Synthesis and preliminary screening of benzothiazol-2-yl thiadiazole derivatives for anticonvulsant activity

Open access

Synthesis and preliminary screening of benzothiazol-2-yl thiadiazole derivatives for anticonvulsant activity

Various N-(5-chloro-6-substituted-benzothiazol-2-yl)-N'-(substituted phenyl)-[1,3,4]thiadiazole-2,5-diamines (5a-t) were designed and synthesized starting from substituted acetophenones. Structures of all the compounds were confirmed on the basis of spectral and elemental analyses. All the newly synthesized compounds were screened for their anticonvulsant activity and were compared with the standard drug phenytoin sodium. Interestingly, all the compounds showed protections against seizures in the range 50-100% indicative of the promising nature of the compounds against seizure spread. Compounds 5b and 5c showed complete protection against MES induced seizures.

D. Hirtz, D. J. Thurman, K. Gwinn-Hardy, M. Mohamed, A. R. Chaudhuri and R. Zalutsky, How common are the »common« neurologic disorders?, Neurology 68 (2007) 326-337; DOI:10.1212/01.wnl.0000252807.38124.a3.

G. D. Cascino, Epilepsy: contemporary perspectives on evaluation and treatment, Mayo Clinic. Proc. 69 (1994) 1199-1211.

N. Siddiqui, S. N. Pandeya, S. A. Khan, J. P. Stables, A. Rana, M. Alam, M. F. Arshad and M. A. Bhat, Synthesis and anticonvulsant activity of sulfonamide derivatives-hydrophobic domain, Bioorg. Med. Chem. Lett. 17 (2007) 255-259; DOI:10.1016/j.bmcl.2006.09.053.

N. Siddiqui, A. Rana, S. A. Khan, M. A. Bhat and S. E. Haque, Synthesis of benzothiazole semicarbazones as novel anticonvulsants - The role of hydrophobic domain, Bioorg. Med. Chem. Lett. 17 (2007) 4178-4182; DOI:10.1016/j.bmcl.2007.05.048.

A. Rana, N. Siddiqui, S. A. Khan, S. E. Haque and M. A. Bhat, N-{[(6-substituted-1,3-benzothiazole-2-yl)amino]carbonothioyl}-2/4-substituted benzamides: Synthesis and pharmacological evaluation, Eur. J. Med. Chem. 43 (2008) 1114-1122; DOI:10.1016/j.ejmech.2007.07.008.

H. N. Dogan, A. Duran, S. Rollas, G. Sener, M. K. Uysal and D. Gülen, Synthesis of new 2,5-disubstituted-1,3,4-thiadiazoles and preliminary evaluation of anticonvulsant and antimicrobial activities, Bioorg. Med. Chem. 10 (2002) 2893-2898; DOI: 10.1016/S0968-0896(02)00143-8.

B. Masereel, S. Rolin, F. Abbate, A. Scozzafava and C. T. Supuran, Carbonic anhydrase inhibitors: Anticonvulsant sulfonamides incorporating valproyl and other lipophilic moieties, J. Med. Chem. 45 (2002) 312-320; DOI: 10.1021/jm0109199.

M. T. Silvina, C. M. Sung, E. B. Luis and L. E. Guillermina, Characterization of the anticonvulsant profile of valpromide derivatives, Bioorg. Med. Chem. 12 (2004) 3857-3869; DOI:10.1016/j.bmc.2004.05.003.

P. Yogeeswari, D. Sriram, V. Saraswat, R. J. Vaigunda, K. M. Mohan, S. Murugesan, R. Thirumurugan and J. P. Stables, Synthesis and anticonvulsant and neurotoxicity evaluation of N4-phthalimido phenyl (thio) semicarbazides, Eur. J. Pharm. Sci. 20 (2003) 341-346; DOI: 10.1016/j.ejps. 2003.08.002.

Archana, V. K. Srivatava and K. Ashok, Synthesis of newer thiadiazolyl and thiazolidinonyl quinazolin-4(3H)-ones as potential anticonvulsant agents, Eur. J. Med. Chem. 37 (2002) 873-882; DOI:10.1016/S0223-5234(02)01389-2.

S. Reitman and S. A. Frankel, A colorimetric method for the determination of serum glutamic oxalacetic and glutamic pyruvic transaminases, Am. J. Clin. Pathol. 28 (1957) 56-63.

E. J. King and A. R. Armstrong, A convenient method for determining serum and bile phosphatase activity, Can. Med. Assoc. J. 31 (1934) 376-381.

D. S. Sheriff, Practical Clinical Biochemistry Methods and Interpretations, 1st ed., Academa Publisher, Delhi 2004, pp. 38-39.

Acta Pharmaceutica

The Journal of Croatian Pharmaceutical Society

Journal Information

IMPACT FACTOR 2017: 1.071
5-year IMPACT FACTOR: 1.623

CiteScore 2017: 1.46

SCImago Journal Rank (SJR) 2017: 0.362
Source Normalized Impact per Paper (SNIP) 2017: 0.642

Cited By


All Time Past Year Past 30 Days
Abstract Views 0 0 0
Full Text Views 262 262 21
PDF Downloads 54 54 3