4-[(7-chloroquinolin-4-yl)amino]-2-[(ethylamino)methyl]phenol hydrochloride

• ChemBase ID: 166150
• Molecular Formular: C18H19Cl2N3O
• Molecular Mass: 364.26896
• Monoisotopic Mass: 363.0905176
• SMILES: c1c(ccc2c1nccc2Nc1ccc(c(c1)CNCC)O)Cl.Cl
• Canonical SMILES: CCNCc1cc(ccc1O)Nc1ccnc2c1ccc(c2)Cl.Cl
• InChI: InChI=1S/C18H18ClN3O.ClH/c1-2-20-11-12-9-14(4-6-18(12)23)22-16-7-8-21-17-10-13(19)3-5-15(16)17;/h3-10,20,23H,2,11H2,1H3,(H,21,22);1H
• InChIKey: IWWFENVUWJIWLT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(7-chloroquinolin-4-yl)amino]-2-[(ethylamino)methyl]phenol hydrochloride
• IUPAC Traditional name: 4-[(7-chloroquinolin-4-yl)amino]-2-[(ethylamino)methyl]phenol hydrochloride
• Synonyms: 4-[(7-Chloro-4-quinolinyl)amino]-2-[(ethylamino)methyl]phenol Hydrochloride; Monodesethylamodiaquine Hydrochloride; Desethylamodiaquine Hydrochloride; N-Desethyl Amodiaquine Hydrochloride

Database IDs

• PubChem SID: 162260283
• PubChem CID: 11639164

CALCULATED PROPERTIES

• Acid pKa: 9.207943
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -0.28806183
• LogD (pH = 7.4): 1.2408004
• Log P: 2.8674245
• Molar Refractivity: 93.2478 cm^3
• Polarizability: 37.199867 Å^3
• Polar Surface Area: 57.18 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Yellow Solid

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - D288826

A metabolite of Amodiaquine (A634200), an antimalarial.

REFERENCES

• Bayliss, M., et al.: Xenobiotica, 29, 253 (1999)
• Projean, D., et al.: Drug Metab. Dispos., 31, 748 (1999)
• Bray, P., et al.: Mol. Microbiol., 56, 323 (1999)
• Xiang, H., et al.: J. Pharm. Sci., 95, 2657 (1999)