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Chemical Compound Review

ACRYLONITRILE     prop-2-enenitrile

Synonyms: Acritet, Acrylon, Carbacryl, Fumigrain, Acrylofume, ...
 
 
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Disease relevance of acrylonitrile

 

High impact information on acrylonitrile

  • The liquid structure of acrylonitrile (propenenitrile) has been investigated using Raman spectroscopy and density functional theory (DFT) ab initio calculations with the 6-311++G** basis set [5].
  • Decrease in the relative frequency of translocations was observed in EB group, and an increase in reciprocal translocations in ACN and NPP-exposed groups [6].
  • Significant differences in the percentage of lymphocytes with aberrations on chromosome #1 (58.8+/-32.7%, versus 73.8+/-33.6% in the controls, P < 0.05), and chromosome #4 (47.0+/-34.1%, versus 29.4+/-32.2%, P < 0.01) were found in workers exposed to ACN [6].
  • ACN induced the expression of hsp 32 as well as hsp70 in HEL and THP-1 cells, which probably reflects its ability to induce oxidative stress [7].
  • Competitively blocking VN- and FN-receptors with echistatin increased intracellular cAMP significantly and caused cells on AN69 to aggregate, but did not modify cAMP-dependent cell aggregation on CU [8].
 

Biological context of acrylonitrile

 

Anatomical context of acrylonitrile

  • The Duo-Flux device was significantly less biocompatible than the other membranes investigated, while little differences were found between AN69 HF, F60, FH77 and PAN200 [11].
  • Following intravenous injections of ACN, concentrations of total radiolabel were highest in the blood, liver, duodenum, kidneys, and adrenals [4].
  • In conclusion, the AN69 acrylonitrile membrane may be useful for pancreatic islet encapsulation; its insulin permeability should be increased by a surface treatment aimed at increasing its hydrophilic properties [12].
  • METHODS: We investigated the blood of 11 women advanced in pregnancy (one smoker, ten non-smokers) and the corresponding umbilical cord blood of neonates for the N-terminal haemoglobin adducts of AA (AAV) and the smoking-specific adduct of acrylonitrile (CAS No 107-13-1) ( N-cyanoethylvaline, CEV) [13].
 

Associations of acrylonitrile with other chemical compounds

 

Gene context of acrylonitrile

  • Mass balance for B2MG showed that there was a continued net adsorption of B2MG in the AN69 membrane (about 120 mg) throughout the treatment, while insignificant amount of B2MG was absorbed by the F60 membrane [15].
  • We also observed the 2(02)-1(01) transition of vinyl cyanide previously identified in TMC-1 by Matthews and Sears (1983b) [14].
  • Acrylonitrile (vinyl cyanide, VCN), an environmental pollutant, has been shown to be an animal and human carcinogen particularly for the GIT [16].
 

Analytical, diagnostic and therapeutic context of acrylonitrile

References

  1. Structure-activity relationships for ulcerogenic and adrenocorticolytic effects of alkyl nitriles, amines, and thiols. Szabo, S., Reynolds, E.S. Environ. Health Perspect. (1975) [Pubmed]
  2. Mutagenicity of acrylonitrile (cyanoethylene) in Escherichia coli. Venitt, S., Bushell, C.T., Osborne, M. Mutat. Res. (1977) [Pubmed]
  3. Mutagenic studies with acrylonitrile. Milvy, P., Wolff, M. Mutat. Res. (1977) [Pubmed]
  4. Time-course studies of the distribution of [1-14C]acrylonitrile in rats after intravenous administration. Silver, E.H., Szabo, S., Cahill, M., Jaeger, R.J. Journal of applied toxicology : JAT. (1987) [Pubmed]
  5. An experimental Raman and theoretical DFT study on the self-association of acrylonitrile. Alía, J.M., Edwards, H.G., Fawcett, W.R., Smagala, T.G. The journal of physical chemistry. A, Molecules, spectroscopy, kinetics, environment & general theory (2007) [Pubmed]
  6. The effects of exposure to different clastogens on the pattern of chromosomal aberrations detected by FISH whole chromosome painting in occupationally exposed individuals. Beskid, O., Dusek, Z., Solanský, I., Srám, R.J. Mutat. Res. (2006) [Pubmed]
  7. Heat shock proteins hsp32 and hsp70 as biomarkers of an early response? In vitro induction of heat shock proteins after exposure of cell culture to carcinogenic compounds and their real mixtures. Rössner, P., Binková, B., Srám, R.J. Mutat. Res. (2003) [Pubmed]
  8. Activation of the cyclic AMP pathway in cells adhering to biomaterials: regulation by vitronectin- and fibronectin-integrin binding. Faucheux, N., Haye, B., Nagel, M.D. Biomaterials (2000) [Pubmed]
  9. Induction of oxidative stress in rat brain by acrylonitrile (ACN). Jiang, J., Xu, Y., Klaunig, J.E. Toxicol. Sci. (1998) [Pubmed]
  10. A theoretical study for the reaction of vinyl cyanide C2H3CN(X1A') with the ground state carbon atom C(3P) in cold molecular clouds. Su, H.F., Kaiser, R.I., Chang, A.H. The Journal of chemical physics. (2005) [Pubmed]
  11. Generation and removal of anaphylatoxins during hemofiltration with five different membranes. Jørstad, S., Smeby, L.C., Balstad, T., Widerøe, T.E. Blood Purif. (1988) [Pubmed]
  12. In vitro and in vivo studies of the properties of an artificial membrane for pancreatic islet encapsulation. Kessler, L., Pinget, M., Aprahamian, M., Dejardin, P., Damgé, C. Horm. Metab. Res. (1991) [Pubmed]
  13. Trans-placental exposure of neonates to acrylamide--a pilot study. Schettgen, T., Kütting, B., Hornig, M., Beckmann, M.W., Weiss, T., Drexler, H., Angerer, J. International archives of occupational and environmental health. (2004) [Pubmed]
  14. Upper limits for the ethyl-cyanide abundances in TMC-1 and L134N: chemical implications. Minh, Y.C., Irvine, W.M. Astrophysics and space science. (1991) [Pubmed]
  15. Removal, generation and adsorption of beta-2-microglobulin during hemofiltration with five different membranes. Jørstad, S., Smeby, L.C., Balstad, T., Widerøe, T.E. Blood Purif. (1988) [Pubmed]
  16. Possible functional immunotoxicity of acrylonitrile (VCN). Hamada, F.M., Abdel-Aziz, A.H., Abd-Allah, A.R., Ahmed, A.E. Pharmacol. Res. (1998) [Pubmed]
  17. Analytical method for the determination of acrylonitrile in rat plasma at the nanograms per milliliter level. Freshour, N.L., Melcher, R.G. Journal of analytical toxicology. (1983) [Pubmed]
 
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