Utility involving thioacetoacetanilides as precursors for synthesis of new thiazole, thiadiazole and thiophene derivatives with antimicrobial activity

References

• Altıntop MD, Ozdemir A, Turan-Zitouni G, et al. A novel series of thiazolyl–pyrazoline derivatives: synthesis and evaluation of antifungal activity, cytotoxicity and genotoxicity. Eur J Med Chem. 2015;92:342–352. doi: 10.1016/j.ejmech.2014.12.055
   PubMed Web of Science ®Google Scholar
• Zhu X-F, Shi D-Q. Synthesis and biological activities of novel thiazole derivatives of DHPMs via the N, S-dialkylation. Phosphorus, Sulfur, Silicon. 2008;183:2020–2028. doi: 10.1080/10426500701841680
   Web of Science ®Google Scholar
• Pattan SR, Dighe NS, Nirmal SA, et al. Synthesis and biological evaluation of some new substituted amino thiazole derivatives. Asian J Res Chem. 2009;2:196–201.
   Web of Science ®Google Scholar
• Argyropoulou I, Geronikaki A, Vicini P, Zanib F. Synthesis and biological evaluation of sulfonamide thiazole and benzothiazole derivatives as antimicrobial agents. Arkivoc. 2009;VI:89–102.
   Web of Science ®Google Scholar
• Sharma RN, Xavier FP, Vasu KK, Chaturvedi SC, Pancholi SS. Synthesis of 4-benzyl-1,3-thiazole derivatives as potential anti-inflammatory agents: an analogue-based drug design approach. J Enzyme Inhib Med Chem. 2009;24:890–897. doi: 10.1080/14756360802519558
   PubMed Web of Science ®Google Scholar
• Trautman HD, Longe LM. The synthesis of 2,3-disubstituted-4-thiazolidones. J Am Chem Soc. 1948;70:3436–3439. doi: 10.1021/ja01190a064
   PubMed Web of Science ®Google Scholar
• Surray AR. 4-Thiazolidones.IV. The preparation of some 3-alkylaminoalkyl-2-aryl derivatives. J Am Chem Soc. 1949;71:3354–3356. doi: 10.1021/ja01178a023
   Web of Science ®Google Scholar
• Bhattacharya P, Leonard, JT, Roy K. Exploring QSAR of thiazole and thiadiazole derivatives as potent and selective human adenosine A3 receptor antagonists using FA and GFA techniques. Bioorg Med Chem. 2005;13:1159–1165. doi: 10.1016/j.bmc.2004.11.022
   PubMed Web of Science ®Google Scholar
• Karade HN, Acharya BN, Sathe M, Kaushik MP. Design, synthesis, and antimalarial evaluation of thiazole-derived amino acids. Med Chem Res. 2008;17:19–29. doi: 10.1007/s00044-008-9089-0
   Web of Science ®Google Scholar
• Abdelhamid AO, Gomha SM, Shawali AS. Utility of N-aryl 2-aroylhydrazono-propanehydrazonoyl chlorides as precursors for synthesis of new functionalized 1,3,4-thiadiazoles with potential antimicrobial activity. J Adv Res. doi:doi.org/10.1016/j.jare.2014.08.007.
