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Articles

1,3,4-Thiadiazoles and 1,3-thiazoles from one-pot reaction of bisthioureas with 2-(bis(methylthio)methylene)malononitrile and ethyl 2-cyano-3,3-bis(methylthio)acrylate

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Pages 69-75 | Received 21 Jul 2016, Accepted 13 Sep 2016, Published online: 30 Sep 2016

References

  • Boschelli DH, Connor DT, Bornemeier DA, et al. 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. 1993;36:1802–1810. doi: 10.1021/jm00065a002
  • Al-Masoudi NA, Al-Soud YA, Al-Masoudi WA. Thiosugar nucleosides. Synthesis and biological activity of 1,3,4-thiadiazole, thiazoline and thiourea derivatives of 5-thio-D-glucose. Nucleos Nucleot Nucl. 2004;23(11):1739–1749. doi: 10.1081/NCN-200034040
  • Zhu Y, Champion RD, Jenekhe SA. Conjugated donor-acceptor copolymer semiconductors with large intramolecular charge transfer: synthesis, optical properties, electrochemistry, and field effect carrier mobility of thienopyrazine-based copolymers. Macromolecules. 2006;39:8712–8719. doi: 10.1021/ma061861g
  • Hassan AA, Mourad AE, El-Shaieb KN, et al. Synthesis of 1,3,4-thiadiazole, 1,3,4-thiadiazine, 1,3,6-thiadiazepane and quinoxaline derivatives from symmetrical dithiobiureas and thioureidoethylthiourea derivatives. Molecules. 2005;10:822–832. doi: 10.3390/10070822
  • Bräse S, editor. Privileged scaffolds in medicinal chemistry: design, synthesis and evaluation. Cambridge, UK: RSC publisher; 2015.
  • Siddiqui N, Arshad MF, Ahsan W, et al. Thiazoles: a valuable insight into the recent advances and biological activities. Int J Pharm Sci Drug Res. 2009;1:136–143.
  • De Souza MVN, AlMeida VD. Drugs anti-HIV: past, present and future perspectives. Nova. 2003;26:366–372.
  • Das GWAJ, Chen P, Norris D, et al. 2-Aminothiazole as a novel kinase inhibitor template. Structure-activity relationship studies toward the discovery of N-(2-chloro-6-methylphenyl)-2-[[6-[4-(2-hydroxyethyl)-1-piperazinyl)]-2-methyl-4-pyrimidinyl]-amino)]-1,3-thiazole-5-carboxamide (Dasatinib, BMS-354825) as a potent pan-Src kinase inhibitor. J Med Chem. 2006;49:6819–6832. doi: 10.1021/jm060727j
  • Rehman MZ, Anwar CJ, Ahmad S. An efficient synthesis of 2-alkyl-4-hydroxy-2H-1,2- benzothiazine-3-carboxamide-1,1-dioxides. Bull Korean Chem Soc. 2005;26:1771–1775. doi: 10.5012/bkcs.2005.26.11.1771
  • Bharti SK, Singh SK. Design, synthesis and biological evaluation of some novel benzylidene-2-(4-phenylthiazol-2-yl) hydrazines as potential anti-inflammatory agents. Med Chem Res. 2014;23:1004–1015. doi: 10.1007/s00044-013-0708-z
  • Knadler MP, Bergstrom RF, Callaghan JT, et al. Nizatidine, an H2-blocker. Its metabolism and disposition in man. Drug Metab Dispos. 1986;14:175–182.
  • Pasqualotto AC, Thiele KO, Goldani LZ. Novel triazole antifungal drugs: focus on isavuconazole, ravuconazole and albaconazole. Curr Opin Invest Drugs. 2010;11:165–174. 179.
  • Fox LM, Saravolatz LD. Nitazoxanide: a new thiazolide antiparasitic agent. Clin Infect Dis. 2005;40:1173–1180. doi: 10.1086/428839
  • Guin S, Rout SK, Gogoi A, et al. Desulfurization strategy in the construction of azoles possessing additional nitrogen, oxygen or sulfur using a copper(I) catalyst. Adv Synth Catal. 2012;354:2757–2770. doi: 10.1002/adsc.201200408
  • Heinz E, Berscheid R. Preparation and application of thiosemicarbazide and thiocarbazide derivatives as antimicrobial agent. SOFW. 1994;120:286–290. [C. A. 1996,124: 55859 w].
  • Sheldrick GM. A short history of SHELX. Acta crystallogr. 2008;A64:112–122. doi: 10.1107/S0108767307043930
  • Sheldrick GM. Crystal structure refinement with SHELXL. Acta crystallogr. 2015;C71:3–8.

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