
CAS Number125-33-7
SynonymsPrysoline; Primidon; Mysoline; Misodine; MFCD00038662; Sertan; Primidone; EINECS 204-737-0; 5-ethyl-5-phenyl-dihydro-pyrimidine-4,6-dione; Mylepsinum; Liskantin; Mizodin; 5-ethyl-5-phenyl-1,3-diazinane-4,6-dione; Primaclone; 5-Ethyl-5-phenylhexahydropyrimidine-4,6-dione; 2-Deoxyphenobarbital; 2-Desoxyphenobarbital,5-Ethyl-5-phenylhexahydropyrimidine-4,6-dione
Molecular FormulaC12H14N2O2
Molecular Weight218.25
Purity98%
Density1.138g/cm3
Boiling Point520.7ºC at 760mmHg
Melting Point281-282°C
AppearanceOdorless white crystalline powder, slightly bitter taste, non-acidic
EINECS204-737-0
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 125-33-7 |
| Catalog No. | 2A-9012121 |
| Chinese Name | 扑米酮 |
| Synonyms | Prysoline; Primidon; Mysoline; Misodine; MFCD00038662; Sertan; Primidone; EINECS 204-737-0; 5-ethyl-5-phenyl-dihydro-pyrimidine-4,6-dione; Mylepsinum; Liskantin; Mizodin; 5-ethyl-5-phenyl-1,3-diazinane-4,6-dione; Primaclone; 5-Ethyl-5-phenylhexahydropyrimidine-4,6-dione; 2-Deoxyphenobarbital; 2-Desoxyphenobarbital,5-Ethyl-5-phenylhexahydropyrimidine-4,6-dione |
| Molecular Formula | C12H14N2O2 |
| Molecular Weight | 218.25 |
| Purity | 98 |
| Density | 1.138g/cm3 |
| Boiling Point | 520.7ºC at 760mmHg |
| Melting Point | 281-282°C |
| Appearance | Odorless white crystalline powder, slightly bitter taste, non-acidic |
| Water Solubility | <0.1 g/100 mL at 19 ºC |
| Storage Condition | Storage: sealed and stored. |
| Packaging | III |
| Application | Primidone is a GABA receptor inhibitor. |
| EINECS | 204-737-0 |
| PubChem ID | 329820263 |
| MDL Number | MFCD00038662 |
| SMILES | CCC1(C(=O)NCNC1=O)c2ccccc2 |
| 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) |
| InChI Key | DQMZLTXERSFNPB-UHFFFAOYSA-N |
| NACRES Code | NA.24 |
| UNSPSC | 41116107 |
| Hazard Symbols | 6.1(b) |
| MSDS | msds/12121_1_125_33_7.pdf |
| Bioactivity | Primidone is an anticonvulsant of the pyrimidinedione class.Target: GABA ReceptorPrimidone is an anticonvulsant of the pyrimidinedione class, the active metabolites of which, phenobarbital (minor) and phenylethylmalonamide (PEMA) (major), are also anticonvulsants. It is believed to work via interactions with voltage-gated sodium channels which inhibit high-frequency repetitive firing of action potentials [1]. The effect of primidone in essential tremor is not mediated by PEMA.[76] The major metabolite, phenobarbital, is also a potent anticonvulsant in its own right and likely contributes to primidone's effects in many forms of epilepsy [2]. Primidone and the other enzyme-inducing anticonvulsants can cut the half-life of antipyrine roughly in half (6.2 ± 1.9 h vs. 11.2 ± 4.2 h), and increases the clearance rate by almost 70%. Phenobarbital reduces the half-life to 4.8 ± 1.3 and increases the clearance by almost 109% [3]. Related Catalog Signaling Pathways >> Membrane Transporter/Ion Channel >> GABA Receptor Signaling Pathways >> Neuronal Signaling >> GABA Receptor Research Areas >> Neurological Disease References [1]. Macdonald, R.L. and K.M. Kelly, Antiepileptic drug mechanisms of action. Epilepsia, 1995. 36 Suppl 2: p. S2-12. [2]. Calzetti, S., et al., Phenylethylmalonamide in essential tremor. A double-blind controlled study. J Neurol Neurosurg Psychiatry, 1981. 44(10): p. 932-4. [3]. Perucca, E., et al., A comparative study of the relative enzyme inducing properties of anticonvulsant drugs in epileptic patients. Br J Clin Pharmacol, 1984. 18(3): p. 401-10. Chemical & Physical Properties Density 1.138g/cm3 Boiling Point 520.7ºC at 760mmHg Melting Point 281-282°C Molecular Formula C12H14N2O2 Molecular Weight 218.25200 Flash Point 228.2ºC Exact Mass 218.10600 PSA 58.20000 LogP 1.19550 Vapour Pressure 6.08E-11mmHg at 25°C Index of Refraction 1.528 InChIKey DQMZLTXERSFNPB-UHFFFAOYSA-N SMILES CCC1(c2ccccc2)C(=O)NCNC1=O Storage condition Store at RT Water Solubility <0.1 g/100 mL at 19 ºC |
| Use of | Properties Articles37 Name primidone Synonym More Synonyms Primidone Biological Activity Related Catalog Signaling Pathways >> Membrane Transporter/Ion Channel >> GABA Receptor Signaling Pathways >> Neuronal Signaling >> GABA Receptor Research Areas >> Neurological Disease References [1]. Macdonald, R.L. and K.M. Kelly, Antiepileptic drug mechanisms of action. Epilepsia, 1995. 36 Suppl 2: p. S2-12. [2]. Calzetti, S., et al., Phenylethylmalonamide in essential tremor. A double-blind controlled study. J Neurol Neurosurg Psychiatry, 1981. 44(10): p. 932-4. [3]. Perucca, E., et al., A comparative study of the relative enzyme inducing properties of anticonvulsant drugs in epileptic patients. Br J Clin Pharmacol, 1984. 18(3): p. 401-10. Chemical & Physical Properties Molecular Formula C12H14N2O2 Exact Mass 218.10600 PSA 58.20000 LogP 1.19550 Index of Refraction 1.528 InChIKey DQMZLTXERSFNPB-UHFFFAOYSA-N Storage condition Store at RT |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information United Nations classification: inconsistent with United Nations classification standards UN number: not specified |
| Related Products in Specialty Chemicals | ||
|---|---|---|
| prifuroline | 70833-07-7 | 2A-9012116 |
| Prilocaine | 721-50-6 | 2A-9012117 |
| Primaperone | 1219-35-8 | 2A-9012118 |
| Primaquine phosphate | 63-45-6 | 2A-9012119 |
| Primidolol | 67227-55-8 | 2A-9012120 |
| Prisotinol | 78997-40-7 | 2A-9012124 |
| Prizidilol | 59010-44-5 | 2A-9012125 |
| Proadifen hydrochloride | 62-68-0 | 2A-9012126 |
| Probucol | 23288-49-5 | 2A-9012128 |
| Procainamide | 51-06-9 | 2A-9012129 |
| Browse all Specialty Chemicals products » | ||
Phone:
630-322-8886
630-322-8887
Email:
Office Locations:
Chicago, IL, USA
San Francisco, CA, USA