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Synthetic Methods, Chemistry, and the Anticonvulsant Activity of Thiadiazoles

DOI: 10.1155/2013/348948

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Abstract:

The chemistry of heterocyclic compounds has been an interesting field of study for a long time. Heterocyclic nucleus 1,3,4-thiadiazole constitutes an important class of compounds for new drug development. The synthesis of novel thiadiazole derivatives and investigation of their chemical and biological behavior have gained more importance in recent decades. The search for antiepileptic compounds with more selective activity and lower toxicity continues to be an active area of intensive investigation in medicinal chemistry. During the recent years, there has been intense investigation of different classes of thiadiazole compounds, many of which possess extensive pharmacological activities, namely, antimicrobial activity, anticonvulsant, antifungal antidiabetic, anti-inflammatory, antioxidant, and antituberculosis activities, and so forth. The resistance towards available drugs is rapidly becoming a major worldwide problem. The need to design new compounds to deal with this resistance has become one of the most important areas of research today. Thiadiazole is a versatile moiety that exhibits a wide variety of biological activities. Thiadiazole moiety acts as “hydrogen binding domain” and “two-electron donor system.” It also acts as a constrained pharmacophore. On the basis of the reported literature, we study here thiadiazole compounds and their synthetic methods chemistry and anticonvulsant activity. 1. Introduction Epilepsy is the name of a brain disorder characterized predominantly by recurrent and unpredictable interruptions of normal brain function, called epileptic seizures [1, 2]. The current therapy of epilepsy with antiepileptic drugs is associated with side effects, dose-related and chronic toxicity, and teratogenic effects [3, 4]. Epilepsy is not a singular disease entity but a variety of disorders reflecting underlying brain dysfunction that may result from many different causes. Therefore, there is continuing demand for new anticonvulsant agents. So, there is an urgent requirement for the dieovery and development of some novel anticonvulsant agents with more selective activity and lower toxicity for the effective treatment of epilepsy. Several five-membered aromatic systems having three heteroatoms at symmetrical positions such as thiadiazoles have been studied extensively owing to their interesting pharmacological activities. There is a broad variety of heterocyclic compounds which are having medicinal importance, and recently, much attention has been focused on thiadiazole derivatives in view of their broad spectrum activities. Thiadiazole

References

[1]  W. Loscher, “New visions in the pharmacology of anticonvulsion,” European Journal of Pharmaceutical Sciences, vol. 342, pp. 1–13, 1998.
[2]  A. Gringauz, John Wiley & Sons, New York, NY, USA, 1st edition, 1997.
[3]  M. J. Brodie, “Monotherapy trials: prerequisite data,” Epilepsy Research, vol. 45, no. 1–3, pp. 61–64, 2001.
[4]  R. H. Mattson, “Efficacy and adverse effects of established and new antiepileptic drugs,” Epilepsia, vol. 36, supplement 2, pp. S13–S26, 1995.
[5]  A. Demirbas, D. Sahin, N. Demirbas, and S. A. Karaoglu, “Synthesis of some new 1,3,4-thiadiazol-2-ylmethyl-1,2,4-triazole derivatives and investigation of their antimicrobial activities,” European Journal of Medicinal Chemistry, vol. 44, no. 7, pp. 2896–2903, 2009.
[6]  R. T. Morrison and R. N. Boyd, Organic Chemistry, Prentice Hall, New Delhi, India, 6th edition, 2005.
[7]  T.-B. Wei, H. Liu, J.-H. Hu, et al., “Microwave promoted efficient synthesis of 2,5-disubstituted 1,3,4-thiadiazole,” Indian Journal of Chemistry B, vol. 45, pp. 2754–2756, 2006.
[8]  J. Goerdler, J. Ohm, and O. Tegmeyer, “Darstellung und Eigenschaften des 1.2.4- und des 1.3.4-Thiodiazols,” Chemische Berichte, vol. 89, pp. 1534–1543, 1956.
