Synthesis and antimycobacterial activity of some alkyl [5-(nitroaryl)-1,3,4-thiadiazol-2-ylthio]propionates

doi:10.1016/j.bmcl.2005.11.087

Bioorganic & Medicinal Chemistry Letters

Volume 16, Issue 5, 1 March 2006, Pages 1164-1167

https://doi.org/10.1016/j.bmcl.2005.11.087 Get rights and content

Abstract

Two series of 2- and 3-[5-(nitroaryl)-1,3,4-thiadiazol-2-ylthio, sulfinyl and sulfonyl] propionic acid alkyl esters were synthesized and screened for antituberculosis activity against Mycobacterium tuberculosis H37Rv using the BACTEC 460 radiometric system. The MIC values for the compounds showing more than 90% inhibition were determined. The result of comparison between two groups of data exhibited that among the synthesized derivatives, the compound propyl 3-[5-(5-nitrothiophen-2-yl)-1,3,4-thiadiazol-2-ylthio]propionate was the most active one (MIC = 1.56 μg ml⁻¹).

Graphical abstract

Two series of 2- and 3-[5-(nitroaryl)-1,3,4-thiadiazol-2-ylthio, sulfinyl, and sulfonyl] propionic acid alkyl esters were synthesized and screened for antituberculosis activity against Mycobacterium tuberculosis H37Rv, among which compound 7i was the most active (MIC = 1.56 μg ml⁻¹).

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Acknowledgments

The antimycobacterial data were provided by the Tuberculosis Antimicrobial Acquisition and Coordinating Facility (TAACF), through a research and development contract with the U.S. National Institute of Allergy and Infectious Disease.

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Citation Excerpt :
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Synthesis and antimycobacterial activity of some alkyl [5-(nitroaryl)-1,3,4-thiadiazol-2-ylthio]propionates

Abstract

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Section snippets

Acknowledgments

Bioorg. Med. Chem.

Il Farmaco

Bioorg. Med. Chem. Lett.

Il Farmaco

Il Farmaco