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Chemical Compound Review

Isobutylamide     2-methylpropanamide

Synonyms: Isobutyramide, PubChem21345, CHEMBL352219, NSC-8423, ACMC-1ARSC, ...
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Disease relevance of isobutyramide


High impact information on isobutyramide


Chemical compound and disease context of isobutyramide

  • A pilot phase II open study on 12 patients with thalassemia intermedia (7 men, 5 women; age 31 +/- 2.0 years SE) treated with oral isobutyramide, a derivative of butyric acid (150 mg/kg body wt/day), was performed in order to evaluate the effect of this compound in stimulating hemoglobin F (HbF) production [3].

Biological context of isobutyramide


Anatomical context of isobutyramide

  • Neither endogenous apoA1 mRNA nor transcriptional activity of the rat apoA1 gene promoter (from -474 to -7) were altered by sodium butyrate or isobutyramide (0.3 mM to 10 mM) in Hep G2 or Caco-2 cells [15].

Associations of isobutyramide with other chemical compounds


Gene context of isobutyramide


Analytical, diagnostic and therapeutic context of isobutyramide


  1. Oral isobutyramide reduces transfusion requirements in some patients with homozygous beta-thalassemia. Reich, S., Bührer, C., Henze, G., Ohlendorf, D., Mesche, M., Sinha, P., Kage, A., Müller, C., Vetter, B., Kulozik, A.E. Blood (2000) [Pubmed]
  2. Butyrate analogue, isobutyramide, inhibits tumor growth and time to androgen-independent progression in the human prostate LNCaP tumor model. Gleave, M.E., Sato, N., Sadar, M., Yago, V., Bruchovsky, N., Sullivan, L. J. Cell. Biochem. (1998) [Pubmed]
  3. Oral isobutyramide therapy in patients with thalassemia intermedia: results of a phase II open study. Domenica Cappellini, M., Graziadei, G., Ciceri, L., Comino, A., Bianchi, P., Porcella, A., Fiorelli, G. Blood Cells Mol. Dis. (2000) [Pubmed]
  4. Isobutyramide therapy in patients with sickle cell anemia. Saleh, A.W., van Goethem, A., Jansen, R., Velvis, H.J., Gu, L.H., Huisman, T.H. Am. J. Hematol. (1995) [Pubmed]
  5. Isobutyramide activates transcription of human fetal gamma- and murine embryonic epsilon(y)-globin genes. Zhang, J., Zhang, X., Chen, P. Chin. Med. Sci. J. (2001) [Pubmed]
  6. Induction of fetal hemoglobin expression by the histone deacetylase inhibitor apicidin. Witt, O., Monkemeyer, S., Rönndahl, G., Erdlenbruch, B., Reinhardt, D., Kanbach, K., Pekrun, A. Blood (2003) [Pubmed]
  7. Overexpression of Bcl-2 regulates sodium butyrate- and/or docetaxel-induced apoptosis in human bladder cancer cells both in vitro and in vivo. Miyake, H., Hara, S., Arakawa, S., Kamidono, S., Hara, I. Int. J. Cancer (2001) [Pubmed]
  8. The importance of alcohol dehydrogenase in regulation of ethanol metabolism in rat liver cells. Page, R.A., Kitson, K.E., Hardman, M.J. Biochem. J. (1991) [Pubmed]
  9. Room temperature phosphorescence of Trp-314 as a monitor of subunit communications in alcohol dehydrogenase from horse liver. Strambini, G.B., Gonnelli, M., Galley, W.C. Biochemistry (1990) [Pubmed]
  10. Nuclear magnetic resonance studies of substrate interaction with cobalt substituted alcohol dehydrogenase from liver. Sloan, D.L., Young, J.M., Mildvan, A.S. Biochemistry (1975) [Pubmed]
  11. Enzymatic kinetic resolution of piperidine atropisomers: synthesis of a key intermediate of the farnesyl protein transferase inhibitor, SCH66336. Morgan, B., Zaks, A., Dodds, D.R., Liu, J., Jain, R., Megati, S., Njoroge, F.G., Girijavallabhan, V.M. J. Org. Chem. (2000) [Pubmed]
  12. Isobutyramide, an orally bioavailable butyrate analogue, stimulates fetal globin gene expression in vitro and in vivo. Perrine, S.P., Dover, G.H., Daftari, P., Walsh, C.T., Jin, Y., Mays, A., Faller, D.V. Br. J. Haematol. (1994) [Pubmed]
  13. Analysis of the inactivation of liver alcohol dehydrogenase during storage in Aerosol-OT/isooctane microemulsions. Larsson, K.M., Oldfield, C., Freedman, R.B. Eur. J. Biochem. (1989) [Pubmed]
  14. Pharmacokinetics and safety of single oral doses of VX-366 (isobutyramide) in healthy volunteers. Brettman, L.R., Chaturvedi, P.R. Journal of clinical pharmacology. (1996) [Pubmed]
  15. Effects of ketoacidosis on rat apolipoprotein A1 gene expression: a link with acidosis but not with ketones. Haas, M.J., Pun, K., Reinacher, D., Wong, N.C., Mooradian, A.D. J. Mol. Endocrinol. (2000) [Pubmed]
  16. Alkamides from Cissampelos glaberrima. Rosario, S.L., da Silva, A.J., Parente, J.P. Planta Med. (1996) [Pubmed]
  17. Discordant effects of butyrate analogues on erythroleukemia cell proliferation, differentiation and histone deacetylase. Lea, M.A., Tulsyan, N. Anticancer Res. (1995) [Pubmed]
  18. In vitro neuropharmacological evaluation of piperovatine, an isobutylamide from Piper piscatorum (Piperaceae). McFerren, M.A., Cordova, D., Rodriguez, E., Rauh, J.J. Journal of ethnopharmacology. (2002) [Pubmed]
  19. Alcohol dehydrogenase from the fruitfly Drosophila melanogaster. Inhibition studies of the alleloenzymes AdhS and AdhUF. Winberg, J.O., Thatcher, D.R., McKinley-McKee, J.S. Biochim. Biophys. Acta (1982) [Pubmed]
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