[9]  A. R. Katritzky and R. Charlews, in Comprehensive Heterocyclic Chemistry, vol. 6, pp. 568–575, Ist edition, 1984.
[10]  E. Formm, E. Layer, and K. Nerz, Advances in Heterocyclic Chemistry, vol. 9, p. 188, 1968.
[11]  H. B. Koing and H. A. Ofle, Chemical Abstracts, vol. 53, p. 10253, 1957.
[12]  British Patent, Chemical abstract, 59, 1650, 916061, 1963.
[13]  F. Kurzer, “Thiadiazoles. Part XI. Synthesis and cyclisation of N-(thiobenzamido)guanidines and related compounds,” Journal of the Chemical Society, vol. 1961, pp. 1617–1625, 1961.
[14]  R. R. Gupta, M. Kumar, and V. Gupta, Heterocyclic Chemistry Springen, vol. 2, pp. 566–573, 2005.
[15]  G. Young and W. Eyne, “III.—Oxidation of benzalthiosemicarbazone,” Journal of the Chemical Society, Transactions, vol. 79, pp. 54–60, 1901.
[16]  J. Y. Hweng, H. Choi, D. H. Lee, and Y. D. Gong, “Solid-phase synthesis of 1,3,4-oxadiazole and 1,3,4-thiadiazole derivatives via selective, reagent-based cyclization of acyldithiocarbazate resins,” Journal of Combinatorial Chemistry, vol. 7, pp. 816–819, 2005.
[17]  P. C. Guha, “Ring closure of hydrazodithio- and -monothio-dicarbonamides with acetic anhydride,” Journal of the American Chemical Society, vol. 45, pp. 1036–1042, 1923.
[18]  T. A. Bachetti and B. J. Banieli, Advances in Heterocyclic Chemistry, vol. 9, p. 1711, 1968.
[19]  J. Goerdeler and H. Hanbrich, “über die Kupplungsaktivit?t einiger heterocyclischer Diazoverbindungen,” Chemische Berichte, vol. 93, pp. 397–405, 1960.
[20]  M. Otha, H. Oya, and A. J. Miture, Charm Soc Japan Chemical Abstract, vol. 48, p. 10006, 1953.
[21]  C. J. Anisworth, “The investigation of some substituted 1,3,4-thiadiazoles,” Journal of the American Chemical Society, vol. 80, no. 19, p. 5201, 1958.
[22]  F. F. Medovschikowa and I. Y. Postovskii, Journal of Heterocyclic Chemistry, vol. 9, p. 197, 1968.
[23]  H. Sai Kachi and M. Kanaka, Yakugakuzasthi Chemi Abstract, vol. 58, p. 4543, 1963.
[24]  H. Sai Kachi and M. Kanaka, Yakugakuzasthi, vol. 58, p. 7304, 1962.
[25]  S. N. Swamy, Basappa, B. S. Priya et al., “Synthesis ofpharmaceutically important condensed heterocyclic 4,6-disubstituted-1,2,4-triazolo-1,3,4-thiadiazole derivatives asantimicrobials,” European Journal of Medicinal Chemistry, vol. 41, no. 4, pp. 531–538, 2006.
[26]  S. Hussain, J. Sharma, and M. Amir, “Synthesis and antimicrobial activities of 1,2,4-triazole and 1,3,4-thiadiazole derivatives of 5-amino-2-hydroxybenzoic acid,” E-Journal of Chemistry, vol. 5, no. 4, pp. 963–968, 2008.
[27]  A. A. Aly and R. E. Sayed, “Synthesis and biological activity of new 1,3,4-thiadiazole derivatives,” Chemical Papers, vol. 60, no. 1, pp. 56–60, 2006.
[28]  R. Dua and S. K. Srivastava, “Synthesis, characterization and antimicrobial activity,” International Journal of Pharma and Bio Sciences, vol. 1, no. 2, 2010.
