primidone

Also known as Mysoline®, 5-Phenyl-5-ethyl-Hexahydropyrimidine-4,6-dione, 2-deoxyphenobarbital, 5-Phenyl-5-ethyl-hexahydropyrimidine-4,6-dione, Desoxyphenobarbital, Primidon, Primaclone

Primidone, sold under various brand names (including Mysoline), is a barbiturate medication that is used to treat partial and generalized seizures and essential tremors. It is taken by mouth.

Key facts

Drug.width2: 150
Drug.width: 150
Drug.Verifiedfields: changedb
Drug.Watchedfields: changed
Drug.verifiedrevid: 462079478
Drug.image: Primidone.svg
Drug.image_class: skin-invert-image
Drug.image2: Primidone ball-and-stick.png
Drug.image_class2: bg-transparent
Drug.tradename: Lepsiral, Mysoline, Resimatil, others
Drug.MedlinePlus: a682023
Drug.DailyMedID: Primidone
Drug.pregnancy_AU: D
Drug.routes_of_administration: By mouth
Drug.class: Anticonvulsant, barbiturate
Drug.ATC_prefix: N03
Drug.ATC_suffix: AA03
Drug.legal_AU: S4

via Wikipedia infobox

Chemical data

Formula: C12H14N2O2
Molecular weight: 218.25 g/mol
IUPAC name: 5-ethyl-5-phenyl-1,3-diazinane-4,6-dione
SMILES: CCC1(C(=O)NCNC1=O)C2=CC=CC=C2
InChIKey: DQMZLTXERSFNPB-UHFFFAOYSA-N
XLogP: 0.9
Polar surface area: 58.2 Å²
H-bond donors: 2
H-bond acceptors: 2
Formal charge: 0

via PubChem

Research

1,991 papers

Primidone Intolerance in Essential tremor: Is it More than Just Age?Tremor and other hyperkinetic movements (New York, N.Y.) · 2021
[Primidone].Nihon rinsho. Japanese journal of clinical medicine · 1995
Acute primidone intoxication.Archives of neurology · 1974
Is primidone the drug of choice for epileptic patients with QT-prolongation? A comprehensive analysis of literature.Seizure · 2006
Primidone-induced "uraemic flap".Lancet (London, England) · 1979

via PubMed

Wikidata facts

Mass: 218.105528

Show 5 more facts

chemical formula: C₁₂H₁₄N₂O₂
canonical SMILES: CCC1(C(=O)NCNC1=O)C2=CC=CC=C2
World Health Organisation international non-proprietary name: primidone
defined daily dose: 1.25
Commons category: Primidone

Sources (5)

via Wikidata · CC0

~24 min read

Article

17 sections

Contents

Medical uses
Epilepsy
Essential tremor
Psychiatric disorders
Adverse effects
Overdose
Interactions
Mechanism of action
Pharmacokinetics
History
Association with megaloblastic anemia
Successive anticonvulsants
Available forms
Veterinary uses
References
Further reading
External links

Primidone, sold under various brand names (including Mysoline), is a barbiturate medication that is used to treat partial and generalized seizures and essential tremors. It is taken by mouth.

Its common side effects include sleepiness, poor coordination, nausea, and loss of appetite. Severe side effects may include suicide and psychosis. Use during pregnancy may result in harm to the fetus. Primidone is an anticonvulsant of the barbiturate class; however, its long-term effect in raising the seizure threshold is likely due to its active metabolite, phenobarbital. The drug’s other active metabolite is Phenylethylmalonamide (PEMA).