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Substance Name: Primidone [USP:INN:BAN:JAN]
RN: 125-33-7
UNII: 13AFD7670Q
InChIKey: DQMZLTXERSFNPB-UHFFFAOYSA-N
Note
- A barbiturate derivative that acts as a GABA modulator and anti-epileptic agent. It is partly metabolized to PHENOBARBITAL in the body and owes some of its actions to this metabolite.
Molecular Formula
- C12-H14-N2-O2
Molecular Weight
- 218.2546
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Anticonvulsant
- Anticonvulsants
- Central Nervous System Agents
- Drug / Therapeutic Agent
- GABA Agents
- GABA Modulators
- Human Data
- Mutation Data
- Neurotransmitter Agents
- Reproductive Effect
- Tumor Data
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Names and Synonyms
Name of Substance
- Primidone
- Primidone [USP:INN:BAN:JAN]
MeSH Heading
- Primidone
Synonyms
- 2-Deoxyphenobarbital
- 2-Desoxyphenobarbital
- 4,4'-(Hexamethylenedioxy)dibenzamidine
- 4,6(1H,5H)-Pyrimidinedione, 5-ethyldihydro-5-phenyl-
- 5-24-08-00102 (Beilstein Handbook Reference)
- 5-Aethyl-5-phenyl-hexahydropyrimidin-4,6-dion
- 5-Aethyl-5-phenyl-hexahydropyrimidin-4,6-dion [German]
- 5-Ethyl-5-phenylhexahydropyrimidine-4,6-dione
- 5-Ethyldihydro-5-phenyl-4,6(1H,5H)-pyrimidinedione
- 5-Ethylhexahydro-4,6-dioxo-5-phenylpyrimidine
- 5-Ethylhexahydro-5-phenylpyrimidine-4,6-dione
- 5-Phenyl-5-aethylhexahydropyrimidindion-(4,6)
- 5-Phenyl-5-aethylhexahydropyrimidindion-(4,6) [German]
- 5-Phenyl-5-ethyl-hexahydropyrimidine-4,6-dione
- BRN 0218034
- CCRIS 54
- Cyral
- Desoxyphenobarbitone
- EINECS 204-737-0
- Hexadiona
- Hexamidine
- Hexamidine (the antispasmodic)
- HSDB 3169
- Lepimidin
- Lepsiral
- Liskantin
- Majsolin
- Medi-Pets
- Midone
- Milepsin
- Misodine
- Misolyne
- Mizodin
- Mizolin
- Mylepsin
- Mylepsinum
- Mysedon
- Mysoline
- NCI-C56360
- Neurosyn
- NSC 41701
- Prilepsin
- Primaclone
- Primakton
- Primidon
- Primidona
- Primidona [INN-Spanish]
- Primidone
- Primidonum
- Primidonum [INN-Latin]
- Primoline
- Prysoline
- Pyrimidone medi-pets
- ROE 101
- Sertan
- UNII-13AFD7670Q
Systematic Names
- 4,6(1H,5H)-Pyrimidinedione, 5-ethyldihydro-5-phenyl-
- Primaclone
- Primidone
Superlist Name
- Primidone
Registry Numbers
CAS Registry Number
- 125-33-7
FDA UNII
- 13AFD7670Q
System Generated Number
- 0000125337
Structure Descriptors
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)InChIKey
DQMZLTXERSFNPB-UHFFFAOYSA-NSmiles
CCC1(C(=O)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
child | TDLo | oral | 625mg/kg (625mg/kg) | BEHAVIORAL: SLEEP BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) BEHAVIORAL: GENERAL ANESTHETIC | British Medical Journal. Vol. 1, Pg. 90, 1957. |
mouse | LD50 | intraperitoneal | 332mg/kg (332mg/kg) | BEHAVIORAL: ANTICONVULSANT | Pharmaceutical Chemistry Journal Vol. 15, Pg. 403, 1981. |
mouse | LD50 | oral | 280mg/kg (280mg/kg) | Toxicology and Applied Pharmacology. Vol. 34, Pg. 271, 1975. | |
mouse | LD50 | unreported | 340mg/kg (340mg/kg) | BEHAVIORAL: ANTICONVULSANT | Russian Pharmacology and Toxicology Vol. 43, Pg. 73, 1980. |
rat | LD50 | intraperitoneal | 240mg/kg (240mg/kg) | Pharmaceutical Chemistry Journal Vol. 25, Pg. 305, 1991. | |
rat | LD50 | oral | 1500mg/kg (1500mg/kg) | Drugs in Japan Vol. 6, Pg. 691, 1982. | |
rat | LD50 | unreported | > 2gm/kg (2000mg/kg) | British Journal of Pharmacology and Chemotherapy. Vol. 8, Pg. 230, 1953. | |
women | TDLo | oral | 5mg/kg (5mg/kg) | GASTROINTESTINAL: NAUSEA OR VOMITING BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: HEADACHE | Lancet. Vol. 266, Pg. 102, 1954. |
women | TDLo | oral | 450mg/kg (450mg/kg) | BEHAVIORAL: ANTIPSYCHOTIC BEHAVIORAL: ATAXIA BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Archives of Neurology Vol. 30, Pg. 255, 1974. |
women | TDLo | oral | 38gm/kg/7Y-I (38000mg/kg) | BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS" BEHAVIORAL: TOXIC PSYCHOSIS | Drug Intelligence and Clinical Pharmacy. Vol. 17, Pg. 551, 1983. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | 281.5 | deg C | EXP | |
log P (octanol-water) | 0.91 | (none) | EXP | |
Water Solubility | 500 | mg/L | 22 | EXP |
Vapor Pressure | 3.64E-09 | mm Hg | 25 | EST |
Henry's Law Constant | 1.94E-10 | atm-m3/mole | 25 | EST |
Atmospheric OH Rate Constant | 3.48E-11 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.