[29]  F. Hadizadeh and R. Vosooghi, “Synthesis of α-[5-(5-amino-1,3,4-thiadiazol-2-yl)-2-imidazolylthio] acetic acids,” Journal of Heterocyclic Chemistry, vol. 45, no. 5, pp. 1477–1479, 2008.
[30]  J. Salimon, N. Salih, A. Hameed, H. Ibraheem, and E. Yousif, “Synthesis and antibacterial activity of some new 1,3,4-oxadiazole and 1,3,4-thiadiazole derivatives,” Journal of Applied Sciences Research, vol. 6, no. 7, pp. 866–870, 2010.
[31]  A. M. Qandil, H. N. Tumah, and M. A. Hassan, “Synthesis and antibacterial activity of N4-benzoyl-N 1-dihydroxybenzoylthiosemicarbazides and their cyclic 1,3,4-thiadiazole derivatives,” Acta Pharmaceutica Sciencia, vol. 48, no. 2, pp. 95–107, 2006.
[32]  R. S. Lamani, N. S. Shetty, R. R. Kambl, and A. M. Khazi, “Synthesis and antimicrobial studies of novel methylene bridged benzisoxazolyl imidazo[2,1-b][1,3,4]thiadiazole derivatives,” European Journal of Medicinal Chemistry, vol. 44, pp. 2828–2833, 2008.
[33]  A. Foroumadi, S. Emami, A. Hassanzadeh et al., “Synthesis and antibacterial activity of N-(5-benzylthio-1,3,4-thiadiazol-2- yl) and N-(5-benzylsulfonyl-1,3,4-thiadiazol-2-yl)piperazinyl quinolone derivatives,” Bioorganic and Medicinal Chemistry Letters, vol. 15, no. 20, pp. 4488–4492, 2005.
[34]  T. Onkol, D. S. Doruer, L. Uzun, S. Adak, S. Ozkan, and M. F. Ahin, “Synthesis and antimicrobial activity of new 1,2,4-triazole and 1,3,4-thiadiazole derivatives,” Journal of Enzyme Inhibition and Medicinal Chemistry, vol. 23, no. 2, pp. 277–284, 2008.
[35]  N. Siddiqui and M. S. Alam, “5-(1H-indol-3-ylmethyl)-N-(substituted phenyl)-1,2,4-thiadiazol-2-amine derivatives: synthesis and biological screening,” Biosciences Biotechnology Research Asia, vol. 6, no. 1, pp. 261–264, 2009.
[36]  P. Karegoudar, D. J. Prasad, M. Ashok, M. Mahalinga, B. Poojary, and B. S. Holla, “Synthesis, antimicrobial and anti-inflammatory activities of some 1,2,4-triazolo[3,4-b][1,3,4]thiadiazoles and 1,2,4-triazolo[3,4-b][1,3,4]thiadiazines bearing trichlorophenyl moiety,” European Journal of Medicinal Chemistry, vol. 43, no. 4, pp. 808–815, 2008.
[37]  T. Karabasanagouda, A. V. Adhikari, and N. S. Shetty, “Synthesis and antimicrobial activities of some novel 1,2,4-triazolo[3,4-b]-1,3,4-thiadiazoles and 1,2,4-triazolo[3,4-b]-1,3,4-thiadiazines carrying thioalkyl and sulphonyl phenoxy moieties,” European Journal of Medicinal Chemistry, vol. 42, no. 4, pp. 521–529, 2007.
[38]  V. Mathew, J. Keshavayya, V. P. Vaidya, and D. Giles, “Studies on synthesis and pharmacological activities of 3,6-disubstituted-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazoles and their dihydro analogues,” European Journal of Medicinal Chemistry, vol. 42, no. 6, pp. 823–840, 2007.
