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Chemical Compound Review

Prominal     5-ethyl-1-methyl-5-phenyl- 1,3-diazinane-2...

Synonyms: Mephytal, Mebaral, Isonal, Mephobarbital, METHYLPHENOBARBITAL, ...
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Disease relevance of N-Methylphenobarbital


High impact information on N-Methylphenobarbital

  • The interaction between Bm3R1 repressor and its operator, in vitro, was strongly inhibited by the addition of 2 mM pentobarbital or 2 mM methohexital (strong in vivo inducers of P450BM-3) but not by the same concentration of phenobarbital (a relatively weak inducer) or by mephobarbital (a non-inducer) [5].
  • The influence of age and gender on the stereoselective metabolism and pharmacokinetics of mephobarbital in humans [6].
  • These substantial influences of age and gender on the stereoselective disposition of mephobarbital are consistent with recent findings concerning the expression and regulation of cytochrome P450 enzymes [6].
  • When mephenytoin was taken in the presence of mephobarbital, peak levels and AUC of S-mephenytoin increased while those of the R-enantiomer remained unchanged [7].
  • Mephobarbital interferes with the analysis because methylation yields the same product as methylated phenobarbital [8].

Biological context of N-Methylphenobarbital


Anatomical context of N-Methylphenobarbital


Associations of N-Methylphenobarbital with other chemical compounds


Gene context of N-Methylphenobarbital


Analytical, diagnostic and therapeutic context of N-Methylphenobarbital


  1. Ependymoblastoma associated with prenatal exposure to diphenylhydantoin and methylphenobarbitone. Lipson, A., Bale, P. Cancer (1985) [Pubmed]
  2. Impaired metabolism of methylphenobarbital after a combined drug overdose: treatment by resin hemoperfusion. Pond, S., Jacob, P., Humphreys, M., Weiss, R., Tong, T. J. Toxicol. Clin. Toxicol. (1982) [Pubmed]
  3. Induction of bilirubin-eliminating processes by methylphenobarbital in mature newborn babies. Grauel, L., Almanza, M., Alvarez, R., Garcia, D., Gonzales, I., Grimmer, I., Körner, I. Journal of perinatal medicine. (1988) [Pubmed]
  4. Clinical and toxicological findings in two young siblings and autopsy findings in one sibling with multiple hospital admissions resulting in death. Evidence suggesting Munchausen syndrome by proxy. Valentine, J.L., Schexnayder, S., Jones, J.G., Sturner, W.Q. The American journal of forensic medicine and pathology : official publication of the National Association of Medical Examiners. (1997) [Pubmed]
  5. Inhibition by barbiturates of the binding of Bm3R1 repressor to its operator site on the barbiturate-inducible cytochrome P450BM-3 gene of Bacillus megaterium. Shaw, G.C., Fulco, A.J. J. Biol. Chem. (1993) [Pubmed]
  6. The influence of age and gender on the stereoselective metabolism and pharmacokinetics of mephobarbital in humans. Hooper, W.D., Qing, M.S. Clin. Pharmacol. Ther. (1990) [Pubmed]
  7. Polymorphic metabolism of mephenytoin in man: pharmacokinetic interaction with a co-regulated substrate, mephobarbital. Jacqz, E., Hall, S.D., Branch, R.A., Wilkinson, G.R. Clin. Pharmacol. Ther. (1986) [Pubmed]
  8. Ultramicro gas-chromatographic analysis for anticonvulsants, with use of a nitrogen-selective detector. Vandemark, F.L., Adams, R.F. Clin. Chem. (1976) [Pubmed]
  9. Pharmacokinetics and bioavailability of methylphenobarbital in man. Hooper, W.D., Kunze, H.E., Eadie, M.J. Therapeutic drug monitoring. (1981) [Pubmed]
  10. Effect of racemic mephobarbital and d-mephobarbital on hepatic microsomal enzyme induction in rat and monkey. Shargel, L., McGrath, M.B. Toxicol. Appl. Pharmacol. (1975) [Pubmed]
  11. Role of CYP2C19 in stereoselective hydroxylation of mephobarbital by human liver microsomes. Kobayashi, K., Kogo, M., Tani, M., Shimada, N., Ishizaki, T., Numazawa, S., Yoshida, T., Yamamoto, T., Kuroiwa, Y., Chiba, K. Drug Metab. Dispos. (2001) [Pubmed]
  12. Enantioselective binding of mephobarbital to plasma proteins. O'Shea, N.J., Hooper, W.D. Chirality. (1990) [Pubmed]
  13. Gender differences in human pharmacokinetics and pharmacodynamics. Fletcher, C.V., Acosta, E.P., Strykowski, J.M. The Journal of adolescent health : official publication of the Society for Adolescent Medicine. (1994) [Pubmed]
  14. Factors influencing dimethylphenobarbital N-demethylation by isolated hepatocytes from untreated and phenobarbital-treated rats. Sauers, M.E., Abraham, R.T., Alvin, J.D., Zemaitis, M.A. Drug Metab. Dispos. (1980) [Pubmed]
  15. Transport of lipophilic drug molecules in a new mucus-secreting cell culture model based on HT29-MTX cells. Behrens, I., Stenberg, P., Artursson, P., Kissel, T. Pharm. Res. (2001) [Pubmed]
  16. Effects of barbiturates on the decerebrate rigidity in rats. Goto, M., Kondo, M., Fukuda, H. J. Pharmacobio-dyn. (1982) [Pubmed]
  17. Computer modeling of adsorption on an activated charcoal surface. Wurster, D.E., Kolling, W.M., Knosp, B.M. Journal of pharmaceutical sciences. (1994) [Pubmed]
  18. Distinct effects of phenobarbital and its N-methylated derivative on liver cytochrome P450 induction. Murayama, N., Shimada, M., Yamazoe, Y., Sogawa, K., Nakayama, K., Fujii-Kuriyama, Y., Kato, R. Arch. Biochem. Biophys. (1996) [Pubmed]
  19. A novel single nucleotide polymorphism (SNP) of the CYP2C19 gene in a Japanese subject with lowered capacity of mephobarbital 4'-hydroxylation. Morita, J., Kobayashi, K., Wanibuchi, A., Kimura, M., Irie, S., Ishizaki, T., Chiba, K. Drug Metab. Pharmacokinet. (2004) [Pubmed]
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