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| | BARBITAL Basic information |
| | 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 | | 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) |
| 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 Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral | | Toxicity | LDLo orl-cat: 280 mg/kg PHREA7 19,472,39 | | DEA Controlled Substances | CSCN: 2145 CSA SCH: Schedule IV NARC: No |
| | BARBITAL Usage And Synthesis |
| Description | Barbital 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. | | 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. | | Chemical Properties | White crystals or powder; bitter taste;
odorless. Stable in air. Soluble in
hot water, alcohol, ether, acetone, and ethyl acetate. | | 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). | | 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-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.
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| | BARBITAL Preparation Products And Raw materials |
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