[39]  C. J. Chen, B. A. Song, S. Yang et al., “Synthesis and antifungal activities of 5-(3,4,5-trimethoxyphenyl)-2-sulfonyl-1,3,4-thiadiazole and 5-(3,4,5-trimethoxyphenyl)-2-sulfonyl-1,3,4-oxadiazole derivatives,” Bioorganic and Medicinal Chemistry, vol. 15, pp. 3981–3989, 2007.
[40]  H. S. Chen, H. S. LI, H. S. Z, Y. F. Han, and Z. W. Wang, “New fungicidally active pyrazolyl-substituted 1,3,4-thiadiazole compounds and their preparation,” Chinese Chemical Letters, vol. 10, no. 5, pp. 365–366, 1999.
[41]  M. Barboiu, M. Cimpoesu, C. Guran, and C. T. Supumn, “1,3,4-thiadiazole derivatives. Part 91. Synthesis and biological activity of metal complexes of 5-(2-aminoethyl)-2-amino-1,3,4-thiadiazole,” Metal Based Drugs, vol. 3, no. 5, pp. 227–232, 1996.
[42]  S. R. Pattan, P. kekare, N. S. Dighe et al., “Synthesis and biological evaluation of some 1,3,4-thiadiazoles,” Journal of Chemical and Pharmaceutical Research, vol. 1, no. 1, pp. 191–198, 2009.
[43]  M. Amir, H. Kumar, and S. A. Javed, “Condensed bridgehead nitrogen heterocyclic system: Synthesis and pharmacological activities of 1,2,4-triazolo-[3,4-b]-1,3,4-thiadiazole derivatives of ibuprofen and biphenyl-4-yloxy acetic acid,” European Journal of Medicinal Chemistry, vol. 43, no. 10, pp. 2056–2066, 2008.
[44]  M. Amir, H. Kumar, and S. A. Javed, “Synthesis and pharmacological evaluation of condensed heterocyclic 6-substituted-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole derivatives of naproxen,” Bioorganic and Medicinal Chemistry Letters, vol. 17, pp. 4504–4508, 2007.
[45]  L. S. Varandas, C. A. M. Fraga, A. L. P. Miranda, and E. J. Barreiro, “Design, synthesis and pharmacological evaluation of new nonsteroidal antiinflammatory 1,3,4-thiadiazole derivatives,” Letters in Drug Design and Discovery, vol. 2, no. 1, pp. 62–67, 2005.
[46]  M. Moise, V. Sunel, L. Profire, M. Popa, J. Desbrieres, and C. Peptu, “Synthesis and biological activity of some new 1,3,4-thiadiazole and 1,2,4-triazole compounds containing a phenylalanine moiety,” Molecules, vol. 14, no. 7, pp. 2621–2631, 2009.
[47]  H. Kumar, S. A. Javed, S. A. Khan, and M. Amir, “1,3,4-Oxadiazole/thiadiazole and 1,2,4-triazole derivatives of biphenyl-4-yloxy acetic acid: Synthesis and preliminary evaluation of biological properties,” European Journal of Medicinal Chemistry, vol. 43, no. 12, pp. 2688–2698, 2008.
[48]  S. Schenone, C. Brullo, O. Bruno et al., “New 1,3,4-thiadiazole derivatives endowed with analgesic and anti-inflammatory activities,” Bioorganic and Medicinal Chemistry, vol. 14, no. 6, pp. 1698–1705, 2006.
[49]  S. G. Kucukguzel, I. Kucukguze, I. E. Tatar et al., “Synthesis of some novel heterocyclic compounds derived from diflunisal hydrazide as potential anti-infective and anti-inflammatory agents,” European Journal of Medicinal Chemistry, vol. 42, no. 7, pp. 893–901, 2007.
[50]  M. A. Hilfiker, N. Wang, X. Hou et al., “Discovery of novel aminothiadiazole amides as selective EP3 receptor antagonists,” Bioorganic and Medicinal Chemistry Letters, vol. 19, no. 15, pp. 4292–4295, 2009.
