Oltipraz

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Oltipraz
Oltipraz.png
Systematic (IUPAC) name
4-methyl-5-(2-pyrazinyl)-3-dithiolethione
Clinical data
Legal status
?
Identifiers
CAS number 64224-21-1 YesY
ATC code None
PubChem CID 47318
ChemSpider 43066 N
UNII 6N510JUL1Y YesY
ChEBI CHEBI:77319 N
ChEMBL CHEMBL178459 N
Chemical data
Formula C8H6N2S3 
Mol. mass 226.34 g/mol
 N (what is this?)  (verify)

Oltipraz is an organosulfur compound belonging to the dithiolethione class.[1] It acts as a schistosomicide and has been shown in rodent models to inhibit the formation of cancers in the bladder, blood, colon, kidney, liver, lung, pancreas, stomach, and trachea, skin, and mammary tissue.[2][3] Clinical trials of oltipraz have failed to demonstrate efficacy and have shown significant side effects, including neurotoxicity and gastrointestinal toxicity.[2] Oltipraz has also been shown to generate superoxide radical, which can be toxic.[4]

References[edit]

  1. ^ Prince M, Li Y, Childers A, Itoh K, Yamamoto M, Kleiner HE (March 2009). "Comparison of citrus coumarins on carcinogen-detoxifying enzymes in Nrf2 knockout mice". Toxicol. Lett. 185 (3): 180–6. doi:10.1016/j.toxlet.2008.12.014. PMC 2676710. PMID 19150646. 
  2. ^ a b Zhang Y, Gordon GB (July 2004). "A strategy for cancer prevention: stimulation of the Nrf2-ARE signaling pathway". Mol. Cancer Ther. 3 (7): 885–93. PMID 15252150. 
  3. ^ Iida K, Itoh K, Kumagai Y, et al. (September 2004). "Nrf2 is essential for the chemopreventive efficacy of oltipraz against urinary bladder carcinogenesis". Cancer Res. 64 (18): 6424–31. doi:10.1158/0008-5472.CAN-04-1906. PMID 15374950. 
  4. ^ Velayutham M, Villamena FA, Fishbein JC, Zweier JL (March 2005). "Cancer chemopreventive oltipraz generates superoxide anion radical". Arch. Biochem. Biophys. 435 (1): 83–8. doi:10.1016/j.abb.2004.11.028. PMID 15680910.