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Chemical Compound Review

LS-0     2-methylprop-2-enenitrile

Synonyms: AGN-PC-00AHIF, CCRIS 4841, HSDB 5613, NSC-20659, NSC-24145, ...
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Disease relevance of Methyl acrylonitrile


Psychiatry related information on Methyl acrylonitrile

  • In summary, gavage administration of methacrylonitrile to rats and mice resulted in dose-dependent lethargy, tremors, lacrimation, convulsions, and abnormal breathing [3].

High impact information on Methyl acrylonitrile


Chemical compound and disease context of Methyl acrylonitrile


Biological context of Methyl acrylonitrile


Anatomical context of Methyl acrylonitrile


Associations of Methyl acrylonitrile with other chemical compounds

  • The status of brain antioxidant enzymes and glutathione in methacrylonitrile (MeAN)-intoxicated Wistar rats was correlated with the levels of lipid peroxidation products [13].
  • In liver fractions from male Sprague-Dawley rats, the metabolism of methacrylonitrile (MeAN) to cyanide (CN-) was localized in microsomal fraction and required reduced nicotinamide adenine dinucleotide phosphate (NADPH) and oxygen for maximal activity [16].
  • A photochemical cycloaddition reaction of methyl 2-pyrone-5-carboxylate with methacrylonitrile mainly gave a [4 + 2] cycloadduct, assigned as methyl endo-8-cyano-exo-8-methyl-3-oxo-2-oxabicyclo[2.2.2]oct-5-ene-6-carboxylate, whose structure was determined by an X-ray diffraction study [17].

Gene context of Methyl acrylonitrile


Analytical, diagnostic and therapeutic context of Methyl acrylonitrile


  1. Identification of isobutyronitrile and isobutyraldoxime O-methyl ether as volatile microbial catabolites of valine. Harper, D.B., Gibbs, P.A. Biochem. J. (1979) [Pubmed]
  2. Investigation of methacrylonitrile metabolism and the metabolic basis for the differences in its toxicity in rats and mice. Ghanayem, B.I., Sanchez, I.M., Burka, L.T. J. Pharmacol. Exp. Ther. (1994) [Pubmed]
  3. NTP technical report on the toxicity studies of methacrylonitrile (CAS No. 126-98-7). Administered by gavage to F344/N rats and B6C3F1 mice. Ghanayem, B.I. Toxicity report series. (2000) [Pubmed]
  4. Role of cytochrome P-450 2E1 in methacrylonitrile metabolism and disposition. Ghanayem, B.I., Sanders, J.M., Chanas, B., Burka, L.T., Gonzalez, F.J. J. Pharmacol. Exp. Ther. (1999) [Pubmed]
  5. Comparative metabolism of methacrylonitrile and acrylonitrile to cyanide using cytochrome P4502E1 and microsomal epoxide hydrolase-null mice. El Hadri, L., Chanas, B., Ghanayem, B.I. Toxicol. Appl. Pharmacol. (2005) [Pubmed]
  6. Single dose blood toxicokinetics of methacrylonitrile in the F344 rat. Demby, K.B., Sanchez, I.M., Ghanayem, B.I. Toxicol. Appl. Pharmacol. (1993) [Pubmed]
  7. Effect of methacrylonitrile on cytochrome P-450 2E1 (CYP2E1) expression in male F344 rats. Wang, H., Chanas, B., Ghanayem, B.I. J. Toxicol. Environ. Health Part A (2002) [Pubmed]
  8. Haematological and erythrocyte membrane changes induced by methacrylonitrile. Samikkannu, T., Vasanthakumari, V., Devaraj, S.N. Toxicol. Lett. (1997) [Pubmed]
  9. Relative developmental toxicities of inhaled aliphatic mononitriles in rats. Saillenfait, A.M., Bonnet, P., Guenier, J.P., de Ceaurriz, J. Fundamental and applied toxicology : official journal of the Society of Toxicology. (1993) [Pubmed]
  10. Interaction of methacrylonitrile with glutathione. Day, W.W., Cavazos, R., Farooqui, M.Y. Res. Commun. Chem. Pathol. Pharmacol. (1988) [Pubmed]
  11. Toxicology of methacrylonitrile. Farooqui, M.Y., Mumtaz, M.M. Toxicology (1991) [Pubmed]
  12. Toxicity and tissue distribution of methacrylonitrile in rats. Farooqui, M.Y., Cavazos, R., Villarreal, M.I., Massa, E. Ecotoxicol. Environ. Saf. (1990) [Pubmed]
  13. Brain lipid peroxidation and antioxidant status after acute methacrylonitrile intoxication. Zeenath Unnisa, A., Niranjali Devaraj, S. Drug and chemical toxicology. (2005) [Pubmed]
  14. Methacrylonitrile induced oxidative stress in rat liver. Vasanthakumari, V., Devaraj, S.N., Devaraj, H. Indian J. Biochem. Biophys. (1997) [Pubmed]
  15. Effects of aliphatic nitriles in micromass cultures of rat embryo limb bud cells. Saillenfait, A.M., Sabaté, J.P., Gaspard, C. Toxicology in vitro : an international journal published in association with BIBRA. (2004) [Pubmed]
  16. Metabolism of methacrylonitrile to cyanide: in vitro studies. Farooqui, M.Y., Diaz, R.G., Cavazos, R. J. Biochem. Toxicol. (1990) [Pubmed]
  17. Crystal structure of methyl endo-8-cyano-exo-8-methyl-3-oxo-2-oxabicyclo[2.2.2]oct-5-ene-6-carboxylate. Shimo, T., Yasutake, M., Shinmyozu, T., Somekawa, K. Analytical sciences : the international journal of the Japan Society for Analytical Chemistry. (2003) [Pubmed]
  18. Determination of methacrylonitrile in serum using gas chromatography and flame ionization detection. Demby, K.B., White, T.C., Ghanayem, B.I. J. Chromatogr. (1992) [Pubmed]
  19. Comparative disposition of acrylonitrile and methacrylonitrile: quantitative whole-body autoradiographic studies in rats. Ahmed, A.E., Jacob, S., Ghanayem, B.I. Fundamental and applied toxicology : official journal of the Society of Toxicology. (1996) [Pubmed]
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