7-amino-5-[2-chloro(2H4)phenyl]-2,3-dihydro-1H-1,4-benzodiazepin-2-one

• ChemBase ID: 159960
• Molecular Formular: C15H12ClN3O
• Molecular Mass: 285.72828
• Monoisotopic Mass: 285.0668897
• SMILES: c1cccc(c1C1=NCC(=O)Nc2c1cc(cc2)N)Cl
• Canonical SMILES: O=C1CN=C(c2c(N1)ccc(c2)N)c1ccccc1Cl
• InChI: InChI=1S/C15H12ClN3O/c16-12-4-2-1-3-10(12)15-11-7-9(17)5-6-13(11)19-14(20)8-18-15/h1-7H,8,17H2,(H,19,20)
• InChIKey: HEFRPWRJTGLSSV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-amino-5-[2-chloro(^2H₄)phenyl]-2,3-dihydro-1H-1,4-benzodiazepin-2-one
• IUPAC Traditional name: 7-amino-5-[2-chloro(^2H₄)phenyl]-1,3-dihydro-1,4-benzodiazepin-2-one
• Synonyms: 7-Amino-5-(2-chlorophenyl)-1,3-dihydro-2H-1,4-Benzodiazepin-2-one-d4; 7-Amino-5-(o-chlorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one-d4; 7-Aminoclonazepam-d4; Aminoclonazepam-d4; Chloraminazepam-d4; Ro 5-4619-d4; 7-Amino Clonazepam-d4

Database IDs

• PubChem SID: 162254095
• PubChem CID: 46780233

CALCULATED PROPERTIES

• Acid pKa: 13.194108
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.3799093
• LogD (pH = 7.4): 2.3830535
• Log P: 2.3830945
• Molar Refractivity: 81.3964 cm^3
• Polarizability: 29.649092 Å^3
• Polar Surface Area: 67.48 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Yellow to Pale Orange Solid
• Melting Point: 195-198°C

Safety Information

• Storage Condition: Controlled Substance, Freezer

DETAILS

Toronto Research Chemicals - A603612

A labelled major metabolite of Clonazepam (C587080).

REFERENCES

• Clark, D., et al.: Drugs, 29, 342 (1985)
• Colmenero, J., et al.: Antimicrob. Agents Chemother., 38, 2798 (1985)
• Grant, D., et al.: Pharmacology, 61, 204 (1985)
• Negrusz, A., et al.: Anal. Bioanal. Chem., 376, 1198 (1985)