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Chemical Compound Review

Diacomit     (E)-1-benzo[1,3]dioxol-5-yl- 4,4-dimethyl...

Synonyms: STIRIPENTOL, Estiripentol, Stiripentolum, AC1NSKO6, SureCN216436, ...
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Disease relevance of STIRIPENTOL

  • FINDINGS: 15 (71%) patients were responders on stiripentol (including nine free of clonic or tonic-clonic seizures), whereas there was only one (5%) on placebo (none were seizure free; stiripentol 95% CI 52.1-90.7 vs placebo 0-14.6) [1].
  • Stiripentol has been studied in patients with partial seizures, refractory epilepsy and refractory absence seizures with some efficacious results [2].
  • PURPOSE: Stiripentol (STP) is currently an efficient drug for add-on therapy in infantile epilepsies because it improves the efficacy of antiepileptic drugs (AEDs) through its potent inhibition of liver cytochromes P450 [3].
  • The coadministration of the cytochrome P-450-inhibiting antiepileptic drug stiripentol significantly reduced the incidence of fetal malformations in all three strains, primarily by reducing phenytoin's deleterious effects on congenital abnormalities related directly to fetal growth and development [4].

Psychiatry related information on STIRIPENTOL

  • Neuropsychological tests carried out before and after 14 days of stiripentol treatment showed a significant decline in verbal learning ability (p = 0.038) and a significant improvement in a test of memory and attention (p less than 0.01) [5].
  • The anticonvulsant effects produced by stiripentol (STP), carbamazepine (CBZ), and their combination in the maximal electroshock (MES)-induced seizures in mice were investigated using three-dimensional (3D) isobolographic analysis [6].

High impact information on STIRIPENTOL


Chemical compound and disease context of STIRIPENTOL


Biological context of STIRIPENTOL


Associations of STIRIPENTOL with other chemical compounds


Gene context of STIRIPENTOL


Analytical, diagnostic and therapeutic context of STIRIPENTOL

  • In these studies, stiripentol significantly reduced EEG interictal spike rates at mean plasma concentrations from 20 to 27 micrograms/ml in Study 2 and 11 to 14 micrograms/ml in Study 3 [20].
  • A high-performance liquid chromatography assay was developed for the determination of stiripentol in plasma and urine (C8 reverse phase column and UV detection, lambda = 254 nm) [10].
  • We have re-analyzed the brain and blood samples from the first pharmacodynamic study using a newly developed chiral HPLC assay to investigate whether the tolerance phenomenon with racemic stiripentol was due to a shift in the enantiomeric composition of stiripentol in brain tissue during repetitive administration of racemic drug [21].


