64224-21-1 | 4-Methyl-5-(pyrazin-2-yl)-3H-1,2-dithiole-3-thione

Packsize	Purity	Availability	Price	Discounted Price
1mg	98%	in stock	$11.00	$8.00
10mg	98%	in stock	$14.00	$10.00
50mg	98%	in stock	$26.00	$18.00
100mg	98%	in stock	$35.00	$25.00
250mg	98%	in stock	$56.00	$39.00
1g	98%	in stock	$143.00	$101.00
5g	98%	in stock	$503.00	$352.00

Description

• Catalog Number: AI54302
• Chemical Name: 4-Methyl-5-(pyrazin-2-yl)-3H-1,2-dithiole-3-thione
• CAS Number: 64224-21-1
• Molecular Formula: C8H6N2S3
• Molecular Weight: 226.3416
• MDL Number: MFCD00868499
• SMILES: S=c1ssc(c1C)c1cnccn1

Computed Properties

• Complexity: 262
• Covalently-Bonded Unit Count: 1
• Heavy Atom Count: 13
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• XLogP3: 1.1

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  Drug metabolism and disposition: the biological fate of chemicals 20020501

• Oltipraz protects the passive smoke induced changes in renal glyoxalase system of rats.

  Molecular and cellular biochemistry 20020401

• Glucuronidation of acetaminophen catalyzed by multiple rat phenol UDP-glucuronosyltransferases.

  Drug metabolism and disposition: the biological fate of chemicals 20020301

• Investigations on the effects of oltipraz on the nucleotide excision repair in the liver.

  Biochemical pharmacology 20020215

• Inhibition of dimethylnitrosamine-induced liver fibrosis by [5-(2-pyrazinyl)-4-methyl-1,2-dithiol-3-thione] (oltipraz) in rats: suppression of transforming growth factor-beta1 and tumor necrosis factor-alpha expression.

  Chemico-biological interactions 20020122

• The chemopreventive agent oltipraz possesses potent antiangiogenic activity in vitro, ex vivo, and in vivo and inhibits tumor xenograft growth.

  Clinical cancer research : an official journal of the American Association for Cancer Research 20020101

• Enhancing effects of oltipraz on the development of spontaneous hepatic lesions in LEC rats.

  Toxicologic pathology 20020101

• The drug efflux pump MRP2: regulation of expression in physiopathological situations and by endogenous and exogenous compounds.

  Cell biology and toxicology 20020101

• Cell-based studies reveal differences in glutathione S-transferase induction between oltipraz and tert-butylhydroquinone.

  Journal of biochemical and molecular toxicology 20020101

• The glutathione system in alkylator resistance.

  Cancer treatment and research 20020101

• Regulation of biliary drug efflux pump expression by hormones and xenobiotics.

  Toxicology 20011005

• Multiple points of intervention in the prevention of cancer and other mutation-related diseases.

  Mutation research 20010901

• Effect of chemopreventive agents on DNA adduction induced by the potent mammary carcinogen dibenzo[a,l]pyrene in the human breast cells MCF-7.

  Mutation research 20010901

• Role of phase 2 enzyme induction in chemoprotection by dithiolethiones.

  Mutation research 20010901

• A review of cancer chemopreventive agents.

  Current medicinal chemistry 20010901

• Kinetic constraints for the thiolysis of 4-methyl-5-(pyrazin-2-yl)-1,2-dithiole-3-thione (oltipraz) and related dithiole-3-thiones in aqueous solution.

  Chemical research in toxicology 20010801

• Formation of DNA adducts in the aorta of smoke-exposed rats, and modulation by chemopreventive agents.

  Mutation research 20010725

• An alternative promoter contributes to tissue- and inducer-specific expression of the rat UDP-glucuronosyltransferase 1A6 gene.

  Toxicology and applied pharmacology 20010701

• Oltipraz chemoprevention trial in Qidong, People's Republic of China: results of urine genotoxicity assays as related to smoking habits.

  Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology 20010701

• Liquid chromatography electrospray-mass spectrometry of urinary aflatoxin biomarkers: characterization and application to dosimetry and chemoprevention in rats.

  Chemical research in toxicology 20010701

• In vivo inhibition of human CYP1A2 activity by oltipraz.

  Cancer chemotherapy and pharmacology 20010601

• The Cap'n'Collar basic leucine zipper transcription factor Nrf2 (NF-E2 p45-related factor 2) controls both constitutive and inducible expression of intestinal detoxification and glutathione biosynthetic enzymes.

  Cancer research 20010415

• Modulation of biomarkers by chemopreventive agents in smoke-exposed rats.

  Cancer research 20010315

• Modulation of apoptosis by cigarette smoke and cancer chemopreventive agents in the respiratory tract of rats.

