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Chemical Compound Review

EAC     ethyl 3-oxobutanoate

Synonyms: diacetic ether, AGN-PC-009QAJ, CHEMBL169176, HSDB 402, NSC-8657, ...
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Disease relevance of ethyl acetoacetate

  • Proteinaceous casts were found in the bladder of approximately half the male rats given 1000 mg ethyl acetoacetate/kg, and nephrocalcinosis was a common occurrence in female rats in this dose group [1].
  • Ethyl acetoacetate encapsulated in gum arabic was administered in rodent diet for a minimum of 28 consecutive days to groups of 16 male and 16 female rats (Sprague-Dawley strain) at levels of approximately 100, 300 and 1000 mg/kg body weight/day [1].
  • This was demonstrated by reducing ethyl acetoacetate with whole cells of an E. coli strain that overexpressed an NADPH-dependent, short-chain dehydrogenase from baker's yeast (Saccharomyces cerevisiae) [2].

Psychiatry related information on ethyl acetoacetate

  • Following complete sensory deprivation or long-term stimulation with ethyl acetoacetate, the mean diameter of glomeruli was significantly reduced everywhere, except in the ventrolateral and ventromedial regions of the posterior olfactory bulb in rats reared with a single odor [3].

High impact information on ethyl acetoacetate


Biological context of ethyl acetoacetate

  • 3-Phenylpyrazolo[4,3-b]pyridines were synthesized via a cyclization of 4-amino-3-phenylpyrazoles 11-13 with ethyl acetoacetate [9].
  • The administration of ethyl acetoacetate in the diet did not adversely affect the growth or general health of the animals or their food intakes [1].
  • A synthetic route for A-ring aromatic steroid intermediates starting from alkylation of dianion derived from acetoacetic ester with m-methoxyphenylethyl bromide to form benzene ring connected to a linear six-carbon fragment is described [10].

Associations of ethyl acetoacetate with other chemical compounds


  1. A 28-day feeding study with ethyl acetoacetate in rats. Cook, W.M., Purchase, R., Ford, G.P., Creasy, D.M., Brantom, P.G., Gangolli, S.D. Food Chem. Toxicol. (1992) [Pubmed]
  2. Understanding and improving NADPH-dependent reactions by nongrowing Escherichia coli cells. Walton, A.Z., Stewart, J.D. Biotechnol. Prog. (2004) [Pubmed]
  3. Morphometric modifications associated with early sensory experience in the rat olfactory bulb: II. Stereological study of the population of olfactory glomeruli. Royet, J.P., Jourdan, F., Ploye, H., Souchier, C. J. Comp. Neurol. (1989) [Pubmed]
  4. Morphometric modifications associated with early sensory experience in the rat olfactory bulb: I. Volumetric study of the bulbar layers. Royet, J.P., Jourdan, F., Ploye, H. J. Comp. Neurol. (1989) [Pubmed]
  5. Carbon dioxide catalysis of the reaction of peroxynitrite with ethyl acetoacetate: an example of aliphatic nitration by peroxynitrite. Uppu, R.M., Pryor, W.A. Biochem. Biophys. Res. Commun. (1996) [Pubmed]
  6. Metabolic mapping of functional activity in the olfactory system of normal and hypogonadal (hpg) mice. McQueen, J.K., Martin, M.J., Fink, G. Neuroendocrinology (1988) [Pubmed]
  7. Ontogenesis of the functional activity of guinea-pig olfactory bulb: autoradiographic study with the 2-deoxyglucose method. Astic, L., Saucier, D. Brain Res. (1983) [Pubmed]
  8. Synthesis and evaluation of the molluscicidal activity of the 5,6-dimethyl-dihydro-pyran-2,4-dione and 6-substituted analogous. de Souza, L.C., dos Santos, A.F., Sant'Ana, A.E., de Oliveira Imbroisi, D. Bioorg. Med. Chem. (2004) [Pubmed]
  9. Synthesis of 3-phenylpyrazolo[4,3-b]pyridines via a convenient synthesis of 4-amino-3-arylpyrazoles and SAR of corticotropin-releasing factor receptor type-1 antagonists. Wilcoxen, K., Huang, C.Q., McCarthy, J.R., Grigoriadis, D.E., Chen, C. Bioorg. Med. Chem. Lett. (2003) [Pubmed]
  10. Synthesis of steroid intermediates via alkylation of dianion derived from acetoacetic ester. Wang, K.C., Liang, C.H., Kan, W.M., Lee, S.S. Bioorg. Med. Chem. (1994) [Pubmed]
  11. Synthesis and biological evaluations of quinoline-based HMG-CoA reductase inhibitors. Suzuki, M., Iwasaki, H., Fujikawa, Y., Kitahara, M., Sakashita, M., Sakoda, R. Bioorg. Med. Chem. (2001) [Pubmed]
  12. Isolation and synthesis of TNF-alpha release inhibitors from Fijian kawa (Piper methysticum). Hashimoto, T., Suganuma, M., Fujiki, H., Yamada, M., Kohno, T., Asakawa, Y. Phytomedicine (2003) [Pubmed]
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