ChemicalBook CAS DataBase List 57-44-3

57-44-3

Name	BARBITAL
CAS	57-44-3
EINECS(EC#)	200-331-2
Molecular Formula	C8H12N2O3
MDL Number	MFCD00036212
Molecular Weight	184.19
MOL File	57-44-3.mol

Chemical Properties

Appearance	White crystals or powder; bitter taste; odorless. Stable in air. Soluble in hot water, alcohol, ether, acetone, and ethyl acetate.
Melting point	188-192°C
Boiling point	318.14°C (rough estimate)
density	1.2200
refractive index	1.4200 (estimate)
Fp	11 °C
storage temp.	2-8°C
solubility	DMSO (Slightly), Methanol (Slightly)
form	Solid
pka	7.43(at 25℃)
color	Faintly bitter crystals from H2O; polymorphicforms; triagonal crystals, monoclinic prisms, monoclinicneedles, and triclinic cryst
Water Solubility	7.149g/L(25 ºC)
Merck	13,965
Major Application	forensics and toxicology pharmaceutical (small molecule) veterinary
InChI	1S/C8H12N2O3/c1-3-8(4-2)5(11)9-7(13)10-6(8)12/h3-4H2,1-2H3,(H2,9,10,11,12,13)
InChIKey	FTOAOBMCPZCFFF-UHFFFAOYSA-N
SMILES	CCC1(CC)C(=O)NC(=O)NC1=O
EPA Substance Registry System	5,5-Diethylbarbituric acid (57-44-3)

Safety Data

Hazard Codes	Xn,T,F
Risk Statements	22-39/23/24/25-23/24/25-11-63-40-20 less more
Safety Statements	36-45-36/37-16-7 less more
RIDADR	UN 1230 3/PG 2
WGK Germany	3
RTECS	CQ3500000
REACH Registrations	Active
Storage Class	11 - Combustible Solids
Hazard Classifications	Acute Tox. 4 Oral
Toxicity	LDLo orl-cat: 280 mg/kg PHREA7 19,472,39 less more
DEA Controlled Substances	CSCN: 2145 CSA SCH: Schedule IV NARC: No

Hazard Information

Uses

Prototype of the barbiturate hypnotics.

Definition

ChEBI: A member of the class of barbiturates, the structure of which is that of barbituric acid substituted at C-5 by two ethyl groups. Formerly used as a hypnotic (sleeping aid).

Description

Barbital (CRM) (Item No. 22854) is a certified reference material categorized as a barbiturate. Barbital is regulated as a Schedule IV compound in the United States. Barbital (CRM) (Item No. 22854) is provided as a DEA exempt preparation. This product is intended for research and forensic applications.

Description

Barbital is an analytical reference material that is categorized as a barbiturate. It acts as an agonist at GABA_A receptors to induce central nervous system depression. Formulations containing barbital have been used as a sedative to treat insomnia and seizures in human and veterinary medicine. Barbital is regulated as a Schedule IV compound in the United States. This product is intended for research and forensic applications.

Chemical Properties

White crystals or powder; bitter taste; odorless. Stable in air. Soluble in hot water, alcohol, ether, acetone, and ethyl acetate.

Brand name

Dormileno;Escoderm;Hypnogene;Hypnox;Lidor;Megal;Plexonal;Somnytic tablets;Verinogen;Verodon;Veroletten;Verolitten;Veronigen.

World Health Organization (WHO)

Barbital is a long-acting barbiturate which is controlled under Schedule IV of the 1971 Convention on Psychotropic Substances. See WHO comment for barbiturates. (Reference: (UNCPS4) United Nations Convention on Psychotropic Substances (IV), , , 1971)

Safety Profile

Poison by ingestion, intravenous,intraperitoneal, and subcutaneous routes. Ingestion causespsychological effects in humans. Mutation data reported.When heated to decomposition it emits toxic fumes ofNOx. An hypnotic andsedative.

Purification Methods

Crystallise barbital from water or EtOH and dry it in a vacuum over P2O5. [Beilstein 24 III/IV 1901.]

References

[1] BRYAN H. NORMAN. Benzopyrans Are Selective Estrogen Receptor β Agonists with Novel Activity in Models of Benign Prostatic Hyperplasia[J]. Journal of Medicinal Chemistry, 2006, 49 21: 6155-6157. DOI: 10.1021/jm060491j
[2] NESLIHAN ZENCIRCI. Crystal Polymorphs of Barbital: News about a Classic Polymorphic System[J]. Molecular Pharmaceutics, 2013, 11 1: 338-350. DOI: 10.1021/mp400515f
[3] FRANCISCO LóPEZ-MU?OZ Cecilio A Ronaldo Ucha Udabe. The history of barbiturates a century after their clinical introduction.[J]. Neuropsychiatric Disease and Treatment, 2005, 1 4: 329-343.

Spectrum Detail

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