Oltipraz
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Systematic (IUPAC) name | |
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4-methyl-5-(2-pyrazinyl)-3-dithiolethione | |
Clinical data | |
Identifiers | |
64224-21-1 ![]() | |
None | |
PubChem | CID 47318 |
ChemSpider |
43066 ![]() |
UNII |
6N510JUL1Y ![]() |
ChEBI |
CHEBI:77319 ![]() |
ChEMBL |
CHEMBL178459 ![]() |
Chemical data | |
Formula | C8H6N2S3 |
226.34 g/mol | |
SMILES
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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
- ↑ 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.
- ↑ 2.0 2.1 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.
- ↑ 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.
- ↑ 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.