thiadiamine-6-bromo–quinazoline-4(3H)-one},
      journal = {American Journal of Materials Synthesis and Processing},
      volume = {8},
      number = {1},
      pages = {1-5},
      doi = {10.11648/j.ajmsp.20230801.11},
      url = {https://doi.org/10.11648/j.ajmsp.20230801.11},
      eprint = {https://article.sciencepublishinggroup.com/pdf/10.11648.j.ajmsp.20230801.11},
      abstract = {Introduction: Broad range of quinazolinone biological properties including: antibacterial, anticancer, and anti-inflammatory activities motivate us to synthesis some quinazolinone derivatives. These heterocycles are profitable intermediates in organic synthesis. Methods/Experimental: The compound 2-(o-thiadiaminephenyl)-3-thiadiamine-6-bromo–quinazoline-4(3H)-one (1), was produce when 2-(o-aminophenyl)-3-amino-6-bromo–Quinazolin-4(3H)-one (0.055M) was dissolved in minimum amount of dil. HCl in a round bottom flask. Ammonium thiocyanate (0.11M, 9.68gm) was then added and the mixture refluxed for 7 hrs. A mixture of 2-(o-thiadiaminephenyl)-3-thiadiamine-6-bromo–Quinazolin-4(3H)-one (0.037M, 16.095gm) and fused sodium acetate (0.074M, 6.068gm) was taken in absolute alcohol (300ml) and refluxed for 10 hours to give 6-bromo-2-[o-imino-(4-thiazolidinone)-phenyl]-3-imino-(4-thiazolidinone)-Quinazolin-4(3H)-one(2). These Compounds were evaluated for their antibacterial activity (against some gram positive and gram negative microorganism) and antifungal activity (against Candida albicans). Study Design: This study was experimentally design and the antibacterial activity was evaluated against some microorganism, Staphylococcus aureus, Bacillus species, Aspergillus Species, Pseudomonas aeruginosa, Escherichia coli, Klebsiella pneumonia, and candida albicans Result: The compounds exhibited significant antibacterial activity with a zone of inhibition in the range of 10 – 20mm in comparison to control. Conclusions: From our findings, the compounds synthesized have higher antibacterial activities against Staphylococcus aureus, Aspergillus Species, as compared to Ciprofloxicin (CPX) and Ketonaxol (PEF) standard antibacterial drugs.},
     year = {2023}
    }
    

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  • TY  - JOUR
    T1  - Synthesis and Antibacterial Activity of 2-[o-imino-(4-thiazolidinone)-phenyl]-3-imino-(4-thiazolidinone)- 6-bromo Quinazolin-4(3H)-one from 2-(o-thiadiaminephenyl)-3-thiadiamine-6-bromo–quinazoline-4(3H)-one
    AU  - Osarumwense Peter Osarodion
    Y1  - 2023/05/10
    PY  - 2023
    N1  - https://doi.org/10.11648/j.ajmsp.20230801.11
    DO  - 10.11648/j.ajmsp.20230801.11
    T2  - American Journal of Materials Synthesis and Processing
    JF  - American Journal of Materials Synthesis and Processing
    JO  - American Journal of Materials Synthesis and Processing
    SP  - 1
    EP  - 5
    PB  - Science Publishing Group
    SN  - 2575-1530
    UR  - https://doi.org/10.11648/j.ajmsp.20230801.11
    AB  - Introduction: Broad range of quinazolinone biological properties including: antibacterial, anticancer, and anti-inflammatory activities motivate us to synthesis some quinazolinone derivatives. These heterocycles are profitable intermediates in organic synthesis. Methods/Experimental: The compound 2-(o-thiadiaminephenyl)-3-thiadiamine-6-bromo–quinazoline-4(3H)-one (1), was produce when 2-(o-aminophenyl)-3-amino-6-bromo–Quinazolin-4(3H)-one (0.055M) was dissolved in minimum amount of dil. HCl in a round bottom flask. Ammonium thiocyanate (0.11M, 9.68gm) was then added and the mixture refluxed for 7 hrs. A mixture of 2-(o-thiadiaminephenyl)-3-thiadiamine-6-bromo–Quinazolin-4(3H)-one (0.037M, 16.095gm) and fused sodium acetate (0.074M, 6.068gm) was taken in absolute alcohol (300ml) and refluxed for 10 hours to give 6-bromo-2-[o-imino-(4-thiazolidinone)-phenyl]-3-imino-(4-thiazolidinone)-Quinazolin-4(3H)-one(2). These Compounds were evaluated for their antibacterial activity (against some gram positive and gram negative microorganism) and antifungal activity (against Candida albicans). Study Design: This study was experimentally design and the antibacterial activity was evaluated against some microorganism, Staphylococcus aureus, Bacillus species, Aspergillus Species, Pseudomonas aeruginosa, Escherichia coli, Klebsiella pneumonia, and candida albicans Result: The compounds exhibited significant antibacterial activity with a zone of inhibition in the range of 10 – 20mm in comparison to control. Conclusions: From our findings, the compounds synthesized have higher antibacterial activities against Staphylococcus aureus, Aspergillus Species, as compared to Ciprofloxicin (CPX) and Ketonaxol (PEF) standard antibacterial drugs.
    VL  - 8
    IS  - 1
    ER  - 

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Author Information
  • Department of Chemical Science, Ondo State University of Science and Technology, Okitipupa, Nigeria

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