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Primidone information


Primidone
Clinical data
Trade namesLepsiral, Mysoline, Resimatil, others
Other namesdesoxyphenobarbital, desoxyphenobarbitone
AHFS/Drugs.comMonograph
MedlinePlusa682023
License data
  • US DailyMed: Primidone
Pregnancy
category
  • AU: D[1]
Routes of
administration
By mouth
Drug classAnticonvulsant, barbiturate
ATC code
  • N03AA03 (WHO)
Legal status
Legal status
  • AU: S4 (Prescription only)
  • BR: Class C1 (Other controlled substances)[2]
  • CA: ℞-only
  • UK: POM (Prescription only)[3]
  • US: ℞-only
Pharmacokinetic data
Bioavailability~100%[4]
Protein binding25%[4]
MetabolismLiver
Elimination half-lifePrimidone: 5-18 h,
Phenobarbital: 75-120 h,[4]
PEMA: 16 h[5]
Time to reach steady state:
Primidone: 2-3 days,
Phenobarbital&PEMA 1-4weeks[6]
ExcretionKidney
Identifiers
IUPAC name
  • 5-Ethyl-5-phenyl-1,3-diazinane-4,6-dione
CAS Number
  • 125-33-7 checkY
PubChem CID
  • 4909
DrugBank
  • DB00794 checkY
ChemSpider
  • 4740 checkY
UNII
  • 13AFD7670Q
KEGG
  • D00474 checkY
  • C07371 checkY
ChEBI
  • CHEBI:8412 ☒N
ChEMBL
  • ChEMBL856 checkY
CompTox Dashboard (EPA)
  • DTXSID7023510 Edit this at Wikidata
ECHA InfoCard100.004.307 Edit this at Wikidata
Chemical and physical data
FormulaC12H14N2O2
Molar mass218.256 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • O=C1NCNC(=O)C1(c2ccccc2)CC
InChI
  • InChI=1S/C12H14N2O2/c1-2-12(9-6-4-3-5-7-9)10(15)13-8-14-11(12)16/h3-7H,2,8H2,1H3,(H,13,15)(H,14,16) checkY
  • Key:DQMZLTXERSFNPB-UHFFFAOYSA-N checkY
  (verify)

Primidone, sold under various brand names, is a barbiturate medication that is used to treat partial and generalized seizures[7] and essential tremors.[8] It is taken by mouth.[7]

Its common side effects include sleepiness, poor coordination, nausea, and loss of appetite.[7] Severe side effects may include suicide and psychosis. [8][7] Use during pregnancy may result in harm to the fetus.[9] Primidone is an anticonvulsant of the barbiturate class;[7] however, its long-term effect in raising the seizure threshold is likely due to its active metabolite, phenobarbital.[10]

Primidone was approved for medical use in the United States in 1954.[7] It is available as a generic medication.[8] In 2020, it was the 269th most commonly prescribed medication in the United States, with more than 1 million prescriptions.[11][12]

  1. ^ "Primidone (Mysoline) Use During Pregnancy". Drugs.com. 18 February 2019. Archived from the original on 26 November 2020. Retrieved 16 May 2020.
  2. ^ Anvisa (31 March 2023). "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 4 April 2023). Archived from the original on 3 August 2023. Retrieved 16 August 2023.
  3. ^ "Primidone SERB 50mg Tablets - Summary of Product Characteristics (SmPC)". (emc). 18 August 2014. Archived from the original on 5 August 2019. Retrieved 16 May 2020.
  4. ^ a b c Ochoa JG, Riche W, Passaro EA (2005). Talavera F, Cavazos JE, Benbadis SR (eds.). "Antiepileptic Drugs: An Overview". eMedicine. eMedicine, Inc. Archived from the original on 8 February 2012. Retrieved 2 July 2005.
  5. ^ CDER, U.S. DEPARTMENT OF HEALTH AND HUMAN SERVICES (2003–2005). "Primidone (Mysoline)". Pharmacology Guide for Brain Injury Treatment. Brain Injury Resource Foundation. Archived from the original on 17 March 2010. Retrieved 2 July 2005.
  6. ^ Yale Medical School, Department of Laboratory Medicine (1998). "Therapeutic Drug Levels". YNHH Laboratory Manual - Reference Documents. Yale Medical School. Archived from the original on 20 February 2009. Retrieved 13 July 2005.
  7. ^ a b c d e f "Primidone Monograph for Professionals". Drugs.com. American Society of Health-System Pharmacists. Archived from the original on 29 June 2019. Retrieved 8 April 2019.
  8. ^ a b c British national formulary: BNF 76 (76 ed.). Pharmaceutical Press. 2018. p. 332. ISBN 9780857113382.
  9. ^ Cite error: The named reference birthdefects was invoked but never defined (see the help page).
  10. ^ Gilman AG, Goodman LS, Rall TW, Murad F, eds. (1985). Goodman and Gilman's The Pharmacological Basis of Therapeutics (7th ed.). New York: Macmillan.
  11. ^ "The Top 300 of 2020". ClinCalc. Archived from the original on 18 March 2020. Retrieved 7 October 2022.
  12. ^ "Primidone - Drug Usage Statistics". ClinCalc. Archived from the original on 11 April 2020. Retrieved 7 October 2022.

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Phenylethylmalonamide

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Phenylethylmalonamide (PEMA) is an active metabolite of the anticonvulsant drug primidone, although it is produced in a much lower concentration than phenobarbital...

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low blood cell counts. Other anticonvulsant medications, Phenytoin and Primidone, can also cause lymph node enlargement due to changes in the blood after...

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Anticonvulsant

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may be treated with beta blockers (such as propranolol and nadolol) or primidone, an anticonvulsant Cerebellar tremor symptoms may decrease with the application...

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carbamazepine are seen when administered with phenobarbital, phenytoin, or primidone, which can result in breakthrough seizure activity. Valproic acid and...

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Phenobarbital

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S2CID 11274515. Michelucci R, Pasini E, Tassinari CA (2009). "Phenobarbital, Primidone and Other Barbiturates". In Shorvon S, Perucca E, Engel Jr J (eds.). The...

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Clonazepam

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and decreasing its half-life by 31%. Clonazepam increases the levels of primidone and phenobarbital. Combined use of clonazepam with certain antidepressants...

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Nitrous oxide

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Paracetamol

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increased liver toxicity in paracetamol overdose exists for phenobarbital, primidone, isoniazid, and possibly St John's wort. On the other hand, the anti-tuberculosis...

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Oxcarbazepine

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mephenytoin, methylphenobarbital, nordazepam, phenobarbital, phenytoin, and primidone. In addition, oxcarbazepine and licarbazepine are CYP3A4 and CYP3A5 inducers...

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Ethchlorvynol

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given name for males and may refer to: Sertan Eser, Turkish footballer Primidone This page or section lists people that share the same given name. If an...

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Epilepsy and pregnancy

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