Abstract
This paper is a continuation of studies on the cyclization of new acyl derivatives of thiosemicarbazide. In the reaction of 1-naphtaleneacethydrazide with isothiocyanates the respective thiosemicarbazides (1–6) were obtained. Further cyclization in alkaline medium led to the formation of 4-substituted-3-(naphtalen-1-ylmethyl)-Δ2-1,2,4-triazoline-5-thiones (7–12) with promising pharmacological activity.
References
1. Bhat A. R., Varadaraj Bhat G., Gautham Shenoy G.: Synthesis and in-vitro antimicrobial activity of new 1,2,4-triazoles, Journal of Pharmacy and Pharmacology, 53, 267, 2001.
2. Clemons M., Coleman R. E., Verma S.: Aromatase inhibitors in the adjuvant setting: bringing the gold to a standard? Cancer Treat. Rew., 30, 325, 2004.
3. Eweiss N. E., Bahajaj A. A., Elsherbini E. A.: Synthesis and antimicrobial activity of some 4-amino-5-aryl-1,2,4-triazole-3-thiones and their derivatives, J. Heterocycl. Chem., 23, 1451, 1986.
4. Johnson E. M., Szekely A., Warnock D.: In vitro Activity of Syn-2869, a Novel Triazole Agent, against Emerging and Less Common Mold Pathogens, Antimicrob. Agents Chemother., 43, 1260, 1999.
5. Mazzone G., Bonina F., Arrigo Reina R. et al.: Synthesis of 1-aroyl-4H (R)-thiosemicarbazides, the corresponding 5-aryl 4H (R)-1,2,4-triazoline-3-thiones and some derivatives of pharmaceutical interest, Farmaco, 36, 181, 1981.
6. Mekuskiene G., Gaidelis P., Vainilavicius P.: Synthesis and properties of 5-(4,6-diphenyl-2-pyrimidin-2-yl)-1,2,4-triazoline-5-thione and its derivatives, Pharmazie, 53, 94, 1998.
7. Sahin G., Palaska E., Kelicen P. et al.: Synthesis of some new 1-acylthiosemicarbazides, 1,3,4-oxadiazoles, 1,3,4-thiadiazoles and1,2,4-triazole-3-thiones and their anti-inflamatory activities, Arzneim. Forsch, 51, 478, 2001.
8. Schenone S., Bruno O., Ranise A. et al.: Synthesis and anti-inflammatory activity of esters derived from 5-aryl-1,2-dihydro-2-(2-hydroxyethyl)-3H-1,2,4-triazole-3-thiones, Farmaco, 53, 590, 1998.
9. Tozkoparan B., Gokhan N., Aktay G., Yesilada E.: 6-Benzylidenethiazolo[3,2-b]-1,2,4-triazole-5(6H)-ones substituted with ibuprofen: synthesis, characterization and evolution of anti-inflamtory activity, Eur. J. Med. Chem., 34, 743, 2000.
10. Turan-Zitouni G., Kaplancikli Z. A., Erol K., Killic F. S.: Synthesis andanalgesic activity of some triazoles and triazolothiadiazine, Il Farmaco, 54, 218, 1999.
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