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Synthesis and antibacterial activity of some 3-(5-aryl-4H-pyrazol-3-yl) anthracen-10(9H)-ones
Author(s) -
Harish Kumar,
Sandeep Jain,
Neelam Jain
Publication year - 2014
Publication title -
indian journal of pharmaceutical and biological research
Language(s) - English
Resource type - Journals
ISSN - 2320-9267
DOI - 10.30750/ijpbr.2.3.3
Subject(s) - chemistry , antibacterial activity , aryl , hydrazine (antidepressant) , hydrate , ethanol , ciprofloxacin , proton nmr , bacillus subtilis , medicinal chemistry , organic chemistry , nuclear chemistry , bacteria , biochemistry , antibiotics , alkyl , genetics , biology
A series of 3-(5-aryl-4 H-pyrazol-3-yl)anthracen-10(9 H)-ones were synthesized from anthracen-10(9 H)-one (1) and studied for their in vitro antibacterial activity. Anthracen- 10(9 H)-one after Friedel crafts acetylation with acetyl chloride yielded 3-acetylanthracen- 10(9 H)-one (2) which on further reaction with substituted aromati c aldehydes in the presence of catalytic amount of sodium hydroxid e in water and ethanol furnished the corresponding 3-(3-arylacryloyl)anthracen-10(9 H)-ones (3a-g) as intermediate compounds, which on further reaction with hydrazine hydrate in absolute ethanol formed the title compounds 3-(5-aryl-4H-pyrazol-3-yl)anthracen-10(9 H)-ones (4a-g). These compounds were characterized by elemental analysis, IR, Mass and 1 H-NMR spectral data. All the compounds were evaluated for their in vitro antibacterial activity against two gram positive s trains (Bacillus subtilis and Staphylococcus aureus ) and two gram negative strains ( Escherichia coli and Pseudomonas aeruginosa ) taking ciprofloxacin as a standard drug. Some of the compounds showed significant antibacterial activity .

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