Tiazofurin

For research use only. Not for therapeutic Use.

  • CAT Number: R055231
  • CAS Number: 60084-10-8
  • Molecular Formula: C9H12N2O5S
  • Molecular Weight: 260.26
  • Purity: ≥95%
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Tiazofurin(Cat No.:R055231)is an experimental antiviral medication primarily studied for its potential to treat viral infections, particularly those caused by RNA viruses. It functions by inhibiting viral replication through the disruption of nucleic acid synthesis. Tiazofurin is known to act as a nucleoside analog, mimicking natural nucleosides, which can interfere with the viral lifecycle. Its effectiveness has been explored in various contexts, including HIV and other viral pathogens. However, further clinical trials are necessary to fully understand its efficacy, safety, and potential therapeutic applications.


Catalog Number R055231
CAS Number 60084-10-8
Synonyms

2-β-D-Ribofuranosyl-4-thiazolecarboxamide; CI 909; NSC 286-193; NSC 286193; Riboxamide; TCAR; Tiazofurine; 2-β-D-Ribofuranosylthiazole-4-carboxamide;

Molecular Formula C9H12N2O5S
Purity ≥95%
Target Anti-infection
Storage -20°C
IUPAC Name 2-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-thiazole-4-carboxamide
InChI InChI=1S/C9H12N2O5S/c10-8(15)3-2-17-9(11-3)7-6(14)5(13)4(1-12)16-7/h2,4-7,12-14H,1H2,(H2,10,15)/t4-,5-,6-,7-/m1/s1
InChIKey FVRDYQYEVDDKCR-DBRKOABJSA-N
SMILES C1=C(N=C(S1)[C@H]2[C@@H]([C@@H]([C@H](O2)CO)O)O)C(=O)N
Reference

</br>1:Synthesis and in vitro antitumour activity of tiazofurin analogues with nitrogen functionalities at the C-2/’ position. Popsavin M, Kojić V, Torović L, Svirčev M, Spaić S, Jakimov D, Aleksić L, Bogdanović G, Popsavin V.Eur J Med Chem. 2016 Mar 23;111:114-25. doi: 10.1016/j.ejmech.2016.01.037. Epub 2016 Jan 25. PMID: 26859071 </br>2:Nicotinamide mononucleotide adenylyltransferase2 overexpression enhances colorectal cancer cell-kill by Tiazofurin. Kusumanchi P, Zhang Y, Jani MB, Jayaram NH, Khan RA, Tang Y, Antony AC, Jayaram HN.Cancer Gene Ther. 2013 Jul;20(7):403-12. doi: 10.1038/cgt.2013.33. Epub 2013 Jun 14. PMID: 23764899 </br>3:Synthesis and in vitro antitumour screening of 2-(β-D-xylofuranosyl)thiazole-4-carboxamide and two novel tiazofurin analogues with substituted tetrahydrofurodioxol moiety as a sugar mimic. Popsavin M, Spaić S, Svirčev M, Kojić V, Bogdanović G, Popsavin V.Bioorg Med Chem Lett. 2012 Nov 1;22(21):6700-4. doi: 10.1016/j.bmcl.2012.08.093. Epub 2012 Sep 3. PMID: 23010263 </br>4:Synthesis of novel aza-analogues of tiazofurin with 2-[5,5-bis(hydroxymethyl)pyrrolidin-2-yl] framework as sugar mimic. Mironiuk-Puchalska E, Koszytkowska-Stawińska M, Sas W, De Clercq E, Naesens L.Nucleosides Nucleotides Nucleic Acids. 2012;31(1):72-84. doi: 10.1080/15257770.2011.643848. PMID: 22257212 </br>5:Therapeutic effects of combined treatment with ribavirin and tiazofurin on experimental autoimmune encephalomyelitis development: clinical and histopathological evaluation. Stojkov D, Lavrnja I, Pekovic S, Dacic S, Bjelobaba I, Mostarica-Stojkovic M, Stosic-Grujicic S, Jovanovic S, Nedeljkovic N, Rakic L, Stojiljkovic M.J Neurol Sci. 2008 Apr 15;267(1-2):76-85. Epub 2007 Nov 8. PMID: 17996253 </br>6:Synthesis and antitumour activity of new tiazofurin analogues bearing a 2,3-anhydro functionality in the furanose ring. Popsavin M, Spaić S, Svircev M, Kojić V, Bogdanović G, Popsavin V.Bioorg Med Chem Lett. 2007 Aug 1;17(15):4123-7. Epub 2007 May 23. PMID: 17543526 </br>7:Antiviral activity of tiazofurin and mycophenolic acid against Grapevine leafroll-associated virus 3 in Vitis vinifera explants. Panattoni A, D/’Anna F, Triolo E.Antiviral Res. 2007 Mar;73(3):206-11. Epub 2006 Nov 3. PMID: 17125850 </br>8:Resveratrol, an ingredient of wine, acts synergistically with Ara-C and tiazofurin in HL-60 human promyelocytic leukemia cells. Horvath Z, Saiko P, Illmer C, Madlener S, Hoechtl T, Bauer W, Erker T, Jaeger W, Fritzer-Szekeres M, Szekeres T.Nucleosides Nucleotides Nucleic Acids. 2006;25(9-11):1019-24. PMID: 17065057 </br>9:2-(3-Amino-3-deoxy-beta-D-xylofuranosyl)thiazole-4-carboxamide: a new tiazofurin analogue with potent antitumour activity. Popsavin M, Spaić S, Svircev M, Kojić V, Bogdanović G, Popsavin V.Bioorg Med Chem Lett. 2006 Oct 15;16(20):5317-20. PMID: 16908146 </br>10:Synthesis and biological activity of some new 5/’-O-acyl tiazofurin derivatives. Pejanović V, Piperski V, Ugljesić-Kilibarda D, Tasić J, Dacević M, Medić-Mijacević L, Gunić E, Popsavin M, Popsavin V.Eur J Med Chem. 2006 Apr;41(4):503-12. Epub 2006 Mar 7. PMID: 16519966

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