Ravindra Kumar, Hament Panwar


In Medicinal chemistry, heterocyclic derivatives contributed the largest classical division of organic chemistry. Thiadiazole compounds have been know many biological activities such as hypoglycemic, anticancer, anti-inflammatory, anti-asthmatic, antihypertensive and etc. On this research, several 1,1-Bis [2-{2-(5-(arylidene)imino-1,3,4-thiadiazol-2-yl) methyl amino}- 1,3,4-thiadiazo-5-yl] cyclopropane 5(a-h) have been synthesized from cyclopropane dicarboxylic acid comprising thiadiazole moieties. All the synthesized compounds have been characterized by elemental (C,H,N) and spectral (I.R., 1H- NMR, Mass) analysis. Furthermore, all synthesized compounds were screened for their antifungal, antimicrobial, anti-inflammatory, analgesic, ulcerogenic and toxic activities. The Compound 5f, 3-chlorophenyl substituted was found the most potent in antimicrobial spectrum against all the used microbes. On the other hand, compound 5g, 4-hydroxy-3-methoxy phenyl substituted was found the most potent in anti-inflammatory, analgesic, and ulcerogenic activities which further evaluated for lesser toxicity test.

Key words: Bis-phenylarylidinylthiadiazolidinone cyclopropane, anti-microbial, anti-inflammatory, analgesic, ulcerogenic and toxicity studies

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Avetisyan AK., Ovsepyan TR., Stepanyan NO., Sapondzhyan LG. 1981. Synthesis and hypoglycemic activity of sulfonamide -1,3,4-thiadiazoles. Pharm. Chem. J., 15: 416-8.

Berkowitz BA., Finck AD., Ngai SH. 1977. Nitrous oxide analgesia: reversal by naloxone and development of tolerance. J. Pharmacol. Exp. Ther., 203(3): 539-47

Bhattacharya P., Leonard JT., Roy K. 2005. Exploring QSAR of thiazole and thiadiazole derivatives as potent and selective human adenosine A3 receptor antagonists using FA and GFA techniques. Bioorg. Med. Chem. 15: 1159-65.

Boschelli DH., Connor DT., Bornemeier DA., Dyer RD., Kennedy JA., Kuipers PJ., Okonkwo G. C., Schrier D. J., Wright C. D. 1993. 1,3,4-Oxadiazole, 1,3,4-thiadiazole, and 1,2,4-triazole analogs of the fenamates: in vitro inhibition of cyclooxygenase and 5-lipoxygenase activities. J. Med. Chem. 36(13): 1802-10.

Carrol S. W. 1952. Tables for Convenient Calculation Moreover, it was reported that temperate forages of median effect dose (LD 50 or ED 50) and including L. corniculatus and L. pedunclatu containing instruction in their use. Biometrics 9: 249-263.

Chen H., Li Z., Han Y. J. 2000. Synthesis and Fungicidal Activity against Rhizoctonia solani of 2-Alkyl (Alkylthio)-5-pyrazolyl-1,3,4-oxadiazoles (Thiadiazoles). J. Agric. Food Chem., 48(11): 5312-5.

Clerici F., Pocar D., Guido M., Loche A., Perlini V., Brufani M. J., 2001. Synthesis of 2-amino-5-sulfanyl-1,3,4-thiadiazole derivatives and evaluation of their antidepressant and anxiolytic activity. J. Med. Chem. 44(6): 931-6.

Collins A. H. 1976. Microbiological Methods, (second ed.)Butterworth, London, UK

Copeland RA., Williams JM., Giannars J., Nurnberg S., Covington M., Pinto D., Pick S., Trzaskas JM. 1994. Mechanism of selective inhibition of the inducible iso form of prostaglandin G/H synthase. Proc. Natl. Acad. Sci. USA, 91(23): 11202-06.

Cruickshank R. Duguid JP., Marion BP., Swain RH. 1975. In: Medicinal Microbiology, Churchill Livingstone, London, U.K. 12.

Foroumadi A., Mirzaei M., Shafiee A. 2001. Antituberculosis agents I: Synthesis and antituberculosis activity of 2-aryl-1,3,4-thiadiazole derivatives. Pharmazie 56 (8): 610-2.

Goel B., Sharma S., Bajaj K., Bansal D., Singh T., Malik N., Lata S., Tyagi C., Panwar H., Agarwal A., Kumar A. 2004. Synthesis and CNS depressant activities of newer Spiro-barbiturates. Ind. J. Pharm. Sci., 67(2): 194.

Ibrahim M. N., Sharif S. A. I., El-Tajory A. N., Elamari, A. A. 2011, Synthesis and antibacterial activities of some schiff bases. E-J. Chem., 8, 1, 212–6.