  1. Stiripentol in severe myoclonic epilepsy in infancy: a randomised placebo-controlled syndrome-dedicated trial. STICLO study group. Chiron, C., Marchand, M.C., Tran, A., Rey, E., d'Athis, P., Vincent, J., Dulac, O., Pons, G. Lancet (2000) [Pubmed]
  2. New anticonvulsant drugs. Focus on flunarizine, fosphenytoin, midazolam and stiripentol. Bebin, M., Bleck, T.P. Drugs (1994) [Pubmed]
  3. Stiripentol, a putative antiepileptic drug, enhances the duration of opening of GABA-receptor channels. Quilichini, P.P., Chiron, C., Ben-Ari, Y., Gozlan, H. Epilepsia (2006) [Pubmed]
  4. Differences in the patterns of phenytoin-induced malformations following stiripentol coadministration in three inbred mouse strains. Finnell, R.H., van Waes, M., Musselman, A., Kerr, B.M., Levy, R.H. Reprod. Toxicol. (1993) [Pubmed]
  5. Michaelis-Menten kinetics of stiripentol in normal humans. Levy, R.H., Loiseau, P., Guyot, M., Blehaut, H.M., Tor, J., Moreland, T.A. Epilepsia (1984) [Pubmed]
  6. Biphasic characteristic of interactions between stiripentol and carbamazepine in the mouse maximal electroshock-induced seizure model: a three-dimensional isobolographic analysis. Luszczki, J.J., Czuczwar, S.J. Naunyn Schmiedebergs Arch. Pharmacol. (2006) [Pubmed]
  7. Influence of stiripentol on cytochrome P450-mediated metabolic pathways in humans: in vitro and in vivo comparison and calculation of in vivo inhibition constants. Tran, A., Rey, E., Pons, G., Rousseau, M., d'Athis, P., Olive, G., Mather, G.G., Bishop, F.E., Wurden, C.J., Labroo, R., Trager, W.F., Kunze, K.L., Thummel, K.E., Vincent, J.C., Gillardin, J.M., Lepage, F., Levy, R.H. Clin. Pharmacol. Ther. (1997) [Pubmed]
  8. Characterization of the anticonvulsant, behavioral and pharmacokinetic interaction profiles of stiripentol in combination with clonazepam, ethosuximide, phenobarbital, and valproate using isobolographic analysis. Luszczki, J.J., Ratnaraj, N., Patsalos, P.N., Czuczwar, S.J. Epilepsia (2006) [Pubmed]
  9. Stiripentol kinetics in epilepsy: nonlinearity and interactions. Levy, R.H., Loiseau, P., Guyot, M., Blehaut, H.M., Tor, J., Moreland, T.A. Clin. Pharmacol. Ther. (1984) [Pubmed]
  10. Pharmacokinetic profile of a new anticonvulsant, stiripentol, in the rhesus monkey. Lin, H.S., Levy, R.H. Epilepsia (1983) [Pubmed]
  11. Inhibitory effect of stiripentol on carbamazepine and saquinavir metabolism in human. Cazali, N., Tran, A., Treluyer, J.M., Rey, E., d'Athis, P., Vincent, J., Pons, G. British journal of clinical pharmacology. (2003) [Pubmed]
  12. In vitro and in vivo investigations of dihydropyridine-based chemical delivery systems for anticonvulsants. Boddy, A.V., Zhang, K., Lepage, F., Tombret, F., Slatter, J.G., Baillie, T.A., Levy, R.H. Pharm. Res. (1991) [Pubmed]
  13. Carbamazepine plus stiripentol: is polytherapy by design possible? Lockard, J.S., Levy, R.H. Epilepsia (1988) [Pubmed]
  14. Comparative anticonvulsant potency and pharmacokinetics of (+)-and (-)-enantiomers of stiripentol. Shen, D.D., Levy, R.H., Savitch, J.L., Boddy, A.V., Tombret, F., Lepage, F. Epilepsy Res. (1992) [Pubmed]
  15. In vitro and in vivo inhibitory effect of stiripentol on clobazam metabolism. Giraud, C., Treluyer, J.M., Rey, E., Chiron, C., Vincent, J., Pons, G., Tran, A. Drug Metab. Dispos. (2006) [Pubmed]
  16. In vitro inhibition by stiripentol of rat brain cytochrome P-450-mediated naphthalene hydroxylation. Mesnil, M., Testa, B., Jenner, P. Xenobiotica (1988) [Pubmed]
  17. Phenytoin and/or stiripentol in pregnancy: infant monkey hyperexcitability. Phillips, N.K., Lockard, J.S. Epilepsia (1993) [Pubmed]
  18. Effect of treatment with phenobarbital and stiripentol on carbamazepine-induced teratogenicity and reactive metabolite formation. Finnell, R.H., Bennett, G.D., Slattery, J.T., Amore, B.M., Bajpai, M., Levy, R.H. Teratology (1995) [Pubmed]
  19. A new type of anticonvulsant, stiripentol. Pharmacological profile and neurochemical study. Poisson, M., Huguet, F., Savattier, A., Bakri-Logeais, F., Narcisse, G. Arzneimittel-Forschung. (1984) [Pubmed]
  20. Stiripentol in acute/chronic efficacy tests in monkey model. Lockard, J.S., Levy, R.H., Rhodes, P.H., Moore, D.F. Epilepsia (1985) [Pubmed]
  21. Stereoselective pharmacokinetics of stiripentol: an explanation for the development of tolerance to anticonvulsant effect. Arends, R.H., Zhang, K., Levy, R.H., Baillie, T.A., Shen, D.D. Epilepsy Res. (1994) [Pubmed]
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