Primidone supplier | CasNO.125-33-7

Name
Primidone
EINECS 204-737-0
CAS No. 125-33-7
Article Data16
CAS DataBase
Density 1.138 g/cm³
Solubility <0.1 g/100 mL at 19 °C
Melting Point 281-282 °C
Formula C₁₂H₁₄N₂O₂
Boiling Point 520.7 °C at 760 mmHg
Molecular Weight 218.255
Flash Point 228.2 °C
Transport Information UN 3249
Appearance Crystalline solid
Safety 22-36-45
Risk Codes 22-40
Molecular Structure
Hazard Symbols Xn
Synonyms 2-Deoxyphenobarbital;2-Desoxyphenobarbital;5-Ethyl-5-phenylhexahydropyrimidine-4,6-dione;5-Ethyldihydro-5-phenyl-4,6(1H,5H)-pyrimidinedione;Resimatil;Roe101;Primakton;Primidon;Pyrimidone Medi-pets;Primacone;Primaclone;Lepimidin;Misodine;Mizolin;Mylepsin;Mysoline;Neurosyn;Sertan;5-Phenyl-5-ethyl-hexahydropyrimidine-4,6-dione;Hexamidine(antiepileptic);Hexamydin;5-Ethylhexahydro-5-phenylpyrimidine-4,6-dione;
PSA 58.20000
LogP 1.19550

Synthetic route

: 2753-74-4
5-ethyl-5-phenyl-2-thiobarbituric acid

: 125-33-7
pirimidone

Conditions

Conditions	Yield
With sodium tetrahydroborate; nickel dichloride In methanol at 20℃; for 5.75h;	81%
With ethanol; nickel
Multi-step reaction with 2 steps 1: 44 percent / 17 h / 22 °C / Irradiation 2: 42 percent / butan-1-ol / 17 h / 22 °C / Irradiation View Scheme

: 64-18-6
formic acid

: 7206-76-0
2-ethyl-2-phenylmalonamide

: 125-33-7
pirimidone

Conditions

Conditions	Yield
for 2h; Product distribution; Further Variations:; reaction time, effect of microwave activation; heterocyclization; Heating;	79%

: 7206-76-0
2-ethyl-2-phenylmalonamide

: 77287-34-4, 77287-35-5, 60100-09-6
formamide

: 125-33-7
pirimidone

Conditions

Conditions	Yield
at 210℃; for 6h; heterocyclization;	54%

: 117752-97-3
2-Ethoxy-5-ethyl-2-dihydro-5-phenyl-4,6(1H,5H)-pyrimidinedione

: 125-33-7
pirimidone

Conditions

Conditions	Yield
In butan-1-ol at 22℃; for 17h; Irradiation;	42%
With formamide durch Reduktion;
With formic acid durch Reduktion;

: 694447-38-6
5-ethyl-5-phenyl-1H-pyrimidine-4,6-dione

: 125-33-7
pirimidone

Conditions

Conditions	Yield
With Pd/SrCO3; ethanol Hydrogenation;
With hydrogen; nickel
With ethanol; Pd/CaCO3 Hydrogenation;
With hydrogen; nickel

: 7206-76-0
2-ethyl-2-phenylmalonamide

: 125-33-7
pirimidone

Conditions

Conditions	Yield
With formamide
With formamide

: 50-06-6
phenobarbital

: 125-33-7
pirimidone

Conditions

Conditions	Yield
durch elektrochemische Reduktion;
durch elektrochemische Reduktion;

: 857411-80-4
5-ethyl-2-methoxy-5-phenyl-1H-pyrimidine-4,6-dione

: 125-33-7
pirimidone

Conditions

Conditions	Yield
With ethanol; nickel
With ethanol; nickel

: 343339-89-9, 343339-90-2, 156546-57-5
S-methyl-2-thiophenobarbital

: 125-33-7
pirimidone

Conditions

Conditions	Yield
With ethanol; nickel
With ethanol; nickel

: 7206-76-0
2-ethyl-2-phenylmalonamide

: 144-62-7
oxalic acid

: 125-33-7
pirimidone

: 60024-01-3
4-thiophenobarbital

: 125-33-7
pirimidone

Conditions

Conditions	Yield
With sodium amalgam; water durch Reduktion;
With formic acid; zinc durch Reduktion;

5-ethyl-5-phenyl-1H-pyrimidine-4,6-dione monohydrochloride: 5-ethyl-5-phenyl-1H-pyrimidine-4,6-dione monohydrochloride

