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

• ChemBase ID: 130342
• Molecular Formular: C16H12Cl2N2O2
• Molecular Mass: 335.18468
• Monoisotopic Mass: 334.02758299
• SMILES: Clc1ccccc1C1=NC(C(=O)N(C)c2c1cc(cc2)Cl)O
• Canonical SMILES: Clc1ccc2c(c1)C(=NC(C(=O)N2C)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
• InChIKey: FJIKWRGCXUCUIG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 848-75-9
• PubChem SID: 162224621
• PubChem CID: 13314
• CHEBI ID: 52993
• ATC CODE: N05CD06
• CHEMBL: 22097
• Chemspider ID: 12750
• KEGG ID: D01657
• Unique Ingredient Identifier: GU56C842ZA
• Wikipedia Title: Lormetazepam

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: 32.86259 Å^3
• Polar Surface Area: 52.9 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Pale Green Solid
• Melting Point: 163-168°C

Safety Information

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

Pharmacology Properties

• Admin Routes: Oral
• Bioavailability: 80%
• Excretion: Renal
• Half Life: 10–12 hours
• Metabolism: Hepatic
• Legal Status: Schedule IV (US)
• Pregnancy Category: D

DETAILS

Toronto Research Chemicals - L469930

An 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)