2-amino-7-chloro-5-phenyl-3H-1,4-benzodiazepin-4-ium-4-olate

• ChemBase ID: 165736
• Molecular Formular: C15H12ClN3O
• Molecular Mass: 285.72828
• Monoisotopic Mass: 285.0668897
• SMILES: c1c(cc2c(c1)N=C(C[N+](=C2c1ccccc1)[O-])N)Cl
• Canonical SMILES: Clc1ccc2c(c1)C(=[N+]([O-])CC(=N2)N)c1ccccc1
• InChI: InChI=1S/C15H12ClN3O/c16-11-6-7-13-12(8-11)15(10-4-2-1-3-5-10)19(20)9-14(17)18-13/h1-8H,9H2,(H2,17,18)
• InChIKey: LNLMGKOHYYEWMY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-7-chloro-5-phenyl-3H-1,4-benzodiazepin-4-ium-4-olate
• IUPAC Traditional name: 2-amino-7-chloro-5-phenyl-3H-1,4-benzodiazepin-4-ium-4-olate
• Synonyms: 7-Chloro-5-phenyl-3H-1,4-benzodiazepin-2-amine 4-Oxide; 2-Amino-7-chloro-5-phenyl-3H-1,4-benzodiazepine 4-oxide; Desmethylchlordiazepoxide; N-Desmethylchlordiazepoxide; Norchlordiazepoxide; Ro 5-0883; N-Demethyl Chlordiazepoxide

Database IDs

• CAS Number: 7722-15-8
• PubChem SID: 162259869
• PubChem CID: 24397

CALCULATED PROPERTIES

• Acid pKa: 18.596535
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.8709701
• LogD (pH = 7.4): 2.7318094
• Log P: 2.7729416
• Molar Refractivity: 82.5657 cm^3
• Polarizability: 29.684414 Å^3
• Polar Surface Area: 67.13 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D230825

The main metabolite of Chlordiazepoxide (C327050).

REFERENCES

• Barbone, F., et al.: Lancet, 352, 1331 (1998)
• Miki, A., et al.: J. Anal. Toxicol., 26, 87 (1998)