3-amino-6-chloro-4-phenyl-1,2-dihydroquinolin-2-one

• ChemBase ID: 159951
• Molecular Formular: C15H11ClN2O
• Molecular Mass: 270.71364
• Monoisotopic Mass: 270.05599066
• SMILES: c1c(cc2c(c1)[nH]c(=O)c(c2c1ccccc1)N)Cl
• Canonical SMILES: Clc1ccc2c(c1)c(c1ccccc1)c(c(=O)[nH]2)N
• InChI: InChI=1S/C15H11ClN2O/c16-10-6-7-12-11(8-10)13(14(17)15(19)18-12)9-4-2-1-3-5-9/h1-8H,17H2,(H,18,19)
• InChIKey: DTVBJIVUGSOZDZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-amino-6-chloro-4-phenyl-1,2-dihydroquinolin-2-one
• IUPAC Traditional name: 3-amino-6-chloro-4-phenyl-1H-quinolin-2-one
• Synonyms: 3-Amino-6-chloro-4-phenyl-carbostyril; 3-Amino-6-chloro-4-phenyl-2-quinolinone; 3-Amino-6-chloro-4-phenylcarbostyril

Database IDs

• CAS Number: 5220-83-7
• PubChem SID: 162254086
• PubChem CID: 3810484

CALCULATED PROPERTIES

• Acid pKa: 12.673417
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 2.7503796
• LogD (pH = 7.4): 2.7503781
• Log P: 2.7503803
• Molar Refractivity: 87.2616 cm^3
• Polarizability: 28.727415 Å^3
• Polar Surface Area: 55.12 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - A603580

Intermediate in the preparation of Alprazolam impurities.

REFERENCES

• Hanawa, T., et al.: Drug Dev. Ind. Pharm., 26, 1199 (2000)
• Cheng, P., et al.: Bioorg. Med. Chem. Lett., 18, 3787 (2000)