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
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Recommended Products
Quality Level
assay
≥98% (HPLC)
form
powder
storage condition
protect from light
color
red
solubility
DMSO: >20 mg/mL
storage temp.
2-8°C
SMILES string
CC1=C(SSC1=S)c2cnccn2
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
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. 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_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Sang Geon Kim et al.
The Journal of pharmacy and pharmacology, 63(5), 627-635 (2011-04-16)
Oltipraz, a cancer chemopreventive agent, has an anticirrhotic effect in animals. A phase II trial was designed to investigate the preliminary efficacy of oltipraz therapy in liver fibrosis or cirrhosis. Of 83 patients who were randomized to receive placebo, oltipraz
Alberto Izzotti et al.
Cancer prevention research (Philadelphia, Pa.), 3(1), 62-72 (2010-01-07)
We previously showed that exposure to environmental cigarette smoke (ECS) for 28 days causes extensive downregulation of microRNA expression in the lungs of rats, resulting in the overexpression of multiple genes and proteins. In the present study, we evaluated by
A randomized phase IIb trial of anethole dithiolethione in smokers with bronchial dysplasia
Lam S, et al.
Journal of the National Cancer Institute, 94(13), 1001-1009 (2002)
Seong Hwan Hwahng et al.
Hepatology (Baltimore, Md.), 49(6), 1913-1925 (2009-04-21)
Dithiolethiones, a novel class of adenosine monophosphate-activated protein kinase (AMPK) activators, prevent insulin resistance through AMPK-dependent p70 ribosomal S6 kinase-1 (S6K1) inhibition. There is no known effect of S6K1 for liver X receptor-alpha (LXRalpha)-mediated lipogenic gene expression and steatosis, a
Nrf2 is essential for the chemopreventive efficacy of oltipraz against urinary bladder carcinogenesis
Iida K, et al.
Cancer Research, 64(18), 6424-6431 (2004)
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