7-chloro-5-(2H5)phenyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one

• ChemBase ID: 156407
• Molecular Formular: C15H11ClN2O
• Molecular Mass: 270.71364
• Monoisotopic Mass: 270.05599066
• SMILES: c1ccc(cc1)C1=NCC(=O)Nc2c1cc(cc2)Cl
• 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-(^2H₅)phenyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one
• IUPAC Traditional name: 7-chloro-5-(^2H₅)phenyl-1,3-dihydro-1,4-benzodiazepin-2-one
• Synonyms: 7-Chloro-1,3-dihydro-5-(phenyl-d5)-2H-1,4-benzodiazepin-2-one solution; Nordiazepam-d5 solution; Desmethyldiazepam-d5 solution; 7-Chloro-1,3-dihydro-5-(phenyl-d5)-2H-1,4-benzodiazepin-2-one; Desmethyldiazepam-d5; 1-Demethyldiazepam-d5; A 101-d5; Calmday-d5; DMDZ-d5; Dealkylprazepam-d5; Demethyldiazepam-d5; Demoxazepam-d5; Nordaz-d5; Nordazepam-d5; Nordiazepam-d5; Norprazepam-d5; Praxadium-d5; Ro 5-2180-d5; Stilny-d5; Desmethyl Diazepam-d5; 7-氯-1,3-二氢-5-(苯基-d5)-2H-1,4-苯并二氮杂-2-酮 溶液; 去甲安定-d5 溶液; 去甲西泮-d5 溶液; 7-氯-1,3-二氢-5-(苯基-d5)-2H-1,4-苯并二氮杂-2-酮; 去甲西泮-d5

Database IDs

• CAS Number: 65891-80-7
• MDL Number: MFCD00070334
• PubChem SID: 24882047; 162250545; 24893394
• PubChem CID: 46781161

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: 28.501308 Å^3
• Polar Surface Area: 41.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Methanol
• Apperance: Beige Solid
• Melting Point: 214-217°C
• Flash Point: 11 °C; 52 °F
• Mass Shift: M+5

Safety Information

• Storage Condition: Controlled Substance, -20°C Freezer
• European Hazard Symbols: Flammable (F); Toxic (T); Harmful (Xn)
• UN Number: 1230
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 2
• Risk Statements: 11-23/24/25-39/23/24/25; 22
• Safety Statements: 16-36/37-45; 36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• RID/ADR: UN 1230 3/PG 2
• Drug Control: regulated under CDSA - not available from Sigma-Aldrich Canada; USDEA Schedule IV; Home Office Schedule 4.1; psychotrope; kontrollierte Droge in Deutschland; regulated under CDSA - not available from Sigma-Aldrich Canada
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: rat ... Tspo(24230)

Product Information

• Concentration: 1 mg/mL in methanol
• Grade: drug standard
• Isotopic Purity: 98 atom % D
• Linear Formula: C15H6D5N2ClO

DETAILS

Toronto Research Chemicals - D291597

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

REFERENCES

• Klotz, U., et al.: Br. J. Clin. Pharmacol., 7, 119 (1979)
• Konishi, M., et al.: J. Pharm. Sci., 67, 1777 (1979)
• Andreoli, V., et al.: Arzneim.-Forsch., 27, 436 (1979)
• Miller, R.P., et al.: Toxicol. Appl. Pharmacol., 25, 453 (1979)
• Margolis, J., et al.: