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Chemical Compound Review

SureCN4156992     2-prop-2-enylsulfanylpyrazine

Synonyms: AC1MHG6G, LS-127561, 164352-89-0, 2-(Allylthio)pyrazine
 
 
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Disease relevance of 2-allylsulfanylpyrazine

 

High impact information on 2-allylsulfanylpyrazine

 

Biological context of 2-allylsulfanylpyrazine

 

Associations of 2-allylsulfanylpyrazine with other chemical compounds

 

Gene context of 2-allylsulfanylpyrazine

  • The present study investigated whether 2-(allylthio)pyrazine (2-AP), an antioxidant, affects the LPS-induced expression of iNOS in rat aortic rings and the LPS-induced mortality in mice [1].
  • 2-(allylthio)pyrazine inhibition of aflatoxin B1-induced hepatotoxicity in rats: inhibition of cytochrome P450 2B- and 3A2-mediated bioactivation [11].
  • 2-(Allylthio)pyrazine (2-AP), which is effective in suppressing constitutive and inducible cytochrome P450 2E1 expression, exhibits hepatoprotective and chemopreventive effects [9].
  • 2-(Allylthio)pyrazine derivatives were designed as a novel cancer chemopreventive agent that functions through selective inhibtion of cytochrome P-450 and induction of phase II enzymes involved in the detoxification of carcinogens [12].
  • It was reported that the total body clearance (CL) of 2-(allylthio)pyrazine (2-AP) was significantly faster after intravenous administration of 2-AP to rats pretreated with 3-methylcholanthrene (an inducer of CYP1A1/2 and 2E1 in rats) than that in control rats [13].
 

Analytical, diagnostic and therapeutic context of 2-allylsulfanylpyrazine

References

  1. Inhibition of inducible nitric oxide synthase expression and stimulation of the endothelial formation of nitric oxide most likely accounts for the protective effect of 2-(allylthio)pyrazine in a murine model of endotoxemia. Kim, N.D., Kang, K.W., Kim, S.G., Schini-Kerth, V.B. Biochem. Biophys. Res. Commun. (1997) [Pubmed]
  2. Pharmacokinetics of a chemoprotective agent, 2-(allylthio)pyrazine, after intravenous and oral administration to rats: hepatic and gastric first-pass effects. Han, K.S., Lee, M.G. Drug Metab. Dispos. (1999) [Pubmed]
  3. 2-(Allylthio)pyrazine, a cancer chemopreventive agent, inhibits liver fibrosis induced by dimethylnitrosamine in rats: role of inhibition of transforming growth factor-beta1 expression. Kang, K.W., Ha, J.R., Kim, C.W., Kim, N.D., Kim, S.G. Pharmacol. Toxicol. (2001) [Pubmed]
  4. Inhibition of cytochrome P450 2E1 expression by 2-(allylthio)pyrazine, a potential chemoprotective agent: hepatoprotective effects. Kim, N.D., Kwak, M.K., Kim, S.G. Biochem. Pharmacol. (1997) [Pubmed]
  5. Enhancement of biliary excretion of aflatoxin B(1) and suppression of hepatic ornithine decarboxylase activity by 2-(allylthio)pyrazine in rats. Ha, T.G., Mar, W.C., Kim, S.G., Surh, Y.J., Kim, N.D. Mutat. Res. (1999) [Pubmed]
  6. Molecular basis for hepatic detoxifying enzyme induction by 2-(allylthio)pyrazine in rats in comparison with oltipraz: effects on prooxidant production and DNA degradation. Kim, S.G., Cho, M.K., Choi, S.H., Kim, H.J., Kwak, M.K., Kim, N.D. Drug Metab. Dispos. (1999) [Pubmed]
  7. 2-(allylthio)pyrazine suppresses the growth and proliferation of human promyelocytic leukemia (HL-60) cells via induction of apoptosis. Lee, E., Kong, G., Lee, S.J., Kim, N.D., Surh, Y.J. Anticancer Res. (1999) [Pubmed]
  8. Stability, blood partition, and protein binding of a chemoprotective agent, 2-(allylthio)pyrazine. Han, K.S., Woo, S.J., Koo, C.H., Lee, M.G. Res. Commun. Mol. Pathol. Pharmacol. (1998) [Pubmed]
  9. Radioprotective effects of 2-(allylthio)pyrazine an experimental chemopreventive agent: effects on detoxifying enzyme induction. Kim, S.G., Nam, S.Y., Kim, C.W., Cho, C.K., Kim, N.D. Res. Commun. Mol. Pathol. Pharmacol. (1998) [Pubmed]
  10. Effect of a new chemoprotective agent, 2-(allylthio)pyrazine, on the pharmacokinetics of intravenous theophylline in rats. Han, K.S., Lee, M.G. International journal of pharmaceutics. (1999) [Pubmed]
  11. 2-(allylthio)pyrazine inhibition of aflatoxin B1-induced hepatotoxicity in rats: inhibition of cytochrome P450 2B- and 3A2-mediated bioactivation. Ha, T.G., Kim, N.D. Res. Commun. Mol. Pathol. Pharmacol. (1998) [Pubmed]
  12. Synthesis of 2-(allylthio)pyrazines as a novel cancer chemopreventive agent. Lee, J.W., Lee, B., Kim, N.D. Arch. Pharm. Res. (2001) [Pubmed]
  13. Pharmacokinetic changes of intravenous 2-(allylthio) pyrazine, a chemoprotective agent, in rats with acute renal failure induced by uranyl nitrate. Lee, E.J., Kim, E.J., Kim, Y.G., Chung, H.C., Kim, S.H., Kim, D.H., Lee, I., Kim, S.G., Lee, M.G. Res. Commun. Mol. Pathol. Pharmacol. (2002) [Pubmed]
  14. Determination of a chemoprotective agent, 2-(allylthio)pyrazine, in plasma, urine and tissue homogenates by high-performance liquid chromatography. Han, K.S., Woo, S.J., Koo, C.H., Lee, M.G. J. Chromatogr. B Biomed. Sci. Appl. (1998) [Pubmed]
 
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