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Merck
CN

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:
64224-21-1
Molecular Weight:
226.34
NACRES:
NA.77
PubChem Substance ID:
329818939
UNSPSC Code:
12352200
EC Number:
264-736-6
MDL number:
MFCD00868499

Key Documents

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Product Name

Oltipraz, ≥98% (HPLC), powder

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

100

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.

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

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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Certificates of Analysis (COA)

Lot/Batch Number
0000157507
0000157507
0000157505
080M4742V

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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
Nrf2 is essential for the chemopreventive efficacy of oltipraz against urinary bladder carcinogenesis
Iida K, et al.
Cancer Research, 64(18), 6424-6431 (2004)
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)
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
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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