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Tiazofurin (CAS 60084-10-8)

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Alternate Names:
2-β-D-Ribofuranosyl-4-thiazolecarboxamide
CAS Number:
60084-10-8
Molecular Weight:
260.27
Molecular Formula:
C9H12N2O5S
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Tiazofurin is a man-made nucleoside analogue that demonstrates antineoplastic activity. Once inside a cell, Tiazofurin is converted to Tiazole-4-carboxamide adenine dinucleotide (TAD), an analogue of NAD. This compound is a potent inhibitor of IMP dehydrogenase (IMPDH), an enzyme that plays a role in purine synthesis. By inhibiting IMPDH, TAD decreases the levels of guanylates, thereby impeding cell growth. Tiazofurin is a C-glycosyl compound originating from beta-D-ribose and is a member of 1,3-thiazoles and monocarboxylic acid amides. As a prodrug, it metabolizes into TAD, which selectively inhibits inosine monophosphate dehydrogenase. Given its role as a potential inhibitor of Inosine- 5′-monophosphate (IMP) dehydrogenase, Tiazofurin has potential utility in certain scientific applications.


Tiazofurin (CAS 60084-10-8) References

  1. Antitumor activity of tiazofurin in human colon carcinoma HT-29.  |  Zhen, W., et al. 1992. Cancer Invest. 10: 505-11. PMID: 1358409
  2. Nicotinamide mononucleotide adenylyltransferase2 overexpression enhances colorectal cancer cell-kill by Tiazofurin.  |  Kusumanchi, P., et al. 2013. Cancer Gene Ther. 20: 403-12. PMID: 23764899
  3. Unique bioactivation of tiazofurin--studies with resistant cells.  |  Kuttan, R. 1989. Indian J Biochem Biophys. 26: 160-5. PMID: 2620910
  4. Mechanism of resistance to tiazofurin in hepatoma 3924A.  |  Jayaram, HN., et al. 1986. Biochem Pharmacol. 35: 587-93. PMID: 2868729
  5. Enzyme-pattern-targeted chemotherapy with tiazofurin and allopurinol in human leukemia.  |  Weber, G., et al. 1988. Adv Enzyme Regul. 27: 405-33. PMID: 2907968
  6. Tiazofurin induction of mouse erythroleukemia cell hemoglobin production in the absence of commitment or changes in protooncogene expression.  |  Sherman, ML., et al. 1989. Blood. 73: 431-4. PMID: 2917182
  7. Tiazofurin metabolism in human lymphoblastoid cells: evidence for phosphorylation by adenosine kinase and 5'-nucleotidase.  |  Fridland, A., et al. 1986. Cancer Res. 46: 532-7. PMID: 3000575
  8. Therapeutic synergism of tiazofurin and selected antitumor drugs against sensitive and resistant P388 leukemia in mice.  |  Harrison, SD., et al. 1986. Cancer Res. 46: 3396-400. PMID: 3708573
  9. Selective sensitivity to tiazofurin of human leukemic cells.  |  Jayaram, HN., et al. 1986. Biochem Pharmacol. 35: 2029-32. PMID: 3718544
  10. Biochemical consequences of resistance to tiazofurin in human myelogenous leukemic K562 cells.  |  Jayaram, HN., et al. 1993. Cancer Res. 53: 2344-8. PMID: 8097964
  11. Tiazofurin enhances the anabolism and toxicity of 5-fluorouracil.  |  Cysyk, RL., et al. 1996. Cancer Lett. 109: 49-55. PMID: 9020902
  12. Tiazofurin-induced autosecretion of IL-6 and hemoglobin production in K562 human leukemia cells.  |  Talley, CJ., et al. 1997. Am J Hematol. 54: 301-5. PMID: 9092685
  13. Synergistic action of tiazofurin and genistein in human ovarian carcinoma cells.  |  Li, W. and Weber, G. 1998. Oncol Res. 10: 117-22. PMID: 9700722

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Tiazofurin, 5 mg

sc-475805
5 mg
$449.00