Anodyne| Primidone | |
|---|---|
| Salts [] | |
|---|---|
| Sodium | |
| Molecular structure via molpic based on CDK |
| Conformer [] | |
|---|---|
| Conformer structure via JSmol | |
| Physical properties [] | |
|---|---|
| Molecular mass | 218.25 g/mol [1] |
| Appearance | Crystals [1] |
| Odor | Odorless [1] |
| Taste | Practically tasteless [1] |
| Melting point | 538 to 540 °F (NTP, 1992) [1] |
| Decomposition | When heated to decomposition it emits toxic fumes of /nitrogen oxides/. [1] |
| Solubility | >32.7 [ug/mL] (The mean of the results at pH 7.4) [1] |
| Predicted LogP | 0.9 [1] |
| Structural Identifiers [] | |
|---|---|
| Molecular formula | C12H14N2O2 [1] |
| IUPAC name | 5-ethyl-5-phenyl-1,3-diazinane-4,6-dione [1] |
| SMILES | CCC1(C(=O)NCNC1=O)C2=CC=CC=C2 [1] |
| 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) [1] |
| InChIKey | DQMZLTXERSFNPB-UHFFFAOYSA-N [1] |
| Dosing [] | |
|---|---|
| Elimination half-life | Primidone: 5 – 18 h,Phenobarbital: 75 – 120 h,PEMA: 16 h[4]Time - reach steady state:Primidone: 2 – 3 days,Phenobarbital&PEMA 1 – 4weeks[5] |
Primidone
Primidone (also known as Primaclone, Mysoline, Lepimidin, 2-Deoxyphenobarbital, Neurosyn, Liskantin, Lepsiral, Mylepsin, Mysedon or Primidon)
Chemistry
Salts []
Primidone is typically found in the form of its sodium salt.
Stereochemistry []
Primidone is a achiral mixture
Legal status
- Australia: Primidone is a S4 substance.
- Brazil: Primidone is a C1 substance.[3]
- Canada: Primidone is a prescription only substance.
- United Kingdom: Primidone is a prescription only substance.
- United States: Primidone is a prescription only substance.
See also []
External links []
References []
National Center for Biotechnology Information. PubChem Compound Summary for CID 4909, Primidone. Accessed July 13, 2025. https://pubchem.ncbi.nlm.nih.gov/compound/4909
U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. Primidone. UNII: 13AFD7670Q. Global Substance Registration System. Accessed July 13, 2025. https://gsrs.ncats.nih.gov/ginas/app/beta/substances/13AFD7670Q
Anvisa. RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial. Diário Oficial da União. March 31, 2023. Accessed July 13, 2025. https://www.in.gov.br/en/web/dou/-/resolucao-rdc-n-784-de-31-de-marco-de-2023-474904992
CDER, U.S. DEPARTMENT OF HEALTH AND HUMAN SERVICES. Primidone (Mysoline). Brain Injury Resource Foundation. Accessed July 13, 2025. http://www.birf.info/home/bi-tools/qlinks_anticon.html
Yale Medical School, Department of Laboratory Medicine. Therapeutic Drug Levels. Yale Medical School. Accessed July 13, 2025. http://info.med.yale.edu/labmed/clinical/labman/D011.html