Journal: Journal of Pharmacy Research

Article Id: JPRS-PC-0000124
Title: Synthesis of ureides containing indole moiety bearing -4-oxazetidinone
Category: Pharmaceutical Chemistry
Section: Research Article
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    The article is aimed to synthesize,characterize and screening the biological activity of a series of Synthesis of N-((3-(4-chloro-3-oxo-1-((4-(4-(trifluoromethyl)phenyl)thiazol-2-yl)amino)azetidin-2-yl)-1H-indol-1-yl)methyl)piperidine-1-carboxamide 11(a) Indole-3-carbaldehyde and chloro ethyl acetate were dissolved in DMF.To this reaction mixture anhydrous K2CO3 was added and the reaction mixture was stirred at room temperature(350C) for 8 hours .To afford 2-(3-formyl-1H-indol-1-yl)acetate(A). To this reaction mixture Equimolar quantity of hydrazinecarbothioamide were dissolved in absolute alcohol, to this three drops of aceticacid was added then heated on a steam bath for 5-6hrs at 1000C to obtain Ethyl2-(3-((2-carbamoylhydrazono)methyl)-1H-indol-1-yl)acetate(3).To this reaction mixture a-halo ketones (chloro aceto phenone , cloro acetone) 10mM and the mixture stirred at roomtemperature for 30min. compound (3) Ethyl 2-(3-((2-(4-(4-(trifluoromethyl)phenyl)thiazol-2-yl)hydrazono)methyl)-1H-indol-1-yl)acetate was obtained.To this reaction mixture Monocholoroacetyl chloride(0.01)was added drop wise to schiffs base (0.01) and triethylamine (0.02mol) in dioxane(25ml) at room temperature.To obtain Ethyl 2-(3-(4-chloro-3-oxo-1-((4-(4-(trifluoromethyl)phenyl)thiazol-2-yl)amino) azetidin-2-yl)-1H-indol-1-yl)acetate(5).After hydrolysis to this reaction mixture isobutyl chloroformate (1:1eq) was added stirred for 30min, and aq NaN3 (3eq) was added and stirred for 20min at 00C. To obtain 2-(3-(4-chloro-3-oxo-1-((4-(4-(trifluoromethyl) phenyl) thiazol-2-yl)amino)azetidin-2-yl)-1H-indol-1-yl)acetyl azide.The reaction mixture is treated with mannich bases to obtain of N-((3-(4-chloro-3-oxo-1-((4-(4-(trifluoromethyl) phenyl) thiazol-2-yl)amino)azetidin-2-yl)-1H-indol-1-yl)methyl)piperidine-1-carboxamide 11(a) was obtained. The structure of these newly synthesized compounds were characterised by 1H NMR,13CNMR , Mass, IR, and elemental analysis. The antimicriobial activity of the novel compounds was screened by agar discdiffusion method.

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    Author(s) Name:

    S. Muralikrishna1*,P. Raveendra Reddy2, Prof. L. K. Ravindranath3,

    P. Jagadeeswara Rao1

    Affiliation(s) Name:

    1Research Scholar, UGC-BSR, SAP, JRF,S.K.University, Anantapur-515003, A.P., India
    2Reseach Supervisior, Dept of Chemistry, S.K.University, Anantapur-515003, A.P., India
    3Head, Dept of Chemistry, S.K.University, Anantapur-515003, A.P., India

     

    *Corresponding author.
    S.Muralikrishna
    ResearchScholar,
    UGC-BSR,SAP,JRF,
    S.K.University,
    Anantapur-515003,A.P.India

    E-mail:muralisphd@gmail.com

    Received on:21-11-2013; Revised on: 08-12-2013; Accepted on:26-01-2014

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    Author:

    S. Muralikrishna1*,P. Raveendra Reddy2, Prof. L. K. Ravindranath3,

    P. Jagadeeswara Rao1

    Title:Synthesis of ureides containing indole moiety bearing -4-oxazetidinone
    Journal:Journal of Pharmacy Research
    Vol(issue):8 (February)
    Year:2014
    Page No: (196-204)
  • Experimental Methods Keywords

    Methodology:Antibacterial activity, Antifungal activity
    Research Materials:ureides

Keywords

Antibacterial activity Antifungal activity Indole Mannich base α-halo ketones thiazole.

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