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Chemical Compound Review

Propione     pentan-3-one

Synonyms: Metacetone, Methacetone, DIETHYLKETONE, Diethylcetone, Pentanone-3, ...
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Disease relevance of Propione


High impact information on Propione


Chemical compound and disease context of Propione


Biological context of Propione


Anatomical context of Propione

  • We have previously reported that dorsal root ganglion neurons cultured in the presence of the highly specific, reversible acetylcholinesterase inhibitor 1,5-bis-(4-allyldimethylammoniumphenyl) pentan-3-one dibromide (BW284c51), showed significantly reduced neurite outgrowth and contained massive perikaryal inclusions of neurofilaments [17].
  • OBJECTIVES: To investigate the effects of an acute exposure to 200 ppm methyl ethyl ketone on the nasal mucosa of healthy volunteers [18].

Associations of Propione with other chemical compounds


Gene context of Propione

  • The effects of other AChE inhibitors that bind the active and/or the peripheral site of the enzyme [paraoxon, eserine, or 1,5-bis(4-allyldimethylammoniumphenyl) pentan-3-one dibromide (BW284c51)] were also studied [24].
  • At 20 mbar with 308-nm excitation, the fluorescence quantum yields for acetone and 3-pentanone are 7 +/- 1 x 10(-4) and 1.1 +/- 0.2 x 10(-3), respectively, and each decreases with decreasing excitation wavelength [22].
  • A survey of crude plant extracts for DNA polymerase beta inhibitors resulted in the identification of a methyl ethyl ketone extract prepared from Knema elegans that strongly inhibited the enzyme [25].
  • In a survey of crude plant extracts for DNA polymerase 1 inhibitors, a methyl ethyl ketone extract prepared from Freziera sp. exhibited potent inhibition of DNA polymerase beta [26].
  • Among the catalysts, DBU was found to be the most effective promoter allowing the reaction to proceed smoothly at room temperature and to give the corresponding O-acyl cyanohydrin adducts in higher yields for a variety of substituted cyclohexanones, cyclopentanone, acetone or pentan-3-one and various acyl cyanides [27].

