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Chemical Compound Review

Crotonitrile     (E)-but-2-enenitrile

Synonyms: Crotonnitrile, CROTONONITRILE, CPD-8861, AG-F-62931, AC1LCV95, ...
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Disease relevance of Crotonitrile

  • Control (n = 2) and 3 x 150 mg/kg crotonitrile (n = 3) rats were assessed for neurofilament accumulation in vestibular and dorsal root ganglion neurons by light microscopy observation of semi-thin sections from plastic-embedded ganglia [1].

Psychiatry related information on Crotonitrile


High impact information on Crotonitrile

  • A novel nitrilase that preferentially catalyzes the hydrolysis of aliphatic nitriles to the corresponding carboxylic acids and ammonia was found in the cells of a facultative crotononitrile-utilizing actinomycete isolated from soil [3].
  • IDPN and crotononitrile effects have been attributed to vestibular hair cell degeneration, but allylnitrile has been suggested to modify behaviour through neuronal degeneration in the CNS [4].
  • To explore the possible involvement of the vestibular system in these behavioral abnormalities, the expression of Fos protein, used as an indicator of neuronal activity, was examined within various brain structures in allylnitrile-, crotononitrile- and vehicle-treated mice [5].
  • GFAP assays also indicated that neither vestibulotoxic doses of crotononitrile nor olfatotoxic doses of dichlobenil damage the retina [6].
  • Five unsaturated aliphatic nitriles--acrylonitrile, methacrylonitrile, allylnitrile, crotononitrile and fumaronitrile--were prepared in five different dosing vehicles--saline, corn oil, safflower oil, mineral oil, olive oil and Tween-20 [7].

Anatomical context of Crotonitrile


  1. Behavioral disturbances and vestibular pathology following crotonitrile exposure in rats. Llorens, J., Aguilló, A., Rodríguez-Farré, E. J. Peripher. Nerv. Syst. (1998) [Pubmed]
  2. Kinetics, thermodynamics, and effect of BPh3 on competitive C-C and C-H bond activation reactions in the interconversion of allyl cyanide by [Ni(dippe)]. Brunkan, N.M., Brestensky, D.M., Jones, W.D. J. Am. Chem. Soc. (2004) [Pubmed]
  3. Purification and characterization of a novel nitrilase of Rhodococcus rhodochrous K22 that acts on aliphatic nitriles. Kobayashi, M., Yanaka, N., Nagasawa, T., Yamada, H. J. Bacteriol. (1990) [Pubmed]
  4. Behavioural disturbances and sensory pathology following allylnitrile exposure in rats. Balbuena, E., Llorens, J. Brain Res. (2001) [Pubmed]
  5. Fos induction in the brain of mice exhibiting behavioral abnormalities following administration of allylnitrile or crotononitrile. Tanii, H., Higashi, T., Oka, R., Saijoh, K. Brain Res. (2000) [Pubmed]
  6. Degeneration and gliosis in rat retina and central nervous system following 3,3'-iminodipropionitrile exposure. Seoane, A., Espejo, M., Pallàs, M., Rodríguez-Farré, E., Ambrosio, S., Llorens, J. Brain Res. (1999) [Pubmed]
  7. Effect of dosing vehicle on the toxicity and metabolism of unsaturated aliphatic nitriles. Farooqui, M.Y., Ybarra, B., Piper, J., Tamez, A. Journal of applied toxicology : JAT. (1995) [Pubmed]
  8. The behavioral syndrome caused by 3,3'-iminodipropionitrile and related nitriles in the rat is associated with degeneration of the vestibular sensory hair cells. Llorens, J., Demêmes, D., Sans, A. Toxicol. Appl. Pharmacol. (1993) [Pubmed]
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