MW: 218.26
CAS: 125-33-7
MDL NUMBER: MFCD00038662
IUPAC: 5-ethyl-5-phenyl-1,2,3,5-tetrahydropyrimidine-4,6-dione
Smiles: C1(C(NCNC1=O)=O)(c1ccccc1)CC
THERAPEUTIC CATEGORY: Anticonvulsant
VET THERAP CATEGORY: Anticonvulsant. Chiefly to control epileptiform seizures
ACCEPTORS: 2
DONORS: 2
ROTATION BONDS: 1
N+O: 4
Chiral Centers: 0
LogP: 2.98
LogS: -3.71
LIPINSKI: 4
Monograph Number: 0007835
Title: Primidone
CAS Registry Number: 125-33-7
CAS Name: 5-Ethyldihydro-5-phenyl-4,6(1H,5H)-pyrimidinedione
Additional Names: 5-ethyl-5-phenylhexahydropyrimidine-4,6-dione; 5-phenyl-5-ethylhexahydropyrimidine-4,6-dione; 2-desoxyphenobarbital
Trademarks: Liskantin (Desitin); Mylepsinum (AstraZeneca); Mysoline (AstraZeneca); Resimatil (Sanofi-Synthelabo); Sertan (Chinoin)
Molecular Formula: C12H14N2O2
Molecular Weight: 218.25.
Percent Composition: C 66.04%, H 6.47%, N 12.84%, O 14.66%
Literature References: Prepd by electrolytic reduction of phenobarbital or by catalytic desulfuration of the corresp 2-thiobarbituric acid: Boon et al., GB 666027 (1952 to I.C.I.); Bogue, Carrington, Br. J. Pharmacol. 8, 230 (1953). Comprehensive description: R. D. Daley in Anal. Profiles Drug Subs. 2, 409-437 (1973); A. A. Al-Badr, H. A. El-Obeid, ibid. 17, 749-795 (1988).
Properties: Crystals, mp 281-282. Practically tasteless. Has no acidic properties. Sparingly sol in water (0.6 g/l at 37); in most organic solvents.
Melting point: mp 281-282
Therap-Cat: Anticonvulsant.
Therap-Cat-Vet: Anticonvulsant. Chiefly to control epileptiform seizures.
Synonyms: 2-deoxyphenobarbital;2-DESOXYPHENOBARBITAL;5-ETHYLDIHYDRO-5-PHENYL-4,6(1H,5H)-PYRIMIDINEDIONE;5-phenyl-5-ethyl-hexahydropyrimidine-4,6-dione;PRIMIDONE;4,6(1H,5H)-Pyrimidinedione, 5-ethyldihydro-5-phenyl-;5-Aethyl-5-phenyl-hexahydropyrimidin-4,6-dion;5-Ethyl-5-phenyldihydro-4,6(1H,5H)-pyrimidinedione
CAS:125-33-7
MF:C12H14N2O2
MW:218.25
EINECS:204-737-0
Product Categories:Intermediates & Fine Chemicals;Pharmaceuticals;GABA/Glycine receptor Primidone
Chemical Properties: mp 281-282C storage temp. Store at RT Water Solubility <0.1 g/100 mL at 19 C
CAS DataBase Reference: 125-33-7(
CAS DataBase Reference: ) NIST Chemistry ReferencePrimidone(125-33-7) EPA Substance Registry System4,6(1H,5H)-Pyrimidinedione, 5-ethyldihydro-5-phenyl-(125-33-7) Xn Risk Statements 22-40 Safety Statements 22-36-45 RIDADR 3249 WGK Germany 3 RTECS UV9100000 HazardClass 6.1(b) PackingGroup III Hazardous Substances Data125-33-7(Hazardous Substances Data) Primidone Primidone
Usage And Synthesis:
Chemical Properties: Crystalline Solid UsageAnticonvulsant General DescriptionOdorless white crystalline powder. Slightly bitter taste. No acidic properties. Air & Water ReactionsInsoluble in water. Reactivity ProfilePrimidone is an amide. May react with azo and diazo compounds to generate toxic gases. May react with strong reducing agents to form flammable gases. A very weak base. The Combustion generates toxic mixed oxides of nitrogen (NOx). Fire HazardFlash point data for Primidone are not available; however, Primidone is probably combustible. Biological ActivityAnticonvulsant. Primidone
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