[51]  A. K. Gadad, M. B. Palkar, K. Anand, M. N. Noolvi, T. S. Boreddy, and J. Wagwade, “Synthesis and biological evaluation of 2-trifluoromethyl/sulfonamido-5,6-diaryl substituted imidazo[2,1-b]-1,3,4-thiadiazoles: a novel class of cyclooxygenase-2 inhibitors,” Bioorganic and Medicinal Chemistry, vol. 16, no. 1, pp. 276–283, 2008.
[52]  U. S. Goksen, N. G. Kelekci, O. Goktas et al., “1-Acylthiosemicarbazides, 1,2,4-triazole-5(4H)-thiones, 1,3,4-thiadiazoles and hydrazones containing 5-methyl-2-benzoxazolinones: synthesis, analgesic-anti-inflammatory and antimicrobial activities,” Bioorganic and Medicinal Chemistry, vol. 15, no. 17, pp. 5738–5751, 2007.
[53]  A. S. Kalgutar, A. B. Marnett, B. C. Crews, R. P. Remmel, and L. J. Marnett, “Ester and Amide derivatives of the nonsteroidal antiinflammatory drug, indomethacin, as selective cyclooxygenase-2 inhibitors,” Journal of Medicinal Chemistry, vol. 43, no. 15, pp. 2860–2870, 2000.
[54]  M. Duflos, M. R. Nourrisson, J. Brelet et al., “N-Pyridinyl-indole-3-(alkyl)carboxamides and derivatives as potential systemic and topical inflammation inhibitors,” European Journal of Medicinal Chemistry, vol. 36, no. 6, pp. 545–553, 2001.
[55]  V. J. Ram, A. Goel, and M. Kandpal, “Tetraazaacenaphthene, tetraazaphenalene and 1,3,4-thiadiazole derivatives as potential leishmanicides,” Bioorganic and Medicinal Chemistry Letters, vol. 7, no. 6, pp. 651–656, 1997.
[56]  E. F. da Silva, M. M. Canto-Cavalheiro, V. R. Braz, L. Cysne-Finkelstein, L. L. Leon, and A. Echevarria, “Synthesis, and biological evaluation of new 1,3,4-thiadiazolium-2-phenylamine derivatives against Leishmania amazonensis promastigotes and amastigotes,” European Journal of Medicinal Chemistry, vol. 37, no. 12, pp. 979–984, 2002.
[57]  M. Behrouzi-Fardmoghadam, F. Poorrajab, S. K. Ardestani, S. Emami, A. Shafiee, and A. Foroumadi, “Synthesis and in vitro anti-leishmanial activity of 1-[5-(5-nitrofuran-2-yl)-1,3,4-thiadiazol-2-yl]- and 1-[5-(5-nitrothiophen-2-yl)-1,3,4-thiadiazol-2-yl]-4-aroylpiperazines,” Bioorganic and Medicinal Chemistry, vol. 16, no. 8, pp. 4509–4515, 2008.
[58]  A. Foroumadi, S. Emami, S. Pournourmohammadi, A. Kharazmi, and A. Shafiee, “Synthesis and in vitro leishmanicidal activity of 2-(1-methyl-5-nitro-1H- imidazol-2-yl)-5-substituted-1,3,4-thiadiazole derivatives,” European Journal of Medicinal Chemistry, vol. 40, no. 12, pp. 1346–1350, 2005.
[59]  S. Karakus and S. Rollas, “Synthesis and antituberculosis activity of new N-phenyl-N′-[4-(5-alkyl/arylamino-1,3,4-thiadiazole-2-yl)phenyl]thioureas,” Il Farmaco, vol. 57, no. 7, pp. 577–581, 2002.
[60]  E. E. Oruc, S. Rollas, F. Kandermirli, N. Shvets, and A. S. Dimoglo, “1,3,4-thiadiazole derivatives. Synthesis, structure elucidation, and structure?antituberculosis activity relationship investigation,” Journal of Medicinal Chemistry, vol. 47, pp. 6760–6676, 2004.
