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D0899

Sigma-Aldrich

Diazepam

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

Synonyme(s) :

7-Chloro-1-methyl-5-phenyl-3H-1,4-benzodiazepin-2(1H)-one, Ro 5-2807

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About This Item

Formule empirique (notation de Hill):
C16H13ClN2O
Numéro CAS:
Poids moléculaire :
284.74
Numéro CE :
Numéro MDL:
Code UNSPSC :
12352200
ID de substance PubChem :
Nomenclature NACRES :
NA.77

product name

Diazepam,

Forme

powder

Contrôle du médicament

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)

Solubilité

45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 1.6 mg/mL
DMF: soluble
H2O: slightly soluble
ethanol: soluble

Auteur

Roche

Chaîne SMILES 

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

Clé InChI

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

Actions biochimiques/physiologiques

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.

Caractéristiques et avantages

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.

Pictogrammes

Skull and crossbonesEnvironment

Mention d'avertissement

Danger

Mentions de danger

Classification des risques

Acute Tox. 3 Dermal - Acute Tox. 3 Oral - Aquatic Chronic 1

Code de la classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


Certificats d'analyse (COA)

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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
Barbara Taferner et al.
Journal of medicinal chemistry, 54(15), 5349-5361 (2011-06-28)
A series of 31 analogues of the neolignan honokiol (a major constituent of Magnolia officinalis) was synthesized, and their effects on GABA(A) receptors expressed in Xenopus oocytes were investigated. Honokiol enhanced chloride currents (I(GABA)) through GABA(A) receptors of seven different
CYP2C19 genotype affects diazepam pharmacokinetics and emergence from general anesthesia.
Inomata S, et al.
Clinical Pharmacology and Therapeutics, 78(6), 647-655 (2005)

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