A Nrf2 and CAR activator
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Oltipraz

Item No. 15118

Technical Information
Formal Name
4-methyl-5-(2-pyrazinyl)-3H-1,2-dithiole-3-thione
CAS Number
64224-21-1
Synonyms
  • NSC 347901
  • RP 35972
Molecular Formula
C8H6N2S3
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 16 mg/mlDMSO: 16 mg/ml
λmax
227, 301, 441 nm
SMILES
CC1=C(SSC1=S)C2=NC=CN=C2
InChi Code
InChI=1S/C8H6N2S3/c1-5-7(12-13-8(5)11)6-4-9-2-3-10-6/h2-4H,1H3
InChi Key
CKNAQFVBEHDJQV-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Oltipraz, originally identified as an antischistosomiasis agent, is a potent anticarcinogen in a variety of animal models of cancer at concentrations of ~200 mg/kg.1 It is an effective inducer of phase I and II detoxifying enzymes, including glutathione S-transferases, UDP-glucuronosyltransferases, NAD(P)H:quinone oxidoreductase, microsomal epoxide hydrolase, and aflatoxin aldehyde reductase.1,2 Induction of these metabolic enzymes by oltipraz has been linked to the transcription factor nuclear factor E2-related factor 2 and its activation of the antioxidant response element.1 In mice, oltipraz at 150 mg/kg can also induce expression of CYP2B, a gene regulated by the constitutive androstane receptor, a transcription factor important in the detoxification of endobiotic and xenobiotic substances.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kensler, T.W., Qian, G.S., Chen, J.G., et alTranslational strategies for cancer prevention in liver. Nat. Rev. Cancer 3(5), 321-329 (2003).

    2. Iida, K., Itoh, K., Kumagai, Y., et alNrf2 is essential for the chemopreventive efficacy of oltipraz against urinary bladder carcinogenesis. Cancer Res. 64(18), 6424-6431 (2004).

    3. Merrell, M.D., Jackson, J.P., Augustine, L.M., et alThe Nrf2 activator oltipraz also activates the constitutive androstane receptor. Drug Metab. Dispos. 36(8), 1716-1721 (2008).