[61]  A. Foroumadi, Z. Kargar, A. Sakhteman et al., “Synthesis and antimycobacterial activity of some alkyl [5-(nitroaryl)-1,3, 4-thiadiazol-2-ylthio]propionates,” Bioorganic and Medicinal Chemistry Letters, vol. 16, no. 5, pp. 1164–1167, 2006.
[62]  S. Karakus, U. Coruh, B. Barlas-Durgun et al., “Synthesis and cytotoxic activity of some 1,2,4-triazoline-3-thione and 2,5-disubstituted-1,3,4-thiadiazole derivatives,” Marmara Pharmaceutical Journal, vol. 14, no. 2, pp. 84–90, 2010.
[63]  J. Matysiak and A. Opolski, “Synthesis and antiproliferative activity of N-substituted 2-amino-5-(2,4-dihydroxyphenyl)-1,3,4-thiadiazoles,” Bioorganic and Medicinal Chemistry, vol. 14, no. 13, pp. 4483–4489, 2006.
[64]  V. Padmavathi, G. Sudhakar Reddy, A. Padmaja, P. Kondaiah, and Ali-Shazia, “Synthesis, antimicrobial and cytotoxic activities of 1,3,4-oxadiazoles, 1,3,4-thiadiazoles and 1,2,4-triazoles,” European Journal of Medicinal Chemistry, vol. 44, no. 5, pp. 2106–2112, 2009.
[65]  M. X. Wei, L. Feng, X. Q. Li, X. Z. Zhou, Z.-H. Shao, and H. Shao, “Synthesis of new chiral 2,5-disubstituted 1,3,4-thiadiazoles possessing γ-butenolide moiety and preliminary evaluation of in vitro anticancer activity,” European Journal of Medicinal Chemistry, vol. 44, no. 8, pp. 3340–3344, 2009.
[66]  D. A. Ibrahim, “Synthesis and biological evaluation of 3,6-disubstituted [1,2,4]triazolo[3,4-b][1,3,4]thiadiazole derivatives as a novel class of potential anti-tumor agents,” European Journal of Medicinal Chemistry, vol. 44, pp. 2776–2781, 2009.
[67]  J. Matysiak, A. Nasulewicz, M. Pelczynska, M. Switalska, I. Jaroszewicz, and A. Opolski, “Synthesis and antiproliferative activity of some 5-substituted 2-(2,4-dihydroxyphenyl)-1,3,4-thiadiazoles,” European Journal of Medicinal Chemistry, vol. 41, pp. 475–482, 2006.
[68]  A. T. Mavrova, D. Wesselinova, Y. A. Tsenov, and P. Denkova, “Synthesis, cytotoxicity and effects of some 1,2,4-triazole and 1,3,4-thiadiazole derivatives on immunocompetent cells,” European Journal of Medicinal Chemistry, vol. 44, no. 1, pp. 63–69, 2009.
[69]  P. Zhan, X. Liu, Z. Li et al., “Novel 1,2,3-thiadiazole derivatives as HIV-1 NNRTIs with improved potency: synthesis and preliminary SAR studies,” Bioorganic and Medicinal Chemistry, vol. 17, pp. 5920–5927, 2009.
[70]  P. Zhan, X. Liu, Z. Fang, Z. Li, C. Pannecouque, and E. D. Clercq, “Synthesis and anti-HIV activity evaluation of 2-(4-(naphthalen-2-yl)-1,2,3-thiadiazol-5-ylthio)-N-acetamides as novel non-nucleoside HIV-1 reverse transcriptase inhibitors,” European Journal of Medicinal Chemistry, vol. 44, pp. 4648–4653, 2009.
[71]  C. Kus, G. A. Kilcigil, S. Ozbey et al., “Synthesis and antioxidant properties of novel N-methyl-1,3,4-thiadiazol-2-amine and 4-methyl-2H-1,2,4-triazole-3(4H)-thione derivatives of benzimidazole class,” Bioorganic and Medicinal Chemistry, vol. 16, pp. 4294–4303, 2008.
