Journal :   Asian Journal of Research in Chemistry

Volume No. :   5

Issue No. :  7

Year :  2012

Pages :   932-935

ISSN Print :  0974-4169

ISSN Online :  0974-4150


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Synthesis and evaluation of some novel N-(3,5-diphenyl-4,5-dihydro-1,2-oxazol-4-yl)methyl,aniline)-n-(4-sulfamoylphenyl) benzamide and N-(3,5-diphenyl-4,5-dihydro-1,2-oxazol-4-yl)methyl aniline)benzene sulfonamide for anti-tubercular activity



Address:   Dighe P. R.*, Mahajan V. R., Maste M. M., Bhat A. R.
Department of Pharmaceutical Chemistry, S.M.B.T. College of Pharmacy, Nandi Hills, Dhamangaon, Tal. Igatpuri, Dist. Nashik
*Corresponding Author
DOI No:

ABSTRACT:
A series of N-(3,5-diphenyl-4,5-dihydro-1,2-oxazol-4-yl)methyl aniline)-n-(4-sulfamoylphenyl)benzamide and N-(3,5-diphenyl-4,5-dihydro-1,2-oxazol-4-yl)methyl aniline)benzene sulfonamide have been synthesized. Various aromatic ketone reacts with aromatic aldehyde using NaOH as a catalyst gives 1,3-diphenylprop-2-en-1-one, which on further refluxed with hydroxylamine hydrochloride using potassium hydroxide as a catalyst afforded isoxazoline. Thus obtained isoxazoline on further condensed with formaldehyde and benzocaine to give N-(3,5-diphenyl-4,5-dihydro-1,2-oxazol-4-yl)methyl aniline)-4-ethyl benzoate, which on further condensed with sulphanilamide to give N-(3,5-diphenyl-4,5-dihydro-1,2-oxazol-4-yl)methyl aniline)-n-(4-sulfamoylphenyl)benzamide (A1-5) .Isoxazoline also condensed with formaldehyde and sulphanilamide to give N-(3,5-diphenyl-4,5-dihydro-1,2-oxazol-4-yl)methyl aniline)benzene sulfonamide (A6-10). The structure of the synthesized compounds were evaluated by IR, 1H NMR and elemental analysis. All the compounds screened for antitubercular activity. Anti-tubercular activity was carried out by using middle brook 7H9 broth base ( M198 ) medium against Mycobacterium tuberculosis of H37Rv strain. Streptomycin was used as standard drug for comparison.
KEYWORDS:
Mycobacterium tuberculosis, anti tubercular activity, aromatic ketone, aromatic aldehyde.
Cite:
Dighe P. R, Mahajan V. R., Maste M. M., Bhat A. R. Synthesis and evaluation of some novel N-(3,5-diphenyl-4,5-dihydro-1,2-oxazol-.4-yl)methyl,aniline)-n-(4-sulfamoylphenyl) benzamide and N-(3,5-diphenyl-4,5-dihydro-1,2-oxazol-4-yl)methyl aniline)benzene sulfonamide for anti-tubercular activity. Asian J. Research Chem. 5(7): July, 2012; Page 932-935.
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