Analytical, diagnostic and therapeutic context of Propione


  1. Ocular injury induced by methyl ethyl ketone peroxide. Fraunfelder, F.T., Coster, D.J., Drew, R., Fraunfelder, F.W. Am. J. Ophthalmol. (1990) [Pubmed]
  2. Degradation characteristics of methyl ethyl ketone by Pseudomonas sp. KT-3 in liquid culture and biofilter. Lee, T.H., Kim, J., Kim, M.J., Ryu, H.W., Cho, K.S. Chemosphere (2006) [Pubmed]
  3. Biological production of 2,3-butanediol. Syu, M.J. Appl. Microbiol. Biotechnol. (2001) [Pubmed]
  4. Contact sensitivity to methyl ethyl ketone peroxide in a paint sprayer. Stewart, L., Beck, M.H. Contact Derm. (1992) [Pubmed]
  5. Contact urticaria from methyl ethyl ketone. Varigos, G.A., Nurse, D.S. Contact Derm. (1986) [Pubmed]
  6. Activation of mitogen-activated protein kinase pathway by keratinocyte growth factor or fibroblast growth factor-10 promotes cell proliferation in human endometrial carcinoma cells. Taniguchi, F., Harada, T., Sakamoto, Y., Yamauchi, N., Yoshida, S., Iwabe, T., Terakawa, N. J. Clin. Endocrinol. Metab. (2003) [Pubmed]
  7. Highly Enantioselective Hydrogenation of alpha-Dehydroamino Esters and Itaconates with Triphosphorous Bidentate Ligands and the Unprecedented Solvent Effect Thereof. Zhang, W., Zhang, X. J. Org. Chem. (2007) [Pubmed]
  8. Retardation of neuritic outgrowth and cytoskeletal changes accompany acetylcholinesterase inhibitor treatment in cultured rat dorsal root ganglion neurons. Dupree, J.L., Bigbee, J.W. J. Neurosci. Res. (1994) [Pubmed]
  9. Method development for the determination of diacetyl and acetoin at a microwave popcorn plant. Pendergrass, S.M. Environ. Sci. Technol. (2004) [Pubmed]
  10. Stimulation of tolbutamide hydroxylation by acetone and acetonitrile in human liver microsomes and in a cytochrome P-450 2C9-reconstituted system. Palamanda, J., Feng, W.W., Lin, C.C., Nomeir, A.A. Drug Metab. Dispos. (2000) [Pubmed]
  11. Contact dermatitis caused by triglycidyl isocyanurate. Wigger-Alberti, W., Hofmann, M., Elsner, P. Am. J. Contact Dermatitis (1997) [Pubmed]
  12. Vitamin E protects against methyl ethyl ketone peroxide-induced peroxidative damage to rat brain DNA. Summerfield, F.W., Tappel, A.L. Mutat. Res. (1984) [Pubmed]
  13. Effects of chemical combinations on the induction of aneuploidy in Saccharomyces cerevisiae. Mayer, V.W., Goin, C.J. Mutat. Res. (1987) [Pubmed]
  14. Olfaction and multiple chemical sensitivity. Doty, R.L. Toxicology and industrial health. (1994) [Pubmed]
  15. Occupational determinants of cryptogenic polyneuropathy. Tondel, M., Lindh, J., Jonsson, P., Vrethem, M., Persson, B. Neuroepidemiology. (2006) [Pubmed]
  16. Cytogenetic analysis of buccal cells from shoeworkers and pathology and anatomy laboratory workers exposed to n-hexane, toluene, methyl ethyl ketone and formaldehyde. Burgaz, S., Erdem, O., Cakmak, G., Erdem, N., Karakaya, A., Esat Karakaya, A. Biomarkers (2006) [Pubmed]
  17. Acetylcholinesterase inhibitor treatment delays recovery from axotomy in cultured dorsal root ganglion neurons. Dupree, J.L., Bigbee, J.W. J. Neurocytol. (1996) [Pubmed]
  18. Effects of an external exposure to 200 ppm methyl ethyl ketone on nasal mucosa in healthy volunteers. Muttray, A., Jung, D., Klimek, L., Kreiner, C. International archives of occupational and environmental health. (2002) [Pubmed]
  19. Damage to protein synthesis concurrent with lipid peroxidation in rat liver slices: effect of halogenated compounds, peroxides, and vitamin E1. Fraga, C.G., Zamora, R., Tappel, A.L. Arch. Biochem. Biophys. (1989) [Pubmed]
  20. Dose-dependent suppression of toluene metabolism by isopropyl alcohol and methyl ethyl ketone after experimental exposure of rats. Uaki, H., Kawai, T., Mizunuma, K., Moon, C.S., Zhang, Z.W., Inui, S., Takada, S., Ikeda, M. Toxicol. Lett. (1995) [Pubmed]
  21. Critical analysis of Mitran et al. (1997). Neurotoxicity associated with occupational exposure to acetone. Methyl ethyl ketone, and cyclohexanone. Environ. Res. 73, 181-188. Graham, D.G. Environmental research. (2000) [Pubmed]
  22. Rayleigh-calibrated fluorescence quantum yield measurements of acetone and 3-pentanone. Koch, J.D., Hanson, R.K., Koban, W., Schulz, C. Applied optics. (2004) [Pubmed]
  23. Disposition of acetone, methyl ethyl ketone and cyclohexanone in acute poisoning. Sakata, M., Kikuchi, J., Haga, M., Ishiyama, N., Maeda, T., Ise, T., Hikita, N. J. Toxicol. Clin. Toxicol. (1989) [Pubmed]
  24. Evidence for a noncholinergic function of acetylcholinesterase during development of chicken retina as shown by fasciculin. Blasina, M.F., Faria, A.C., Gardino, P.F., Hokoc, J.N., Almeida, O.M., de Mello, F.G., Arruti, C., Dajas, F. Cell Tissue Res. (2000) [Pubmed]
  25. (+)-Myristinins A and D from Knema elegans, which inhibit DNA polymerase beta and cleave DNA. Deng, J.Z., Starck, S.R., Li, S., Hecht, S.M. J. Nat. Prod. (2005) [Pubmed]
  26. Pentacyclic triterpenoids from Freziera sp. that inhibit DNA polymerase beta. Deng, J.Z., Starck, S.R., Hecht, S.M. Bioorg. Med. Chem. (2000) [Pubmed]
  27. DBU catalyzed cyanoacylation of ketones with acyl cyanides. Zhang, W., Shi, M. Org. Biomol. Chem. (2006) [Pubmed]
  28. 99mTc-insulin: labeling, biodistribution and scintiimaging in animals. Awasthi, V., Gambhir, S., Sewatkar, A.B. Nucl. Med. Biol. (1994) [Pubmed]
  29. Gas chromatographic determination of total iodine in foods. Mitsuhashi, T., Kaneda, Y. Journal - Association of Official Analytical Chemists. (1990) [Pubmed]
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