7-chloro-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one

• ChemBase ID: 130334
• Molecular Formular: C15H11ClN2O
• Molecular Mass: 270.71364
• Monoisotopic Mass: 270.05599066
• SMILES: Clc1cc2c(cc1)NC(=O)CN=C2c1ccccc1
• Canonical SMILES: O=C1CN=C(c2c(N1)ccc(c2)Cl)c1ccccc1
• InChI: InChI=1S/C15H11ClN2O/c16-11-6-7-13-12(8-11)15(17-9-14(19)18-13)10-4-2-1-3-5-10/h1-8H,9H2,(H,18,19)
• InChIKey: AKPLHCDWDRPJGD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-chloro-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one
• IUPAC Traditional name: 7-chloro-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one; nordiazepam
• Synonyms: Desmethyldiazepam; Diazepam; Nordazepam; 7-Chloro-1,3-dihydro-5-phenyl-2H-1,4-benzodiazepin-2-one; 1-Demethyldiazepam; A 101; Calmday; DMDZ; Dealkylprazepam; Demethyldiazepam; Demoxazepam; Nordaz; Nordazepam; Nordiazepam; Norprazepam; Praxadium; Ro 5-2180; Stilny; Desmethyl Diazepam; Nordazepam; 去甲安定; 去甲西泮

Database IDs

• CAS Number: 1088-11-5
• EC Number: 214-123-4
• MDL Number: MFCD00063440
• PubChem SID: 162224613; 24894098
• PubChem CID: 2997
• CHEBI ID: 111762
• ATC CODE: N05BA16
• CHEMBL: 523
• Chemspider ID: 2890
• DrugBank ID: none
• KEGG ID: D08283
• Unique Ingredient Identifier: 67220MCM01
• Wikipedia Title: Nordazepam

CALCULATED PROPERTIES

• Acid pKa: 12.299821
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.211054
• LogD (pH = 7.4): 3.2120032
• Log P: 3.2120204
• Molar Refractivity: 76.696 cm^3
• Polarizability: 28.478273 Å^3
• Polar Surface Area: 41.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; DMSO: >10 mg/mL; Methanol
• Apperance: Off-White Solid; white to light tan powder
• Melting Point: 208-210°C

Safety Information

• Storage Condition: -20°C Freezer
• RTECS: DF1750000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Drug Control: USDEA Schedule IV; Home Office Schedule 4.1; psychotrope; kontrollierte Droge in Deutschland
• Storage Temperature: room temp

Pharmacology Properties

• Admin Routes: Oral
• Excretion: Renal
• Half Life: 36-200 hours
• Metabolism: Hepatic
• Legal Status: Schedule IV(US)
• Gene Information: rat ... Tspo(24230)
• Mechanism of Action: Benzodiazepine receptor agonist

Product Information

• Purity: ≥98% (HPLC)
• Grade: analytical standard, for drug analysis
• Application(s): Psychosedative; Relaxant; Tranquilizer

DETAILS

Sigma Aldrich - D7282

Biochem/physiol Actions
地西泮的主要代谢物；GABAA 受体苯二氮卓调控位点的配体。
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. D7282.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Toronto Research Chemicals - D291595

The primary metabolite of Diazepam. A ligand for the GABAA receptor benzodiazepine modulatory site. Anxiolytic.Controlled substance (depressant).

REFERENCES

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