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Phenobarbital

Phenobarbital Structure
CAS No.
50-06-6
Chemical Name:
Phenobarbital
Synonyms
PHENOLBARBITAL;Phenobarbitone;Fenobarbital;PHENOBARBITAL (2-METHYLBUTYL-3,3,4,4-D5, 98%);Phob;Lumen;LUMINAL;PHENOBARBITAL (5-ETHYL-D5, 98%);6(1h,3h,5h)-pyrimidinetrione,5-ethyl-5-phenyl-4;2,4,6(1H,3H,5H)-Pyrimidinetrione, 5-ethyl-5-phenyl-
CBNumber:
CB8450779
Molecular Formula:
C12H12N2O3
Molecular Weight:
232.24
MOL File:
50-06-6.mol
Modify Date:
2023/6/8 9:02:48

Phenobarbital Properties

Melting point 174°C
Boiling point 374.4°C (rough estimate)
Density 1.2243 (rough estimate)
refractive index 1.6660 (estimate)
Flash point 11 °C
storage temp. 2-8°C
solubility Very slightly soluble in water, freely soluble in ethanol (96 per cent). It forms water-soluble compounds with alkali hydroxides, carbonates and ammonia.
form Solid
pka 7.3, 11.8(at 25℃)
color White to Off-White
Water Solubility <0.01 g/100 mL at 14 ºC
Merck 13,7319
BCS Class 1
Stability Stable. Combustible. Incompatible with strong oxidizing agents.
CAS DataBase Reference 50-06-6(CAS DataBase Reference)
IARC 2B (Vol. Sup 7, 79) 2001
NIST Chemistry Reference Barbituric acid, 5-ethyl-5-phenyl-,(50-06-6)
EPA Substance Registry System Phenobarbital (50-06-6)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS08,GHS06
Signal word  Danger
Hazard statements  H317-H351-H301+H311+H331
Precautionary statements  P261-P272-P280-P302+P352-P333+P313-P321-P363-P501-P201-P202-P281-P308+P313-P405-P501
Hazard Codes  T,F
Risk Statements  61-25-40-43-39/23/24/25-23/24/25-11
Safety Statements  53-36/37-45-16
RIDADR  UN 2811 6.1/PG 3
WGK Germany  3
RTECS  CQ6825000
HazardClass  6.1(b)
PackingGroup  III
HS Code  2933530000
Toxicity LD50 orally in rats: 162 ±14 mg/kg (Goldenthal)
NFPA 704
3
0 0

Phenobarbital Chemical Properties,Uses,Production

Description

Phenobarbital (Item No. 9001494) is an analytical reference material categorized as a barbiturate. Phenobarbital is regulated as a Schedule IV compound in the United States. This product is intended for research and forensic applications.

Chemical Properties

Crystalline Solid

Uses

Phenobarbital exhibits relaxant, soporific, and anticonvulsant activities. It is widely used in treating epilepsy, chorea, and spastic paralysis, and is used as a component of a large number of combined drugs, valocordin and corvalol in particular.

Indications

Phenobarbital can reduce cholestatic pruritus, possibly by enhancing hepatic microsomal function. Phenobarbital is sedating and may interfere with the metabolism of many drugs.

Definition

ChEBI: A member of the class of barbiturates, the structure of which is that of barbituric acid substituted at C-5 by ethyl and phenyl groups.

World Health Organization (WHO)

Phenobarbital is a long-acting barbiturate which is controlled under Schedule IV of the 1971 Convention on Psychotropic Substances. Phenobarbital is of value in the treatment of epilepsy and preparations for such use are included in the WHO Model List of Essential Drugs. See also WHO comment for barbiturates. (Reference: (UNCPS4) United Nations Convention on Psychotropic Substances (IV), , , 1971)

General Description

Phenobarbital, 5-ethyl-5-phenylbarbituricacid (Luminal), is a long-acting sedative and hypnotic.It is also a valuable anticonvulsant, especially in generalizedtonic–clonic and partial seizures (see the discussionon anticonvulsants). Metabolism to the p-hydroxylphenylcompound followed by glucuronidation accounts for about90% of a dose.

Air & Water Reactions

Sensitive to hydrolysis. Alkaline solutions react more rapidly than acidic solutions. At pH 7 and 176°F, has a half life of 74 hours. Insoluble in water.

Reactivity Profile

Phenobarbital is also sensitive to prolonged exposure to light. Incompatible with strong oxidizing agents. Forms a complex of reduced solubility with macrogol 4000. Able to form metal derivatives .

Fire Hazard

Phenobarbital is combustible.

Safety Profile

Confirmed carcinogen with experimental carcinogenic, neoplastigenic, tumorigenic, and teratogenic data. A human poison by ingestion. An experimental poison by ingestion, intraperitoneal, subcutaneous, intravenous, and rectal routes. Human systemic effects by ingestion: somnolence, motor activity changes, pulmonary changes, allergc dermatitis, and fever. Human reproductive effects by ingestion: drug dependence and other postnatal measures or effects. Human teratogenic effects include developmental abnormalities of the central nervous system, body wall, musculoskeletal, respiratory, gastrointestinal, and urogenital systems. Experimental reproductive effects. Human mutation data reported. Used as a drug in the treatment of epilepsy, and as a hypnotic and sedative. When heated to decomposition it emits toxic fumes of NOx.See also BARBITURATES.

Sevenal SK-Phenobarbital Solfoton Solu-Barb Sombutol Somnolens Somnoletten Somnosan Somonal Spasepilin Starifen Starilettae Stental Stental Extentabs stentalextentabs Talpheno Teolaxin Teoloxin Thenobarbital Theoloxin theominal Triabarb Tridezibarbitur Triphenatol Versomnal Zadoletten Zadonal 5-ethyl-5-phenyl-barbituricaci 5-Phenyl-5-ethylbarbituric acid 5-phenyl-5-ethylbarbituricacid 5-Ethyl-5-phenyl-2,4,6-pyrimidinetrione, 5-Ethyl-5-phenylbarbituric acid, Luminal 5-Ethyl-5-phenyl-1,3-diazinane-2,4,6-trione Phenobarbital (C-IV) Phenobarbital,5-Ethyl-5-phenyl-2,4,6-pyrimidinetrione, 5-Ethyl-5-phenylbarbituric acid, Luminal Phenobarbital CIV (200 mg) Methanol( test Phenobarbital 1.0 mg/mL) Phenobarbital (CIV), USP Barbinal Barbiphen Barbiphenyl Barbipil Barbita Barbivis Barbonal Barbophen Bardorm Bartol Bialminal Blu-phen Cabronal Calmetten Calminal Cardenal Chinoin Codibarbita component of Antrocol component of Bronkotabs component of Hecadrol