Synthesis and biological evaluation of 3-[p-(heterocyclocarbonyl)]phenylsydnones from the versatile precursor, 3-[p-(hydrazinocarbonyl)]phenylsydnone

Authors: Jogul, Johnson1; Phaniband, Mohammedshafi2; Pattan, S. R.3; Badami, B. V.4

Source: Main Group Chemistry, Volume 8, Number 4, December 2009 , pp. 337-347(11)

Publisher: Taylor and Francis Ltd

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Abstract:

The synthetic versatility of 3-[p-(hydrazinocarbonyl)]phenylsydnone is demonstrated in the syntheses of various heterocyclic compounds. For example, pyrazoles, fused pyranopyrazoles, 1,3,4-thiadiazoles, 1,3,4-oxadiazoles and 1,2,4-triazoles can be built on the phenyl ring of this 3-phenyl sydnone. The phenylsydnones prepared herein were characterized spectroscopically and subjected to antibacterial and antifungal screening. The compounds demonstrated high fungicidal activities. 3-[p-(hydrazinocarbonyl)]phenylsydnone has proven to be a versatile precursor for the synthesis of various related derivatives and may be used further in preparing various pharmaceutical and agricultural compounds.

Keywords: sydnone; pyrazoles; heterocycles; antifungal; antibacterial

Document Type: Research article

DOI: http://dx.doi.org/10.1080/10241220903377523

Affiliations: 1: Department of Chemistry, Kittel Science College, Dharwad, Karnataka, India 2: Department of Chemistry, SDM College of Engineering and Technology, Dharwad, Karnataka 3: Department of Medicinal Chemistry, K.L.E.S's Jawahar Nehru Pharmacy College, Belgaum, Karnataka, India 4: Department of Chemistry, Karnatak University, Dharwad, Karnataka, India

Publication date: 2009-12-01

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