Journal: Journal of Pharmacy Research

Article Id: JPRS-PC-00001295
Title: Synthesis, spectral analysis and biological screening of some new N-(un)substituted N-(5-chloro-2-methoxyphenyl)-aryl sulfonamides
Category: Pharmaceutical Chemistry
Section: Research Article
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    Objectives: Due to various biological activities of sulfonamides, a series of new N-(5-chloro- 2-methoxyphenyl)-aryl sulfonamides (3aee) and their N-benzyl/ethyl substituted derivatives (6a-e & 7a-e) were synthesized followed by antibacterial activity evaluation. Methods: A facile and environmentally benign series of N-(5-chloro-2-methoxyphenyl)-aryl sulfonamide (3aee) was synthesized in basic aq. medium by coupling of 5-chloro-2- methoxyaniline (1) and various aryl sulfonyl chlorides (2aee). Further N-benzyl/ethyl substituted derivatives (6aee & 7aee) were synthesized by stirring 3aee with the electrophiles 4 & 5 at room temperature (RT). The structure elucidation of the synthesized compounds was processed through spectral data. Results: All the newer synthesized aryl sulfonamide derivatives were obtained in moderate to good yields in the range of 74e85%. Out of fifteen synthesized derivatives, six compounds 3b, 3c, 3e, 6a, 7d & 7e were active against the both bacterial strains of Grampositive bacteria relative to ciprofloxacin, the reference standard. The significant activity of compound 6a against all bacterial strains might be due to ethyl and ter-butyl groups in the molecule. Conclusion: The synthesized compounds exhibited moderate to good activity against the applied bacterial strains and so the structural changes in the substituents altered the inhibitory properties significantly.

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    Author(s) Name:

    Aziz-ur-Rehman a,*, Shahid Rasool a, Muhammad Athar Abbasi a, Ambreen Fatima a, Khadija Nafeesa a, Irshad Ahmad b, Saira Afzal b

    Affiliation(s) Name:

    a Department of Chemistry, Government College University, Lahore 54000, Pakistan 
    b Department of Pharmacy, The Islamia University of Bahawalpur, Bahawalpur 63100, Pakistan

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    Author:

    Aziz-ur-Rehman a,*, Shahid Rasool a, Muhammad Athar Abbasi a, Ambreen Fatima a, Khadija Nafeesa a, Irshad Ahmad b, Saira Afzal b

    Title:Synthesis, spectral analysis and biological screening of some new N-(un)substituted N-(5-chloro-2-methoxyphenyl)-aryl sulfonamides
    Journal:Journal of Pharmacy Research
    Vol(issue):6 (May)
    Year:2013
    Page No: (559-564)
  • Experimental Methods Keywords

    Methodology: Antibacterial activity, Spectral analysis
    Research Materials:2-Amino-4-chloroanisole

Keywords

2-Amino-4-chloroanisole Antibacterial activity Aryl sulfonyl chloride Spectral analysis

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