O9389
Oltipraz
≥98% (HPLC), powder
Synonym(s):
4-Methyl-5-(2-pyrazinyl)-1,2-dithiole-3-thione, BRN 0978110, CCRIS 4048, NSC 347901, RP 35972
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About This Item
Empirical Formula (Hill Notation):
C8H6N2S3
CAS Number:
Molecular Weight:
226.34
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
264-736-6
MDL number:
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
SMILES string
CC1=C(SSC1=S)c2cnccn2
assay
≥98% (HPLC)
form
powder
storage condition
protect from light
color
red
solubility
DMSO: >20 mg/mL
storage temp.
2-8°C
Quality Level
General description
Oltipraz, a dithiol derivative, is a member of dithiolethiones class of organosulfur compounds. It has anti-tumor, antioxidative, anti- inflammatory and radioprotective properties. It provides protection from numerous carcinogens. Oltipraz functions as a schistosomicide.
Biochem/physiol Actions
Oltipraz is an activator of Nrf2.
Oltipraz is an activator of Nrf2. Nrf2 (NF-E2-related factor 2) is a transcription factor that binds to antioxidant response elements (AREs) and activates these genes. Oltipraz activates Nrf2 and subsequently elevates expression of the detoxification genes encoding anti-oxidant and multidrug resistance-associated proteins to mediate its chemopreventive efficacy.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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The effects of oltipraz on tissue regeneration in the process of wound healing: a stereological study
Noorafshan A, et al.
Bulletin of emergency and trauma, 2(4), 161-161 (2014)
Yoko Yagishita et al.
Antioxidants (Basel, Switzerland), 9(8) (2020-08-14)
The transcription factor NF-E2 p45-related factor 2 (NRF2; encoded by NFE2L2) plays a critical role in the maintenance of cellular redox and metabolic homeostasis, as well as the regulation of inflammation and cellular detoxication pathways. The contribution of the NRF2
Min Kyung Kang et al.
Journal of pharmacy & pharmaceutical sciences : a publication of the Canadian Society for Pharmaceutical Sciences, Societe canadienne des sciences pharmaceutiques, 12(1), 1-16 (2009-05-28)
To evaluate the pharmacokinetic interaction between oltipraz and silymarin after intravenous and oral administration of both drugs to male Sprague-Dawley rats. Oltipraz (single doses of 10 and 30 mg/kg for intravenous and oral administration, respectively), silymarin (single doses of 50
Song Hwa Choi et al.
Expert opinion on drug metabolism & toxicology, 6(2), 213-224 (2010-01-26)
Comprehensive studies indicate that oltipraz exerts cancer chemopreventive effects. Oltipraz has other therapeutic potentials, which include anti-fibrotic effect, inhibition of insulin resistance, mitochondrial protection and cytoprotective effect against oxidative stress. Although antioxidant mechanisms may account for its cancer chemopreventive effect
Varsha Rani et al.
Chemico-biological interactions, 295, 84-92 (2017-10-13)
Dimethylnitrosamine (DMN) is a potent hepatotoxic, carcinogenic and mutagenic compound. It induces massive liver cell necrosis and death in experimental animals. Several drugs have been tested in the past for their protective behavior against DMN toxicity. However, it is for
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