  Carcinogenesis 20010301

• Oltipraz concentrations in plasma, buccal mucosa cells, and lipids: pharmacological studies.

  Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology 20010301

• Phase I/pharmacodynamic study of N-acetylcysteine/oltipraz in smokers: early termination due to excessive toxicity.

  Cancer epidemiology, biomarkers & prevention : a publication of the American Association for Cancer Research, cosponsored by the American Society of Preventive Oncology 20010301

• Role of transcription factor Nrf2 in the induction of hepatic phase 2 and antioxidative enzymes in vivo by the cancer chemoprotective agent, 3H-1, 2-dimethiole-3-thione.

  Molecular medicine (Cambridge, Mass.) 20010201

• Effects of chemopreventive and antitelomerase agents on the spontaneous immortalization of breast epithelial cells.

  Journal of the National Cancer Institute 20010103

• 1,2-dithiole-3-thione and its structural analogue oltipraz are potent inhibitors of dibenz.

  International journal of cancer 20010101

• Differential effects of oltipraz on CYP1A and CYP2B in rat lung.

  Carcinogenesis 20010101

• Chronic dosing of oltipraz in people at increased risk for colorectal cancer.

  Cancer detection and prevention 20010101

• Interindividual differences in response to chemoprotection against aflatoxin-induced hepatocarcinogenesis: implications for human biotransformation enzyme polymorphisms.

  Advances in experimental medicine and biology 20010101

• Comparative tissue-specific toxicities of 20 cancer preventive agents using cultured cells from 8 different normal human epithelia.

  In vitro & molecular toxicology 20010101

• Determination of a chemopreventive agent, Oltipraz, in rat plasma and urine by high-performance liquid chromatography.

  Research communications in molecular pathology and pharmacology 20010101

• Stability, blood partition and protein binding of an antifibrotic agent, oltipraz.

  Research communications in molecular pathology and pharmacology 20010101

• Inhibition of human cytochrome P450 enzymes by 1,2-dithiole-3-thione, oltipraz and its derivatives, and sulforaphane.

  Chemical research in toxicology 20000401

• Correlation of chemopreventive efficacy data from the human epidermal cell assay with in vivo data.

  Anticancer research 20000101

• Role of glutamate 144 and glutamate 164 in the catalytic mechanism of enoyl-CoA hydratase.

  Biochemistry 19990720

• Oltipraz, a novel inhibitor of hepatitis B virus transcription through elevation of p53 protein.

  Carcinogenesis 19981201

• Increased bioactivation of dihaloalkanes in rat liver due to induction of class theta glutathione S-transferase T1-1.

  The Biochemical journal 19981101

• Effects of dietary anticarcinogens on rat gastrointestinal glutathione S-transferase theta 1-1 levels.

  Carcinogenesis 19981101

• Oltipraz stimulates the transcription of the manganese superoxide dismutase gene in rat hepatocytes.

  Carcinogenesis 19971101

• Mechanism of action of dietary chemoprotective agents in rat liver: induction of phase I and II drug metabolizing enzymes and aflatoxin B1 metabolism.

  Carcinogenesis 19970901

• Enhancement of radiation-inducible hepatic glutathione-S-transferases Ya, Yb1, Yb2, Yc1, and Yc2 gene expression by oltipraz: possible role in radioprotection.

  Molecular pharmacology 19970201

• Oltipraz-mediated changes in aflatoxin B(1) biotransformation in rat liver: implications for human chemointervention.

  Cancer research 19960515

• Inhibition of human immunodeficiency virus type 1 long terminal repeat-driven transcription by an in vivo metabolite of oltipraz: implications for antiretroviral therapy.

  Biochemical and biophysical research communications 19960425

• Inactivation of human immunodeficiency virus type 1 reverse transcriptase by oltipraz: evidence for the formation of a stable adduct.

  Archives of biochemistry and biophysics 19951201

• Inhibition of human immunodeficiency virus type 1 replication by 7-methyl-6,8-bis(methylthio)pyrrolo[1,2-a]pyrazine, an in vivo metabolite of oltipraz.

  Molecular pharmacology 19950701

• Cloning of cDNAs from fetal rat liver encoding glutathione S-transferase Yc polypeptides. The Yc2 subunit is expressed in adult rat liver resistant to the hepatocarcinogen aflatoxin B1.

  The Journal of biological chemistry 19940812

• Oltipraz, an inhibitor of human immunodeficiency virus type 1 replication.

  Proceedings of the National Academy of Sciences of the United States of America 19930501

• Chemoprotective effects of two dithiolthiones and of butylhydroxyanisole against carbon tetrachloride and acetaminophen toxicity.

  Hepatology (Baltimore, Md.) 19830101