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Chemical Compound Review

ALLYLISOPROPYLACETAMIDE     2-propan-2-ylpent-4-enamide

Synonyms: AG-K-84863, AC1L1SRA, AC1Q5ISZ, CTK4G4154, AR-1E2973, ...
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High impact information on ALLYLISOPROPYLACETAMIDE





  • Inorganic cobalt was found to induce heme oxygenase activity in primary cultures of embryonic chick liver cells and to inhibit the induction of delta-aminolevulinate synthetase by the porphyrinogenic compounds allylisopropylacetamide, dicarbethoxy-1,4-dihydrocollidine, etiocholanolone, phenobarbital, Aroclor (R)1254, and secobarbital [14].
  • After the heme moiety of hepatic cytochrome P-450 in rats had been destroyed by allylisopropylacetamide (AIA), intravenously injected heme significantly increased the cytochrome P-450 content and mixed function oxidase activity of liver microsomes [15].
  • On the other hand, IVA and AIA did not affect cytotoxicity, the frequencies of SCE induced by CPP or B[a]P, nor BPDE-induced mutations in CHO cells [16].
  • The levels of ALAS which accumulated in the cytosol after allylisopropylacetamide administration were proportionally greater in both the young and senescent than in the mature animals [17].
  • Finally, the distributions of ALA synthase mRNA were compared in polysomes isolated from hepatocytes which had been incubated with AIA for 5 h in the presence and absence of 10 microM hemin in the medium [18].

