S1503

Secobarbital

analytical standard

• Synonym(s): 5-(1-Methylbutyl)-5-(2-propenyl)-2,4,6(1H,3H,5H)-pyrimidinetrione, 5-Allyl-5-(1-methylbutyl)barbituric acid, Quinalbarbitone, Seconal
• Empirical Formula (Hill Notation): C₁₂H₁₈N₂O₃
• CAS Number: 76-73-3
• Molecular Weight: 238.28
• EC Number: 200-982-2
• MDL number: MFCD00056088
• UNSPSC Code: 41116107
• PubChem Substance ID: 329824480
• NACRES: NA.24

Properties

• grade: analytical standard
• drug control: USDEA Schedule II; Home Office Schedule 2; stupéfiant (France); kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada; psicótropo (Spain); Decreto Lei 15/93: Tabela IIC (Portugal)
• technique(s): HPLC: suitable; gas chromatography (GC): suitable
• application(s): forensics and toxicology; pharmaceutical (small molecule)
• format: neat
• SMILES string: O=C1C(CC=C)(C(C)CCC)C(NC(N1)=O)=O
• InChI: 1S/C12H18N2O3/c1-4-6-8(3)12(7-5-2)9(15)13-11(17)14-10(12)16/h5,8H,2,4,6-7H2,1,3H3,(H2,13,14,15,16,17)
• InChI key: KQPKPCNLIDLUMF-UHFFFAOYSA-N
• Gene Information: human ... GABRA1(2554) , GABRA2(2555) , GABRA3(2556) , GABRA4(2557) , GABRA5(2558) , GABRA6(2559) , GABRB1(2560) , GABRB2(2561) , GABRB3(2562) , GABRD(2563) , GABRE(2564) , GABRG1(2565) , GABRG2(2566) , GABRG3(2567) , GABRP(2568) , GABRQ(55879)

Description

General description

Secobarbital is a barbiturate sedative-hypnotic and anticonvulsant, mainly employed for preoperative sedation. It is commonly used for the short term treatment of insomnia, acute tetanus convulsions and acute psychotic agitation. Its mode of action involves functioning through the central nervous system (CNS) as a depressant with quick action.[1]

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Secobarbital may be used as an internal standard for the determination of barbiturates in biological samples using high-performance liquid chromatography technique.[2] It may be used as an analytical reference standard for the quantification of the analyte in biological samples using gas chromatography technique.[3]

Safety Information

• pictograms: GHS06
• signalword: Danger
• hcodes: H301,H315,H319,H335
• pcodes: P261 - P264 - P271 - P301 + P310 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges