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

• ChemBase ID: 172395
• Molecular Formular: C16H12Cl2N2O2
• Molecular Mass: 336.17733484
• Monoisotopic Mass: 335.03093783
• SMILES: c1c(cc2c(c1)N(C(=O)C(N=C2c1ccccc1Cl)O)[13CH3])Cl
• Canonical SMILES: Clc1ccc2c(c1)C(=NC(C(=O)N2[13CH3])O)c1ccccc1Cl
• InChI: InChI=1S/C16H12Cl2N2O2/c1-20-13-7-6-9(17)8-11(13)14(19-15(21)16(20)22)10-4-2-3-5-12(10)18/h2-8,15,21H,1H3/i1+1
• InChIKey: FJIKWRGCXUCUIG-OUBTZVSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-chloro-5-(2-chlorophenyl)-3-hydroxy-1-(^1^3C,^2H₃)methyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one
• IUPAC Traditional name: 7-chloro-5-(2-chlorophenyl)-3-hydroxy-1-(^1^3C,^2H₃)methyl-3H-1,4-benzodiazepin-2-one
• Synonyms: 7-Chloro-5-(2-chlorophenyl)-1,3-dihydro-3-hydroxy-1-(methyl-13C,d3)-2H-1,4-benzodiazepin-2-one; (RS)-Lormetazepam-13C,d3; (+/-)-Lormetazepam-13C,d3; Ergocalm-13C,d3; Loramet-13C,d3; Methyllorazepam-13C,d3; N-Methyllorazepam-13C,d3; Noctamid-13C,d3; Noctamide-13C,d3; Ro 5-5516-13C,d3; WY 4082-13C,d3; Lormetazepam-13C,d3

Database IDs

• PubChem SID: 164228305
• PubChem CID: 71749840

CALCULATED PROPERTIES

• Acid pKa: 10.67647
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.3913887
• LogD (pH = 7.4): 3.3911622
• Log P: 3.3913915
• Molar Refractivity: 85.8151 cm^3
• Polarizability: 32.86304 Å^3
• Polar Surface Area: 52.9 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DmSO; Ethyl Acetate
• Apperance: Off-White Solid
• Melting Point: 185-190°C

Safety Information

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

DETAILS

Toronto Research Chemicals - L469932

A labelled analog of Lorazepam (L469850). Sedative, hypnotic.Controlled substance (depressant).

REFERENCES

• Nudelman, A., et al.: J. Pharma. Sci., 63, 1886 (1974)
• Humpel, M., et al.: Eur. J. Drug Metab. Pharmacokinet., 4, 237 (1974)
• Girkin, R., et al.: Xenobiotica, 10, 401 (1974)