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Thiacetazone (CAS 104-06-3)

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Alternate Names:
4-Acetylaminobenzaldehyde thiosemicarbazone
CAS Number:
104-06-3
Purity:
≥97%
Molecular Weight:
236.29
Molecular Formula:
C10H12N4OS
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Thiacetazone is a topical antimicrobial agent that inhibits the growth of microorganisms through the modification of mitochondrial membrane potential. This compound exerts its inhibitory effect on mycolic acid cyclopropane synthase. Thiacetazone prevents the conversion of double bonds within mycolic acid precursors into cyclopropyl rings in Mycobacterium bovis var BCG, M.marimum, and M.chelonae. This disruption is done by affecting the cyclopropyl mycolic acid synthases (CMASs), inducing the accumulation of unsaturated mycolate precursors.


Thiacetazone (CAS 104-06-3) References

  1. Life-threatening cutaneous reactions to thiacetazone-containing antituberculosis treatment in Kumasi, Ghana.  |  Lawn, SD., et al. 1999. West Afr J Med. 18: 249-53. PMID: 10734785
  2. In vitro activity of thiacetazone on mycobacterial species belonging to the Mycobacterium tuberculosis complex.  |  Abate, G., et al. 2002. Int J Tuberc Lung Dis. 6: 933-5. PMID: 12365582
  3. Thiacetazone and the erythrocyte sedimentation rate in tuberculosis.  |  PACY, H. 1959. Med J Aust. 1: 703-6. PMID: 13666164
  4. Characteristics of a cytosolic arylacylamidase metabolizing thiacetazone.  |  Khanna, P., et al. 1992. J Pharmacol Exp Ther. 262: 1225-31. PMID: 1382131
  5. Thiacetazone in pulmonary tuberculosis.  |  RAMSAY, JH. 1951. Edinb Med J. 58: 29-35. PMID: 14822908
  6. Thiacetazone: in vitro activity against Mycobacterium avium and M. tuberculosis.  |  Heifets, LB., et al. 1990. Tubercle. 71: 287-91. PMID: 1702564
  7. Thiacetazone-induced hypersensitivity.  |  Kole, HM. 1991. Lancet. 338: 583-4. PMID: 1715009
  8. Thiacetazone, an antitubercular drug that inhibits cyclopropanation of cell wall mycolic acids in mycobacteria.  |  Alahari, A., et al. 2007. PLoS One. 2: e1343. PMID: 18094751
  9. Resistance to Thiacetazone Derivatives Active against Mycobacterium abscessus Involves Mutations in the MmpL5 Transcriptional Repressor MAB_4384.  |  Halloum, I., et al. 2017. Antimicrob Agents Chemother. 61: PMID: 28096157
  10. NSC19723, a Thiacetazone-Like Benzaldehyde Thiosemicarbazone Improves the Efficacy of TB Drugs In Vitro and In Vivo.  |  Singh, P., et al. 2022. Microbiol Spectr. 10: e0259222. PMID: 36314972
  11. 1,3-Diarylpyrazolyl-acylsulfonamides Target HadAB/BC Complex in Mycobacterium tuberculosis.  |  Singh, V., et al. 2022. ACS Infect Dis. 8: 2315-2326. PMID: 36325756
  12. Thiacetazone skin reaction in Papua New Guinea.  |  Naraqi, S. and Temu, P. 1980. Med J Aust. 1: 480-1. PMID: 6157976
  13. Thiacetazone--avoid like poison or use with care?  |  Nunn, P., et al. 1993. Trans R Soc Trop Med Hyg. 87: 578-82. PMID: 7505496
  14. Adverse cutaneous reactions to thiacetazone for tuberculosis treatment in Tanzania.  |  Ipuge, YA., et al. 1995. Lancet. 346: 657-60. PMID: 7544858
  15. Cutaneous hypersensitivity reactions to thiacetazone, HIV infection and thiacetazone concentrations in plasma.  |  Watkins, WM., et al. 1996. Br J Clin Pharmacol. 41: 160-2. PMID: 8838444

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Thiacetazone, 500 mg

sc-358574A
500 mg
$94.00

Thiacetazone, 100 g

sc-358574
100 g
$803.00