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BARBITAL

BARBITAL Basic information
Product Name:BARBITAL
Synonyms:barbital free acid crystalline--dea*schedule iv I;barbital methanol solution;Barbital(barbitone);BARBITAL FREE ACID CRYSTALLINE--DEASCHED ULE IV ITE;BARBITAL, FOR ANALYTICAL PURPOSE (EXPORT CONTROL);BarbitonePh.Eur.+++;BARBITAL 99% GR;BARBITAL,POWDER,PURIFIED
CAS:57-44-3
MF:C8H12N2O3
MW:184.19
EINECS:200-331-2
Product Categories:Pyrimidines;RECI;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
Mol File:57-44-3.mol
BARBITAL Structure
BARBITAL Chemical Properties
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
pka7.43(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 Applicationforensics and toxicology
pharmaceutical (small molecule)
veterinary
InChI1S/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)
InChIKeyFTOAOBMCPZCFFF-UHFFFAOYSA-N
SMILESCCC1(CC)C(=O)NC(=O)NC1=O
EPA Substance Registry System5,5-Diethylbarbituric acid (57-44-3)
Safety Information
Hazard Codes Xn,T,F
Risk Statements 22-39/23/24/25-23/24/25-11-63-40-20
Safety Statements 36-45-36/37-16-7
RIDADR UN 1230 3/PG 2
WGK Germany 3
RTECS CQ3500000
Storage Class11 - Combustible Solids
Hazard ClassificationsAcute Tox. 4 Oral
ToxicityLDLo orl-cat: 280 mg/kg PHREA7 19,472,39
DEA Controlled SubstancesCSCN: 2145
CSA SCH: Schedule IV
NARC: No
MSDS Information
ProviderLanguage
SigmaAldrich English
BARBITAL Usage And Synthesis
DescriptionBarbital is an analytical reference material that is categorized as a barbiturate. It acts as an agonist at GABAA 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.
DescriptionBarbital (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.
Chemical PropertiesWhite crystals or powder; bitter taste; odorless. Stable in air. Soluble in hot water, alcohol, ether, acetone, and ethyl acetate.
UsesPrototype of the barbiturate hypnotics.
DefinitionChEBI: 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).
Brand nameDormileno;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 ProfilePoison 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 MethodsCrystallise 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-MUOZ  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.
BARBITAL Preparation Products And Raw materials
Raw materialsDiethyl malonate
Tag:BARBITAL(57-44-3) Related Product Information
BARBITAL METHARBITAL CIII (200 MG) Pentobarbital 1,3-Dimethylbarbituric acid Phenobarbital HEXOBARBITAL 2-Thiobarbituric acid Barbituric acid ALLOXANTIN Violuric acid 5,5-Diethylbarbituric acid sodium salt Gelatin Barbital Buffer, GVB2+ BARBITAL BUFFER CONCENTRATE, PGE WITH 12 FLASKS* BARBITAL BUFFER Probarbital BUTALBITAL-D5 BARBITAL-D5 Barbital-d5 (ethyl-d5)