Synthetic utility of sydnones: synthesis of pyrazolines derivatized with 1,2,4-triazoles as antihyperglymic, antioxidant agents and their DNA cleavage study

Ring transformation of sydnone ( 1a – i ) to 1,3,4-oxadiazoline-2-one ( 2a – i ) was carried out using bromine in acetic anhydride. The compounds ( 2a – i ) on heating with hydrazine hydrate gave 1,2,4-triazole ( 3a – i ) in good yields. The structure of these unknown compounds was confirmed by IR,...

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Veröffentlicht in:Medicinal chemistry research 2012-11, Vol.21 (11), p.3709-3719
Hauptverfasser: Taj, Tasneem, Kamble, Ravindra R., Kattimani, Pramod P., Badami, Bharati V.
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Sprache:eng
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Zusammenfassung:Ring transformation of sydnone ( 1a – i ) to 1,3,4-oxadiazoline-2-one ( 2a – i ) was carried out using bromine in acetic anhydride. The compounds ( 2a – i ) on heating with hydrazine hydrate gave 1,2,4-triazole ( 3a – i ) in good yields. The structure of these unknown compounds was confirmed by IR, 1 H NMR, MS and elemental analysis. Further, these compounds were evaluated for the extent of penetration into biological membranes (clog P ) drug likeliness and finally drug score was calculated. The title compounds were also screened for their antihyperglycemic, DNA cleavage and antioxidant activity.
ISSN:1054-2523
1554-8120
DOI:10.1007/s00044-011-9921-9