[72]  S. Dhanya, A. M. Isloor, P. Shetty, K. Satyamoorthy, and A. S. Bharath Prasad, Arabian Journal of Chemistry. In press.
[73]  D. Cressier, C. Prouillac, P. Hernandez et al., “Synthesis, antioxidant properties and radioprotective effects of new benzothiazoles and thiadiazoles,” Bioorganic and Medicinal Chemistry, vol. 17, no. 14, pp. 5275–5284, 2009.
[74]  V. Dudutien, L. Baranauskien, and D. Matulis, “Benzimidazo[1,2-c][1,2,3]thiadiazole-7-sulfonamides as inhibitors of carbonic anhydrase,” Bioorganic and Medicinal Chemistry Letters, vol. 17, pp. 3335–3338, 2007.
[75]  G. L. Almajan, A. Innocenti, L. Puccetti et al., “Carbonic anhydrase inhibitors. Inhibition of the cytosolic and tumor-associated carbonic anhydrase isozymes I, II, and IX with a series of 1,3,4-thiadiazole- and 1,2,4-triazole-thiols,” Bioorganic and Medicinal Chemistry Letters, vol. 15, no. 9, pp. 2347–2352, 2005.
[76]  J. Mirzaei, F. Siavoshi, S. Emami et al., “Synthesis and in vitro anti-Helicobacter pylori activity of N-[5-(5-nitro-2-heteroaryl)-1,3,4-thiadiazol-2-yl]thiomorpholines and related compounds,” European Journal of Medicinal Chemistry, vol. 43, no. 8, pp. 1575–1580, 2008.
[77]  A. Foroumadi, A. Rineh, S. Emami et al., “Synthesis and anti-Helicobacter pylori activity of 5-(nitroaryl)-1,3,4-thiadiazoles with certain sulfur containing alkyl side chain,” Bioorganic and Medicinal Chemistry Letters, vol. 18, no. 11, pp. 3315–3320, 2008.
[78]  A. Gupta, P. Mishra, S. K. Kashaw, V. Jatav, and J. P. Stables, “Synthesis and anticonvulsant activity of some novel 3-aryl amino/amino-4-aryl-5-imino-Δ2-1,2,4-thiadiazoline,” European Journal of Medicinal Chemistry, vol. 43, no. 4, pp. 749–754, 2008.
[79]  A. Gupta, P. Mishra, S. N. Pandeya, S. K. Kashaw, V. Kashaw, and J. P. Stables, “Synthesis and anticonvulsant activity of some substituted 1,2,4-thiadiazoles,” European Journal of Medicinal Chemistry, vol. 44, no. 3, pp. 1100–1105, 2009.
[80]  M. S. Yar and M. W. Akhter, “Synthesis and anticonvulsant activity of substituted oxadiazole and thiadiazole derivatives,” Acta Poloniae Pharmaceutica, vol. 66, no. 4, pp. 393–397, 2009.
[81]  B. Ahamad and M. Yusuf, “synthesis of aromatic aldehyde imine derivative of 2-thiobenzyl-1,3,4-thiadiazole and evaluation of their anticonvulsant activity,” Indian Journal of Chemistry B, vol. 49, pp. 241–246, 2010.
[82]  V. Jatav, P. Mishra, S. Kashaw, and J. P. Stables, “CNS depressant and anticonvulsant activities of some novel 3-[5-substituted 1,3,4-thiadiazole-2-yl]-2-styryl quinazoline-4(3H)-ones,” European Journal of Medicinal Chemistry, vol. 43, pp. 1945–1954, 2008.
[83]  H. N. Dogan, A. Duran, S. Rollas, G. Sener, M. K. Uysal, and D. Gulen, “Synthesis of new 2,5-disubstituted-1,3,4-thiadiazoles and preliminary evaluation of anticonvulsant and antimicrobial activities,” Bioorganic & Medicinal Chemistry, vol. 10, no. 9, pp. 2893–2898, 2002.
