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Chemical Compound Review

Hexone     4-methylpentan-2-one

Synonyms: Hexon, Isohexanone, MIBK, MIBe, CHEMBL285323, ...
 
 
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Disease relevance of Hexanone

 

High impact information on Hexanone

  • The presence of an isopropylidene ketal protection of an internal diol in 3,4-O-isopropylidene-D-arabino-1-C-phenyl hexanone locks it in a conformation that prevents its cyclization to a pyranose ring [5].
  • Heart rate, performance, and symptoms were studied in six female and six male volunteers, aged 19 to 47 years, during experimental 2-hr exposures to 10 and to 200 mg/m3 of methyl isobutyl ketone (MIBK) [6].
  • Percutaneous uptake and kinetics of methyl isobutyl ketone (MIBK) in the guinea-pig [7].
  • A number of studies has been undertaken since the 1980s, and the methods are well enough accepted to be put forward as biological equivalents of threshold limit values (TLVs) for some volatile organic compounds (VOCs) such as acetone; methanol; methyl ethyl ketone (MEK); methyl isobutyl ketone (MIBK); tetrahydrofurane; dichloromethane [8].
  • Occupational exposure to methyl isobutyl ketone (MiBK) or methyl n-butyl ketone (MnBK) normally occurs by inhalation [3].
 

Biological context of Hexanone

 

Anatomical context of Hexanone

  • 14CHCl3 covalent binding by renal cortical microsomes was significantly increased only under aerobic conditions by MiBK pretreatment [4].
 

Associations of Hexanone with other chemical compounds

  • Previous results in male Sprague-Dawley rats indicate that acetone (A), methyl ethyl ketone (MEK), and methyl isobutyl ketone (MiBK) pretreatments (3 d, p.o.) at a dosage of 6.8 mmol/kg potentiate CCl4 hepatotoxicity [9].
  • Pregnant Fischer 344 rats and CD-1 mice were exposed to methyl isobutyl ketone vapor (CAS No. 108-10-1) by inhalation on Gestational Days 6 through 15 at concentrations of 0, 300, 1000, or 3000 ppm (mean analytical values of 0, 305, 1012, and 2997 ppm, respectively) [10].
  • The method is based on the transfer of an ion-pair of NA or CNA with tetradecyldimethylbenzylammonium chloride (benzalkonium chloride) from alkaline aqueous solution into methyl isobutyl ketone (MIBK), the organic phase, where these salts are derivatized with pentafluorobenzyl bromide [11].
 

Analytical, diagnostic and therapeutic context of Hexanone

References

  1. Peripheral neuropathy after exposure to methyl-isobutyl ketone in spray paint. AuBuchon, J., Robins, H.I., Viseskul, C. Lancet (1979) [Pubmed]
  2. Enzyme-linked immunosorbent assay for acute adenovirus infection. Roggendorf, M., Wigand, R., Deinhardt, F., Frösner, G.G. J. Virol. Methods (1982) [Pubmed]
  3. Ketone potentiation of intrahepatic cholestasis: effect of two aliphatic isomers. Duguay, A.B., Plaa, G.L. Journal of toxicology and environmental health. (1997) [Pubmed]
  4. Ketone potentiation of haloalkane-induced hepato- and nephrotoxicity. II. Implication of monooxygenases. Raymond, P., Plaa, G.L. Journal of toxicology and environmental health. (1995) [Pubmed]
  5. Consequences of rigidity and conformational locking in a 4,4-dimethyl-1,3-dioxolane ring system during protection of internal diol. Vijayasaradhi, S., Aidhen, I.S., Varghese, B. Carbohydr. Res. (2003) [Pubmed]
  6. Human experimental MIBK exposure: effects on heart rate, performance, and symptoms. Iregren, A., Tesarz, M., Wigaeus-Hjelm, E. Environmental research. (1993) [Pubmed]
  7. Percutaneous uptake and kinetics of methyl isobutyl ketone (MIBK) in the guinea-pig. Hjelm, E.W., Boman, A., Fernström, P., Hagberg, M., Johanson, G. Toxicol. Lett. (1991) [Pubmed]
  8. Gases and organic solvents in urine as biomarkers of occupational exposure: a review. Imbriani, M., Ghittori, S. International archives of occupational and environmental health. (2005) [Pubmed]
  9. Ketone potentiation of haloalkane-induced hepatotoxicity: CCl4 and ketone treatment on hepatic membrane integrity. Raymond, P., Plaa, G.L. Journal of toxicology and environmental health. (1996) [Pubmed]
  10. Developmental toxicity evaluation of inhaled methyl isobutyl ketone in Fischer 344 rats and CD-1 mice. Tyl, R.W., France, K.A., Fisher, L.C., Pritts, I.M., Tyler, T.R., Phillips, R.D., Moran, E.J. Fundamental and applied toxicology : official journal of the Society of Toxicology. (1987) [Pubmed]
  11. A preliminary report on the derivatization-gas chromatographic determination of nalidixic acid and 3,7-dicarboxynalidixic acid in urine. Wu, S.M., Chen, S.H., Wu, H.L. Gaoxiong Yi Xue Ke Xue Za Zhi (1989) [Pubmed]
  12. Atomic absorption spectrophotometric method for determination of polydimethylsiloxane residues in pineapple juice: collaborative study. Parker, R.D. Journal - Association of Official Analytical Chemists. (1990) [Pubmed]
 
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