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

• ChemBase ID: 173455
• Molecular Formular: C16H12ClN3O3
• Molecular Mass: 329.73778
• Monoisotopic Mass: 329.05671894
• SMILES: c1cc(cc2c1N(C(=O)CN=C2c1ccccc1Cl)C)[N+](=O)[O-]
• Canonical SMILES: CN1C(=O)CN=C(c2c1ccc(c2)[N+](=O)[O-])c1ccccc1Cl
• InChI: InChI=1S/C16H12ClN3O3/c1-19-14-7-6-10(20(22)23)8-12(14)16(18-9-15(19)21)11-4-2-3-5-13(11)17/h2-8H,9H2,1H3
• InChIKey: AZVBJJDUDXZLTM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(2-chlorophenyl)-1-methyl-7-nitro-2,3-dihydro-1H-1,4-benzodiazepin-2-one
• IUPAC Traditional name: 5-(2-chlorophenyl)-1-methyl-7-nitro-3H-1,4-benzodiazepin-2-one
• Synonyms: Ro 05-4082,; Methyl Clonazepam

Database IDs

• CAS Number: 5527-71-9
• PubChem SID: 164229365
• PubChem CID: 528222

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 3.0159516
• LogD (pH = 7.4): 3.0160692
• Log P: 3.0160708
• Molar Refractivity: 87.1366 cm^3
• Polarizability: 32.247032 Å^3
• Polar Surface Area: 78.49 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Dichloromethane; Methanol
• Apperance: Yellow Solid
• Melting Point: 194-195°C

Safety Information

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

DETAILS

Toronto Research Chemicals - M294485

Shows sedative and anxiolytic properties. Impairment of psychomotor performance reported. Activity blocked by flumazenil.

REFERENCES

• Doumont, A., et al.: Psychopharmacology, 87, 130 (1985)
• Psychopharmacology, 94(1985)
• 501 (1988)