: 125-33-7
pirimidone

Conditions

Conditions	Yield
With acetic acid; platinum Hydrogenation;
With acetic acid; platinum Hydrogenation;

: 125-33-7
pirimidone

: 74-88-4
methyl iodide

: 104169-76-8
5-ethyl-1,3-dimethyl-5-phenyl-dihydro-pyrimidine-4,6-dione

Conditions

Conditions	Yield
With potassium hydroxide In acetone Heating;	56%

: 125-33-7
pirimidone

: 75-03-6
ethyl iodide

: 1,3,5-Triethyl-5-phenyl-dihydro-pyrimidine-4,6-dione

Conditions

Conditions	Yield
With potassium hydroxide In acetone Heating;	39%

: 125-33-7
pirimidone

: 50-06-6
phenobarbital

Conditions

Conditions	Yield
In acetonitrile Electrolysis;	24%
Multi-step reaction with 2 steps 1: 22 percent / CrO3 / acetic acid / 0.17 h / 20 °C 2: 38 percent / CrO3 / acetic acid / 0.17 h / 20 °C View Scheme

: 125-33-7
pirimidone

: 75524-08-2
2-hydroxyprimidone

Conditions

Conditions	Yield
With chromium(VI) oxide In acetic acid at 20℃; for 0.166667h;	22%

: 125-33-7
pirimidone

: 58061-80-6
5-ethyl-5-(3-nitro-phenyl)-dihydro-pyrimidine-4,6-dione

Conditions

Conditions	Yield
With sulfuric acid; nitric acid

: 125-33-7
pirimidone

: 75-03-6
ethyl iodide

: 74-88-4
methyl iodide

: 1,5-Diethyl-3-methyl-5-phenyl-dihydro-pyrimidine-4,6-dione

Conditions

Conditions	Yield
With sodium 1.) EtOH, reflux, 2.) reflux, 3-4 h; Yield given. Multistep reaction;

...Expand

: 125-33-7
pirimidone

: 75-03-6
ethyl iodide

: 107480-93-3
1,5-diethyl-5-phenyl-dihydro-pyrimidine-4,6-dione

Conditions

Conditions	Yield
With sodium 1.) EtOH, reflux, 2.) reflux, 3-4 h; Yield given. Multistep reaction;

: 125-33-7
pirimidone

: 107-08-4
1-iodo-propane

: 5-Ethyl-5-phenyl-1,3-dipropyl-dihydro-pyrimidine-4,6-dione

Conditions

Conditions	Yield
With tetraethylammonium hydroxide In methanol

: 125-33-7
pirimidone

: 74-88-4
methyl iodide

: 69243-48-7
5-ethyldihydro-1-methyl-5-phenyl-4,6(1H,5H)-pyrimidinedione

Conditions

Conditions	Yield
With sodium 1.) EtOH, reflux, 2.) reflux, 3-4 h; Yield given. Multistep reaction;

: 125-33-7
pirimidone

A: 7206-76-0
2-ethyl-2-phenylmalonamide

B: 50-06-6
phenobarbital

Conditions

Conditions	Yield
metabolism study in epileptic fowl;

: 125-33-7
pirimidone

: 1,5-Diethyl-3-methyl-5-phenyl-dihydro-pyrimidine-4,6-dione

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) Na / 1.) EtOH, reflux, 2.) reflux, 3-4 h 2: 86 percent / EtONa / acetone / Heating View Scheme

: 125-33-7
pirimidone

: 7206-76-0
2-ethyl-2-phenylmalonamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 22 percent / CrO3 / acetic acid / 0.17 h / 20 °C 2: 68 percent / NaOH / H2O / 8 h / 20 °C View Scheme

: 125-33-7
pirimidone

: 104396-69-2
5-ethyl-5-(3-amino-phenyl)-dihydro-pyrimidine-4,6-dione

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: HNO3; H2SO4 2: platinum; acetic acid / Hydrogenation View Scheme
Multi-step reaction with 2 steps 1: HNO3; H2SO4 2: platinum; acetic acid / 35304.4 Torr / Hydrogenation View Scheme

: 125-33-7
pirimidone

: 3,3'-bis-(5-ethyl-4,6-dioxo-hexahydro-pyrimidin-5-yl)-azoxybenzene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: HNO3; H2SO4 2: platinum; acetic acid / 35304.4 Torr / Hydrogenation View Scheme

