D0899

Diazepam

≥98% (TLC), powder, GABAA receptor ligand

• Synonym(s): 7-Chloro-1-methyl-5-phenyl-3H-1,4-benzodiazepin-2(1H)-one, Ro 5-2807
• Empirical Formula (Hill Notation): C₁₆H₁₃ClN₂O
• CAS Number: 439-14-5
• Molecular Weight: 284.74
• EC Number: 207-122-5
• MDL number: MFCD00057323
• UNSPSC Code: 12352200
• PubChem Substance ID: 24893306
• NACRES: NA.77

Properties

• product name: Diazepam,
• form: powder
• drug control: USDEA Schedule IV; Home Office Schedule 4.1; psychotrope (France); kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada; psicótropo (Spain); Decreto Lei 15/93: Tabela IV (Portugal)
• solubility: 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 1.6 mg/mL; DMF: soluble; H₂O: slightly soluble; ethanol: soluble
• originator: Roche
• SMILES string: CN1C(=O)CN=C(c2ccccc2)c3cc(Cl)ccc13
• InChI: 1S/C16H13ClN2O/c1-19-14-8-7-12(17)9-13(14)16(18-10-15(19)20)11-5-3-2-4-6-11/h2-9H,10H2,1H3
• InChI key: AAOVKJBEBIDNHE-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) ; rat ... Gabra1(29705) , Gabra2(29706)

Description

Application

Diazepam has been used:

• as an anxiolyte in pilocarpine protocol.
• in multi-electrode array (MEA) technology
• as a marker for human serum albumin

Biochem/physiol Actions

Diazepam is a benzodiazepine anxiolytic agent. It serves as a prototype ligand for the GABAA receptor benzodiazepine modulatory site.

Diazepam is often used as a sedative. Its metabolism involves cytochrome P450 (CYP) 2C19 and 3A4. Diazepam has immediate action upon administration.

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is featured on the GABAA Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

This compound was developed by Roche. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Safety Information

• Pictograms: GHS06,GHS09
• Signal Word: Danger
• Hazard Statements: H301 + H311,H410
• Precautionary Statements: P264 - P273 - P280 - P301 + P310 - P302 + P352 + P312 - P361 + P364
• Hazard Classifications: Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Aquatic Chronic 1
• Storage Class Code: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 2
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves