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An Efficient Synthesis Of Aryloxyphenyl Cyclopropyl Methanones: A New Class Of Anti-mycobacterial Agents.

N. Dwivedi, N. Tewari, V. K. Tiwari, V. Chaturvedi, Y. Manju, A. Srivastava, A. Giakwad, S. Sinha, R. Tripathi
Published 2005 · Medicine, Chemistry

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An efficient, high yield and one-pot synthesis of phenyl cyclopropyl methanones by reaction of different aryl alcohols with 4'-fluoro-4-chloro-butyrophenone in THF/DMF in the presence of NaH/TBAB is reported. Most of the methanones were further reduced to respective alcohols or methylenes. All the compounds were evaluated for their anti-tubercular activities against M. tuberculosis H37Rv in vitro displaying MICs ranging from 25 to 3.125 microg/mL. The most active compounds showed activity against MDR strains and two of them (14 and 16) showed marginal enhancement of MST in mice.
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