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Merck

D0899

Sigma-Aldrich

Diazepam

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

Synonym(e):

7-Chlor-1-methyl-5-phenyl-3H-1,4-benzodiazepin-2(1H)-on

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About This Item

Empirische Formel (Hill-System):
C16H13ClN2O
CAS-Nummer:
Molekulargewicht:
284.74
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352200
PubChem Substanz-ID:
NACRES:
NA.77

product name

Diazepam,

Form

powder

Qualitätsniveau

Arzneimittelkontrolle

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)

Löslichkeit

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

Ersteller

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

InChIKey

AAOVKJBEBIDNHE-UHFFFAOYSA-N

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Anwendung

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. Wirkung

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.

Leistungsmerkmale und Vorteile

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.

Piktogramme

Skull and crossbonesEnvironment

Signalwort

Danger

Gefahreneinstufungen

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

WGK

WGK 2

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

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


Analysenzertifikate (COA)

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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)
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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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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