7-chloro-3-hydroxy-1-(13C,2H3)methyl-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one

• ChemBase ID: 178130
• Molecular Formular: C16H13ClN2O2
• Molecular Mass: 301.73227484
• Monoisotopic Mass: 301.06991018
• SMILES: c1ccccc1C1=NC(C(=O)N(c2c1cc(cc2)Cl)[13CH3])O
• Canonical SMILES: Clc1ccc2c(c1)C(=NC(C(=O)N2[13CH3])O)c1ccccc1
• InChI: InChI=1S/C16H13ClN2O2/c1-19-13-8-7-11(17)9-12(13)14(18-15(20)16(19)21)10-5-3-2-4-6-10/h2-9,15,20H,1H3/i1+1
• InChIKey: SEQDDYPDSLOBDC-OUBTZVSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-chloro-3-hydroxy-1-(^1^3C,^2H₃)methyl-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one
• IUPAC Traditional name: 7-chloro-3-hydroxy-1-(^1^3C,^2H₃)methyl-5-phenyl-3H-1,4-benzodiazepin-2-one
• Synonyms: 7-Chloro-1,3-dihydro-3-hydroxy-1-(methyl-13C,d3)-5-phenyl-2H-1,4-benzodiazepin-2-one; 3-Hydroxydiazepam-13C,d3; N-Methyloxazepam-13C,d3; Normison-13C,d3; Oxydiazepam-13C,d3; Perdorm-13C,d3; Remestan-13C,d3; Restoril-13C,d3; (+/-)-Temazepam; ER 115-13C,d3; NSC 246303-13C,d3; Temazepam-13C,d3

Database IDs

• CAS Number: 1189871-79-1
• PubChem SID: 164234040
• PubChem CID: 46782987

CALCULATED PROPERTIES

• Acid pKa: 10.676493
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.787344
• LogD (pH = 7.4): 2.7871175
• Log P: 2.7873468
• Molar Refractivity: 81.0103 cm^3
• Polarizability: 30.950119 Å^3
• Polar Surface Area: 52.9 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Pale Yellow Solid
• Melting Point: 54-62°C

Safety Information

• Storage Condition: Controlled Substance, -20°C Freezer

DETAILS

Toronto Research Chemicals - T017202

Pharmacologically active labelled metabolite of Diazepam.Controlled substance (depressant). Sedative, hypnotic.

REFERENCES

• Sarteschi, P., et al.: Arzneim.-Forsch., 22, 93 (1972)
• Schwandt, H.J., et al.: Xenobiotica, 4, 733 (1972)
• Curry, S.H., et al.: Br. J. Pharmacol., 57, 427 (1972)
• Heel, R.C., et al.: Drugs, 21, 321 (1972)