Associations of ALLYLISOPROPYLACETAMIDE with other chemical compounds




Analytical, diagnostic and therapeutic context of ALLYLISOPROPYLACETAMIDE


  1. Inhibition of the acute toxicity and adrenocorticolytic effect of 7,12-dimethylbenz(a)anthracene by isopropylvaleramide and allylisopropylacetamide in the rat. Somogyi, A., Levin, W., Banerjee, S., Kuntzman, R., Conney, A.H. Cancer Res. (1975) [Pubmed]
  2. Control of delta-aminolaevulinate synthase and haem oxygenase in chronic-iron-overloaded rats. Ibrahim, N.G., Nelson, J.C., Levere, R.D. Biochem. J. (1981) [Pubmed]
  3. Effect of heme on allylisopropylacetamide-induced changes in heme and drug metabolism in the rhesus monkey (Macaca mulatta). Muller-Eberhard, U., Eiseman, J.L., Foidart, M., Alvares, A.P. Biochem. Pharmacol. (1983) [Pubmed]
  4. The effect of metalloporphyrins and heme liposomes on delta-aminolevulinate synthase activity in rat liver. Cannon, J.B., Kuo, F.S., Vatandoust, F., Liem, H.H., Muller-Eberhard, U. Biochem. Biophys. Res. Commun. (1985) [Pubmed]
  5. Endogenously formed norharman (beta-carboline) in platelet rich plasma obtained from porphyric rats. Schouten, M.J., Bruinvels, J. Pharmacol. Biochem. Behav. (1986) [Pubmed]
  6. Cobalt inhibition of synthesis and induction of delta-aminolevulinate synthase in liver. Maines, M.D., Janousĕk, V., Tomio, J.M., Kappas, A. Proc. Natl. Acad. Sci. U.S.A. (1976) [Pubmed]
  7. Inhibition of benzo(a)pyrene-induced transformation of C3H/10T1/2 cells by allylisopropylacetamide and isopropylvaleramide. Kuszynski, C., Somogyi, A., Nesnow, S., Langenbach, R. Cancer Res. (1981) [Pubmed]
  8. Kinetic evidence for heterogeneous responsiveness of mixed function oxidase isozymes to inhibition and induction by allylisopropylacetamide in chick embryo liver. Rifkind, A.B., Troeger, M., Muschick, H. J. Biol. Chem. (1982) [Pubmed]
  9. Determination of partition ratios for allylisopropylacetamide during suicidal processing by a phenobarbital-induced cytochrome P-450 isozyme from rat liver. Loosemore, M.J., Wogan, G.N., Walsh, C. J. Biol. Chem. (1981) [Pubmed]
  10. Lipid peroxidation and alteration of membrane lipids in isolated hepatocytes exposed to carbon tetrachloride. Weddle, C.C., Hornbrook, K.R., McCay, P.B. J. Biol. Chem. (1976) [Pubmed]
  11. Cytochrome P-450 heme moiety. The specific target in drug-induced heme alkylation. Correia, M.A., Farrell, G.C., Olson, S., Wong, J.S., Schmid, R., Ortiz de Montellano, P.R., Beilan, H.S., Kunze, K.L., Mico, B.A. J. Biol. Chem. (1981) [Pubmed]
  12. On the role of catalase in the oxidation of tissue fatty acids. Crane, D., Masters, C. Arch. Biochem. Biophys. (1984) [Pubmed]
  13. Influence of allylisopropylacetamide and phenobarbital treatment on in vivo antipyrine metabolite formation in rats. Teunissen, M.W., Van Graft, M., Vermeulen, N.P., Breimer, D.D. Xenobiotica (1983) [Pubmed]
  14. Cobalt regulation of heme synthesis and degradation in avian embryo liver cell culture. Maines, M.D., Sinclair, P. J. Biol. Chem. (1977) [Pubmed]
  15. Structural and functional reconstitution of hepatic cytochrome P-450 in vivo. Reversal of allylisopropylacetamide-mediated destruction of the hemoprotein by exogenous heme. Farrell, G.C., Correia, M.A. J. Biol. Chem. (1980) [Pubmed]
  16. Effect of aliphatic amides on oncogenic transformation, sister chromatid exchanges, and mutations induced by cyclopenta[cd]-pyrene and benzo[a]pyrene. Krolewski, B., Nagasawa, H., Little, J.B. Carcinogenesis (1986) [Pubmed]
  17. Aging-related decreases in hepatic mitochondrial and cytosolic delta-aminolevulinic acid synthase during experimental porphyria. Scotto, A.W., Rinehart, R.W., Beattie, D.S. Arch. Biochem. Biophys. (1983) [Pubmed]
  18. Biogenesis of embryonic chick liver delta-aminolevulinate synthase: regulation of the level of mRNA by hemin. Ades, I.Z., Stevens, T.M., Drew, P.D. Arch. Biochem. Biophys. (1987) [Pubmed]
  19. Adrenalectomy enhances the induction of heme oxygenase and the degradation of cytochrome P-450 in liver. Sardana, M.K., Sassa, S., Kappas, A. J. Biol. Chem. (1980) [Pubmed]
  20. Studies of the porphyrin-inducing activity of ethynyl compounds and conformationally restricted and unrestricted analogues of allylisopropylacetamide in chick embryo liver cell culture. Marks, G.S., Zimmer, S.B., Dinizo, S.E., Mico, B.A., Kunze, K.L., Ortiz de Montellano, P.R. Mol. Pharmacol. (1981) [Pubmed]
  21. Regulation of production of delta-aminolaevulinate synthase in tissues of chick embryos. Effects of porphyrogenic agents and of haem precursors. Drew, P.D., Ades, I.Z. Biochem. J. (1989) [Pubmed]
  22. Biogenesis of liver delta-aminolevulinate synthase. The role of cAMP in the induction. Friedland, D.M., Ades, I.Z. FEBS Lett. (1985) [Pubmed]
  23. Structure, turnover, and heme-mediated suppression of the level of mRNA encoding rat liver delta-aminolevulinate synthase. Yamamoto, M., Kure, S., Engel, J.D., Hiraga, K. J. Biol. Chem. (1988) [Pubmed]
  24. Identification of human hepatic cytochrome P450 sources of N-alkylprotoporphyrin IX after interaction with porphyrinogenic xenobiotics, implications for detection of xenobiotic-induced porphyria in humans. Lavigne, J.A., Nakatsu, K., Marks, G.S. Drug Metab. Dispos. (2002) [Pubmed]
  25. Induction of aminolevulinate synthase and porphyrins in cultured liver cells maintained in chemically defined medium. Permissive effects of hormones on induction process. Sassa, S., Kappas, A. J. Biol. Chem. (1977) [Pubmed]
  26. Effect of allylisopropylacetamide on Nuclear Ribonucleic Acid synthesis in rat liver. Sardana, M.K., Satyanarayana Rao, M.R., Padmanaban, G. Biochem. J. (1975) [Pubmed]
  27. Evidence for altered hepatic catalase molecules in allylisopropylacetamide-treated mice. Baird, M.B., Samis, H.V., Massie, H.R., Zimmerman, J.A., Sfeir, G. Biochem. Pharmacol. (1976) [Pubmed]
  28. Enzymatic formation of zinc-protoporphyrin by rat liver and its potential effect on hepatic heme metabolism. Bloomer, J.R., Reuter, R.J., Morton, K.O., Wehner, J.M. Gastroenterology (1983) [Pubmed]
  29. Formation of cytochrome P-450 containing haem or cobalt-protoporphyrin in liver homogenates of rats treated with phenobarbital and allylisopropylacetamide. Bonkovsky, H.L., Sinclair, J.F., Healey, J.F., Sinclair, P.R., Smith, E.L. Biochem. J. (1984) [Pubmed]
  30. Formation of cobalt protoporphyrin by chicken hepatocytes in culture. Relationship to decrease of 5-aminolaevulinate synthase caused by cobalt. Sinclair, P.R., Sinclair, J.F., Bonkowsky, H.L., Gibbs, A.H., De Matteis, F. Biochem. Pharmacol. (1982) [Pubmed]
  31. Effect of abnormal atmospheric pressure conditions upon mouse liver delta-aminolevulinic acid synthetase activity. Yalouris, A.G., Lyberatos, C., Argyropoulos, A., Papasteriadis, E., Raptis, S.A. Enzyme (1985) [Pubmed]
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