Primidone Chemical Properties

The chemical name of 2-DESOXYPHENOBARBITAL(125-33-7) is Primidone,the IUPAC name is 5-ethyl-5-phenyl-1,3-diazinane-4,6-dione.its molecular formula is C12H14N2O2,with the formula weight is 218.25 g/mol.
CAS No.: 125-33-7
EINECS: 204-737-0
RTECS: UV9100000
RTECS Class: Tumorigen; Drug; Mutagen; Reproductive Effector; Human Data
The density of 2-DESOXYPHENOBARBITAL(125-33-7) is 1.138 g/cm³ and it has a flash point of 228.2 °C,The boiling point is 520.7 °C at 760 mmHg .The appearance of 2-DESOXYPHENOBARBITAL(125-33-7) is odorless white crystalline powder. it is slightly bitter taste,no acidic properties and insoluble in water .Following is the structure of 2-DESOXYPHENOBARBITAL(125-33-7):

The chemical synonymous of 2-DESOXYPHENOBARBITAL(125-33-7) are 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.

Primidone Uses

2-DESOXYPHENOBARBITAL(125-33-7) is used for epilepsy grand mal and psychomotor seizures and uesd as Anticonvulsant.

Primidone Production

Product Categories about 2-DESOXYPHENOBARBITAL(125-33-7) are Intermediates & Fine Chemicals;Pharmaceuticals;GABA/Glycine receptor

Primidone Toxicity Data With Reference

1.	mmo-sat 6666 µg/plate	ENMUDM Environmental Mutagenesis. 8 (Suppl 7)(1986),1.
2.	cyt-hmn:leu 1 mg/L	AJOGAH American Journal of Obstetrics and Gynecology. 116 (1973),867.
3.	orl-wmn TDLo:38 g/kg/7Y-I	DICPBB Drug Intelligence and Clinical Pharmacy. 17 (1983),551.
4.	orl-rat LD50:1500 mg/kg	NIIRDN “Drugs in Japan. Ethical Drugs, 6th Edition 1982“ Edited by Japan Pharmaceutical Information Center. 6 (1982),691.
5.	ipr-rat LD50:240 mg/kg	PCJOAU Pharmaceutical Chemistry Journal (English Translation). Translation of KHFZAN. 25 (1991),305.
6.	orl-mus LD50:280 mg/kg	TXAPA9 Toxicology and Applied Pharmacology. 34 (1975),271.
7.	ipr-mus LD50:332 mg/kg	PCJOAU Pharmaceutical Chemistry Journal (English Translation). Translation of KHFZAN. 15 (1981),403.

child     TDLo     oral   625mg/kg (625mg/kg)   BEHAVIORAL: GENERAL ANESTHETICBEHAVIORAL: SLEEPBEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)   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)   BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)BEHAVIORAL: HEADACHE
GASTROINTESTINAL:   NAUSEA OR VOMITING   Lancet. Vol. 266, Pg. 102, 1954.
women     TDLo     oral   450mg/kg (450mg/kg)   BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)BEHAVIORAL: ATAXIA
BEHAVIORAL:   ANTIPSYCHOTIC 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.

Primidone Safety Profile

Poison by ingestion and intraperitoneal routes. Human teratogenic effects include developmental abnormalities of the craniofacial area, skin and skin appendages, and cardiovascular system. Human reproductive effects: effects on newborn, including unusual growth statistics, drug dependence, physical and other neonatal changes. Experimental teratogenic and reproductive effects. Human mutation data reported. An addictive drug. When heated to decomposition it emits toxic fumes of NO_x. See also BARBITURATES.
Hazard Codes:
Xn: Harmful

Risk Statements about 2-DESOXYPHENOBARBITAL(125-33-7):
    R22 Harmful if swallowed.
    R40 Limited evidence of a carcinogenic effect.
Safety Statements about 2-DESOXYPHENOBARBITAL(125-33-7):
    S22 Do not breathe dust.
    S36 Wear suitable protective clothing.
    S45 In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

Primidone Specification

1. Storage: Keep in a cool, dry, dark location in a tightly sealed container or cylinder. Keep away from incompatible materials, ignition sources and untrained individuals.Protect containers/cylinders from physical damage.
2. Handling: All chemicals should be considered hazardous. Avoid direct physical contact. Use appropriate, approved safety equipment. Untrained individuals should not handle this chemical or its container. Handling should occur in a chemical fume hood.
3. Personal Protection: Chemical splash goggles in compliance with OSHA regulations are advised; however, OSHA regulations also permit other type safety glasses. Whre chemical resistant gloves. To prevent repeated or prolonged skin contact, wear impervious clothing and boots.

Product Name

Primidone

Synthetic route

Primidone Chemical Properties

Primidone Uses

Primidone Production

Primidone Toxicity Data With Reference

Primidone Safety Profile

Primidone Specification

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