Khan ZK. 1997. In vitro and vivo screening techniques for bioactivity screening and evaluation. In: Proceedings of the International Workshop on UNIDO-CDRI.

Kimmey MB. 1992. NSAID, ulcers and prostaglandins, J. Rheumatol. 19: 68–73.

Kumar A., Sharma S., Archna, Bajaj K., Sharma S., Panwar H., Singh T., Srivastava VK. 2003. Some new 2,3,6-trisubstituted quinazolinones as potent anti-inflammatory, analgesic and COX-II inhibitors. Bioorg. Med. Chem. 11: 5293-9

Labanauskas L., Kalcas V., Udrenaite E., Gaidelis P., Brukstus A., Dauksas V. 2001. Synthesis of 3-(3,4-dimethoxyphenyl)-1 H-1,2,4-triazole-5-thiol and 2-amino-5-(3,4-dimethoxyphenyl)-1,3,4-thiadiazole derivatives exhibiting anti-inflammatory activity. Pharmazie 56(8): 617-9.

Panwar H., Chaudhary N., Singh S. 2011. Synthesis and antimicrobial studies on some biologically significant substituted pyrazolyl and pyrazolinyl-1, 3, 4-thiadiazino (6,5-b) indoles Ras. J. Chem., 4(2): 371-80.

Panwar H., Chaudhary N., Singh S., Singh S. 2011. Anti-inflammatory and antimicrobial activity of some novel quinazolinones. Ras. J. Chem. 4(3): 498-505.

Panwar H., Verma RS., Srivastava VK., Kumar A. 2006. Synthesis of some substituted azetidinonyl and thiazolidinon yl-1, 3, 4-thiadiazino [6,5-b]indoles as prospective antimicrobial agents. Ind. J. Chem., 45B (9): 2099-2104.

Parkanyi C., Yuan HL., Stromberg BHE., Evenzahav A. 1992. Synthesis of 5-fluoro-2-methyl-3-(2-trifluoromethyl-1,3,4-thiadiazol-5-yl)-4(3H)-quinazolinone and related compounds with potential antiviral and anticancer activity. J. Heterocycl. Chem. 29(4): 749-53.

Ronald EM., Leland AS. 1998. 1S to 1R Epimerizations of pyrethroid intermediates, US 5840958 A.

Sah P., Saraswat N., Seth M. 2011. Synthesis of phthalyl substituted imidazolones and schiff bases as antimicrobial agents. E-J. Chem., 8, 1: 427–34.

Sanjeeva R., Cherkupally SR., Dasari CR., Vookanti YY., Nagaraj A. 2010. Synthesis, antimicrobial study of bis[thiadiazol-2-yl-tetrahydro-2H-pyrazolo[3,4-b][1,3]thiazole]methanes. Org. Commun. 3:3: 57-69.

Schenone S., Bruno O., Ranise A., Bondavalli F., Filippeli W., Falcone G., Giordano L., Vitelli M. R. 2001. 3-Arylsulphonyl-5-arylamino-1,3,4-thiadiazol-2(3H)ones as anti-inflammatory and analgesic agents. Bioorg. Med. Chem. 9(8): 2149-53.

Singh RK., Danishefsky S. 1990. Homoconjugate addition of nucleophiles to cyclopropane-1,1-dicarboxylate derivatives:2-oxo-1-phenyl-3-pyrrolidine carboxylic acid. Org. Syn. 7: 411.

Varma RS. 1998. Antifungal Agents: Past, Present and Future Prospects. National Academy of Chemistry and Biology, Lucknow, India.

Verma M., Sinha JN., Gujrati VR. 1981. A new potent anti-inflammatory aquinazolone. Pharmacol. Res. Commun., 13: 967-79.

Vio L., Mamolo MG., Laneve A. 1989. Synthesis and antihypertensive activity of some 1,3,4-thiadiazole derivatives. Farmaco 44(2), 165-72.

Winter CA., Risley EA., Nuss GW. 1962. Carrageenin-induced edema in hind paw of the rat as an assay for anti-inflammatory drugs. Proc Soc. Exp. Biol. Med., 111: 544-7.

Zou XJ., Lai LH., Jin GY., Zhang ZX. 2002. Synthesis, fungicidal activity, and 3D-QSAR of pyridazinone-substituted 1,3,4-oxadiazoles and 1,3,4-thiadiazoles. J. Agric. Food Chem. 50(13): 3757-60.

Zou X. J., Jin G. Y., Zhang Z. X. 2002. Synthesis, fungicidal activity and QSAR of pyridazinonethiadiazoles. J. Agric. Food Chem. 50: 1461-54.



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