Methylphenobarbital

Last updated

Methylphenobarbital
Methylphenobarbital.svg
Clinical data
Trade names Mebaral, generics
AHFS/Drugs.com International Drug Names
MedlinePlus a605022
Routes of
administration
By mouth (tablets)
ATC code
Legal status
Legal status
Pharmacokinetic data
Protein binding 70–76%
Metabolism Liver
Elimination half-life 34 hours
Identifiers
  • 5-Phenyl-5-ethyl-1-methylbarbituric acid
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard 100.003.714 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C13H14N2O3
Molar mass 246.266 g·mol−1
3D model (JSmol)
  • O=C1N(C(=O)NC(=O)C1(c2ccccc2)CC)C
  • InChI=1S/C13H14N2O3/c1-3-13(9-7-5-4-6-8-9)10(16)14-12(18)15(2)11(13)17/h4-8H,3H2,1-2H3,(H,14,16,18) Yes check.svgY
  • Key:ALARQZQTBTVLJV-UHFFFAOYSA-N Yes check.svgY
   (verify)

Methylphenobarbital (INN), also known as mephobarbital (USAN, JAN) and mephobarbitone (BAN), marketed under brand names such as Mebaral, Mephyltaletten, Phemiton, and Prominal, is a drug which is a barbiturate derivative and is used primarily as an anticonvulsant, [2] but also as a sedative and anxiolytic. It is the N-methylated analogue of phenobarbital and has similar indications, therapeutic value, and tolerability.

Contents

Approval history

The company further stated in a letter on its website [3] that under the FDA's Unapproved Drugs Initiative, FDA is no longer willing to allow the drug to be grandfathered. A new drug application would have needed to have been submitted to gain marketing approval, which would have taken an estimated five years, during which time patients would be required to change their therapies in any case. The last available tablets bore an expiration date of March 31, 2012, and the drug will no longer be available in the US when supplies are depleted.[ citation needed ]

Side effects

The use of antiepileptic drugs including methylphenobarbital during pregnancy may be associated with birth defects. [4]

Overdose

Symptoms of overdose of mephobarbital include confusion, decrease in or loss of reflexes, somnolence, fever, irritability, hypothermia, poor judgment, shortness of breath or slow/troubled breathing, slow heartbeat, slurred speech, staggering, trouble in sleeping, unusual movements of the eyes, weakness.

See also

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References

  1. Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-16.
  2. Shorvon SD, Fish DR, Perucca E, Dodson WE, eds. (2004). The Treatment of Epilepsy (2nd ed.). Blackwell. ISBN   0-632-06046-8.
  3. "Mebaral® (mephobarbital tablets, USP): Additional Product Discontinuation Information" (PDF). Lundbeck Inc. Archived from the original (PDF) on 10 August 2014.
  4. Aksamija A, Habek D, Stanojević M, Ujević B (2009). "Fetal malformations associated with the use of methylphenobarbital and carbamazepine during pregnancy. Two case reports and review of the literature". Fetal Diagnosis and Therapy. 25 (1): 79–82. doi:10.1159/000201945. PMID   19218807.