[84]  A. Varvaresou, T. Siatra-Papastaikoudi, A. Tsotinis, A. T. Kakoulidou, and A. Vamvakides, “Synthesis, lipophilicity and biological evaluation of indole-containing derivatives of 1,3,4-thiadiazole and 1,2,4-triazole,” Il Farmaco, vol. 53, no. 5, pp. 320–326, 1998.
[85]  A. Foroumadi, V. Sheibani, A. Sakhteman et al., “Synthesis and anticonvulsant activity of novel 2-amino-5-[4-chloro-2-(2- chlorophenoxy) phenyl]-1,3,4-thiadiazole derivatives,” Daru Journal of Pharmaceutical Sciences, vol. 15, no. 2, pp. 89–93, 2007.
[86]  X. Q. Deng, Z. Q. Dong, M. X. Song, B. Shu, S. B. Wang, and Z. S. Quan, “Synthesis and anticonvulsant activities of some triazolothiadiazole derivatives,” Archiv der Pharmazie, vol. 345, no. 7, pp. 565–573, 2012.
[87]  M. R. Stillings, P. W. Anthony, and S. W. Donald, “Substituted 1,3,4-thiadiazoles with anticonvulsant activity. 2. Aminoalkyl derivatives,” Journal of Medicinal Chemistry, vol. 29, no. 11, pp. 2280–2284, 1986.
[88]  N. Siddiqui, A. Rana, S. Khan et al., “Synthesis and preliminary screening of benzothiazol-2-yl thiadiazole derivatives for anticonvulsant activity,” Acta Pharmaceutica, vol. 59, no. 4, pp. 441–451, 2009.
[89]  N. Siddiqui, S. Ali, S. A. Khan, S. Drabu, A. Rana, and M. Alam, “Synthesis of 3-arylamino-4-aryl-5-(N-arylthiocarbonylimino)-4, 5-dihydro-1,2,4-thiadiazoles as anticonvulsant agents,” Indian Journal of Heterocyclic Chemistry, vol. 14, no. 2, pp. 159–160, 2004.
[90]  N. Siddiqui, M. F. Arshad, S. A. Khan, and W. Ahsan, “Synthesis, anticonvulsant and neurotoxicity screening of 1-(substituted phenyl)-3-[(5-substituted phenyl)-1,3,4-thiadiazole-2-yl]-2- thioxodihydro pyrimidine-4,6 (1H, 5H)-diones,” Journal of Pharmaceutical Research, vol. 7, no. 2, pp. 122–125, 2008.
[91]  P. Mullick, S. A. Khan, S. Verma, and O. Alam, “Thiadiazole derivatives as potential anticonvulsant agents,” Bulletin of the Korean Chemical Society, vol. 32, no. 3, pp. 1011–1016, 2011.
[92]  C. B. Chapleo, P. L. Mayers, J. F. Saville et al., “Substituted 1,3,4-thiadiazoles with anticonvulsant activity. 1. Hydrazines,” Journal of Medicinal Chemistry, vol. 29, no. 11, pp. 2273–2280, 1986.
[93]  H. Rajak, C. K. Behera, R. S. Pawar, P. K. Singour, and M. D. Kharya, “Synthesis and anticonvulsant evaluation of some novel 2,5-disubstituted 1,3,4-thiadiazoles: pharmacophore model studies,” Acta Poloniae Pharmaceutica, vol. 67, no. 5, pp. 503–510, 2010.
[94]  M. D. Kamal, H. A. Gawad, E. A. Rageb, M. Ellithey, and H. A. Mohamed, “Synthesis, anticonvulsant, and anti-inflammatory evaluation of some new benzotriazole and benzofuran-based heterocycles,” Bioorganic and Medicinal Chemistry, vol. 14, no. 11, pp. 3672–3680, 2006.

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