D0899

Sigma-Aldrich

Diazepam

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

Quality Level

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

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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.

Pictograms

Skull and crossbonesEnvironment

Signal Word

Danger

Hazard Statements

hazcat

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 Germany

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

CYP2C19 genotype affects diazepam pharmacokinetics and emergence from general anesthesia.
Inomata S, et al.
Clinical Pharmacology and Therapeutics, 78(6), 647-655 (2005)
FDG-PET and NeuN-GFAP immunohistochemistry of hippocampus at different phases of the pilocarpine model of temporal lobe epilepsy
Zhang L, et al.
International Journal of Medical Sciences, 12(3), 288-288 (2015)
Discovering the pharmacodynamics of conolidine and cannabidiol using a cultured neuronal network based workflow
G. D. C. Mendis, et al.
Scientific reports, 9(121) (2019)
Drain's PeriAnesthesia Nursing - E-Book: A Critical Care Approach, 270-270 (2012)
Anna D Manis et al.
JCI insight, 6(1) (2020-11-25)
Kir5.1 is an inwardly rectifying potassium (Kir) channel subunit abundantly expressed in the kidney and brain. We previously established the physiologic consequences of a Kcnj16 (gene encoding Kir5.1) knockout in the Dahl salt-sensitive rat (SSKcnj16-/-), which caused electrolyte/pH dysregulation and...

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