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Oltipraz

Oltipraz structure

Oltipraz 

structure
  • CAS No:

    64224-21-1

  • Formula:

    C8H6N2S3

  • Chemical Name:

    Oltipraz

  • Synonyms:

    3H-1,2-Dithiole-3-thione,4-methyl-5-(2-pyrazinyl)-;3H-1,2-Dithiole-3-thione,4-methyl-5-pyrazinyl-;4-Methyl-5-(2-pyrazinyl)-3H-1,2-dithiole-3-thione;RP 35972;Oltipraz;NSC 347901;4-Methyl-5-pyrazinyl-3H-1,2-dithiole-3-thione

Description

Oltipraz is a 1,2-dithiole that is 3H-1,2-dithiole-3-thione substituted at positions 4 and 5 by methyl and pyrazin-2-yl groups respectively. It has a role as an antineoplastic agent, an antimutagen, a protective agent, an antioxidant, an EC 3.1.3.48 (protein-tyrosine-phosphatase) inhibitor, a schistosomicide drug, a neurotoxin and an angiogenesis modulating agent. It is a 1,2-dithiole and a member of pyrazines.|Oltipraz has been used in trials studying the treatment and prevention of Lung Cancer, Liver Fibrosis, Liver Cirrhosis, and Non-alcoholic Fatty Liver Disease.|Oltipraz is a synthetic dithiolethione with potential chemopreventive and anti-angiogenic properties. Oltipraz induces phase II detoxification enzymes, such as glutathione S transferase (GST) and NAD(P)H:quinone oxidoreductase 1 (NQO1). The induction of detoxification enzymes enhances the detoxification of certain cancer-causing agents, thereby enhancing their elimination and preventing carcinogen-induced DNA damages. Although the exact mechanism through which the anti-angiogenesis effect remains to be fully elucidated, oltipraz maybe able to modulate the expression of a number of angiogenic factors, thereby blocking the sustained and focal neovascularization in multiple tumor cell types.

Oltipraz Basic Attributes

226.34200

226.34

264-736-6

6N510JUL1Y

759840|347901

DTXSID7021079

C1177

2933990090

Characteristics

114.35000

3.30450

1.51 g/cm3

165-166ºC

408.1ºC at 760 mmHg

200.6ºC

1.76

Safety Information

R36/37/38

S26; S36/37/39

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 38 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

Agents that reduce the frequency or rate of spontaneous or induced tumors independently of the mechanism involved. (See all compounds classified as Anticarcinogenic Agents.)|Inhibitors of reverse transcriptase (RNA-DIRECTED DNA POLYMERASE), an enzyme that synthesizes DNA on an RNA template. (See all compounds classified as Reverse Transcriptase Inhibitors.)|Agents that act systemically to kill adult schistosomes. (See all compounds classified as Schistosomicides.)|Agents used in the prophylaxis or therapy of VIRUS DISEASES. Some of the ways they may act include preventing viral replication by inhibiting viral DNA polymerase; binding to specific cell-surface receptors and inhibiting viral penetration or uncoating; inhibiting viral protein synthesis; or blocking late stages of virus assembly. (See all compounds classified as Antiviral Agents.)

35 972 R.P.

Computed Properties

Molecular Weight:226.3
XLogP3:1.1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:1
Exact Mass:225.96931172
Monoisotopic Mass:225.96931172
Topological Polar Surface Area:109
Heavy Atom Count:13
Complexity:262
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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