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Merck

O9389

Sigma-Aldrich

Oltipraz

≥98% (HPLC), powder

Synonym(e):

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

Empirische Formel (Hill-System):
C8H6N2S3
CAS-Nummer:
Molekulargewicht:
226.34
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352200
PubChem Substanz-ID:
NACRES:
NA.77

Assay

≥98% (HPLC)

Form

powder

Lagerbedingungen

protect from light

Farbe

red

Löslichkeit

DMSO: >20 mg/mL

Lagertemp.

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

InChIKey

CKNAQFVBEHDJQV-UHFFFAOYSA-N

Allgemeine Beschreibung

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. Wirkung

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.

Piktogramme

Exclamation mark

Signalwort

Warning

Gefahreneinstufungen

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves


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Kunden haben sich ebenfalls angesehen

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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