   PubMed Web of Science ®Google Scholar
• Wang XC, Zheng L, Quang ZJ, Xu DJ. Solvent-free synthesis of 2-furyl-5-aryloxyacetylamido-1,3,4-thiadiazoles under microwave irradiation. Synth Commun. 2003;33:2891–2897. doi: 10.1081/SCC-120022179
   Web of Science ®Google Scholar
• Oh C-H, Cho H-W, Baek D, Cho JH. Synthesis and antibacterial activity of 1β-methyl-2-(5-substituted thiazolo pyrrolidin-3-ylthio) carbapenem derivatives. Eur J Med Chem. 2002;37:743–754. doi: 10.1016/S0223-5234(02)01397-1
   PubMed Web of Science ®Google Scholar
• Ilies MA, Vullo D, Pastorek J, et al. Carbonic anhydrase inhibitors. Inhibition of tumor-associated isozyme IX by halogenosulfanilamide and halogenophenylaminobenzolamide derivatives. J Med Chem. 2003;46:2187–2196. doi: 10.1021/jm021123s
   PubMed Web of Science ®Google Scholar
• Masereel B, Rolin S, Abbate F, Scozzafava A, Supuran CT. Carbonic anhydrase inhibitors: anticonvulsant sulfonamides incorporating valproyl and other lipophilic moieties. J Med Chem. 2002;45:312–320. doi: 10.1021/jm0109199
   PubMed Web of Science ®Google Scholar
• Supuran CT, Scozzafava A. Carbonic anhydrase inhibitors: aromatic sulfonamides and disulfonamides act as efficient tumor growth inhibitors. J Enzyme Inhib. 2000;15:597–610. doi: 10.3109/14756360009040713
   PubMed Web of Science ®Google Scholar
• Amir M, Shikha K. Synthesis and anti-inflammatory, analgesic, ulcerogenic and lipid peroxidation activities of some new 2-[(2, 6-dichloroanilino) phenyl] acetic acid derivatives. Eur J Med Chem. 2004;39:535–545. doi: 10.1016/j.ejmech.2004.02.008
   PubMed Web of Science ®Google Scholar
• Demirbas N, Alpay Karaoglu S, Demirbas A, Sancak K. Synthesis and antimicrobial activities of some new 1-(5-phenylamino-[1,3,4] thiadiazol-2-yl) methyl-5-oxo-[1,2,4] triazole and 1-(4-phenyl-5-thioxo-[1,2,4] triazol-3-yl) methyl-5-oxo-[1,2,4] triazole derivatives. Eur J Med Chem. 2004;39:793–804. doi: 10.1016/j.ejmech.2004.06.007
   PubMed Web of Science ®Google Scholar
• Palaska E, Sahin G, Kelicen P, Durlu NT, Altinok G. Synthesis and anti-inflammatory activity of 1-acylthiosemicarbazides, 1, 3, 4-oxadiazoles, 1, 3, 4-thiadiazoles and 1, 2, 4-triazole-3-thiones. Farmaco. 2002;57:101–107. doi: 10.1016/S0014-827X(01)01176-4
   PubMedGoogle Scholar
• Holla BS, Poorjary KN, Rao BS, Shivananda MK. New bis-aminomercaptotriazoles and bis-triazolothiadiazoles as possible anticancer agents. Eur J Med Chem. 2002;37:511–517. doi: 10.1016/S0223-5234(02)01358-2
   PubMed Web of Science ®Google Scholar
• Khan MT, Choudary MI, Khan KM, Rani M, Rahman A. Structure–activity relationships of tyrosinase inhibitory combinatorial library of 2, 5-disubstituted-1, 3, 4-oxadiazole analogues. Bioorg Med Chem. 2005;13:3385–3395. doi: 10.1016/j.bmc.2005.03.012
   PubMed Web of Science ®Google Scholar
• Kumar PS, Junapudi S, Gurrala S, Bathini R. Synthesis of 2-substituted amino-3-carboxamido-4, 5, 6, 7-tetramethylene thiophene derivatives and their antimicrobial activity. Int J Pharm Pharm Sci. 2011;3:273–277.
   Web of Science ®Google Scholar
• Barnikow G, Kath V, Richter D. Isothiocyanate. II. N, N′-Aryl-substituierte Dithiomalonsäurediamide. J Prakt Chem. 1965;30:63–66. doi: 10.1002/prac.19650300108
   Google Scholar
• Amer FA, Harhash A, Awad ML. Synthesis of 2-methyl-l-phenylthiocarbamoyl-glyoxal arylhydrazones and Diethyl(arylazo)(phenylthiocarbamoyl)-malonate and their reactions with hydrazines. Z Naturforsch. 1978;33b:660–662.
   Google Scholar
• Abdel-latif E, Bondock S. Utilization of α-halocarbonyl compounds in the synthesis of thiazole, thiadiazole, and thiophene derivatives. Heteroatom Chem. 2006;17:299–305. doi: 10.1002/hc.20206
   Web of Science ®Google Scholar
• Scott AC. Laboratory control of antimicrobial therapy. In: Collee JG, Duguid JP, Fraser AG, Marmion BP. Practical medical microbiology. 13th ed., Vol. 2. Edinburgh: Churchill Livingstone. 1989, p. 161–163.
   Google Scholar