4-[(7-chloroquinolin-4-yl)amino]phenol

• ChemBase ID: 164305
• Molecular Formular: C15H11ClN2O
• Molecular Mass: 270.71364
• Monoisotopic Mass: 270.05599066
• SMILES: c1(ccc2c(c1)nccc2Nc1ccc(cc1)O)Cl
• Canonical SMILES: Oc1ccc(cc1)Nc1ccnc2c1ccc(c2)Cl
• InChI: InChI=1S/C15H11ClN2O/c16-10-1-6-13-14(7-8-17-15(13)9-10)18-11-2-4-12(19)5-3-11/h1-9,19H,(H,17,18)
• InChIKey: FFAVTICKABAMSV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(7-chloroquinolin-4-yl)amino]phenol
• IUPAC Traditional name: 4-[(7-chloroquinolin-4-yl)amino]phenol
• Synonyms: 7-Chloro-4-(4-hydroxyanilino)quinoline; p-[(7-Chloro-4-quinolyl)amino]phenol; 7-chloro-4-p-hydroxyanilinoquinoline; 4-(7-Chloroquinolin-4-ylamino)phenol; NSC 12488; NSC 130792

Database IDs

• CAS Number: 81099-86-7
• PubChem SID: 162258440
• PubChem CID: 224178

CALCULATED PROPERTIES

• Acid pKa: 10.462302
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.0131521
• LogD (pH = 7.4): 3.825379
• Log P: 3.8713057
• Molar Refractivity: 75.2512 cm^3
• Polarizability: 30.146019 Å^3
• Polar Surface Area: 45.15 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C366590

An impurity of Amodiaquine (A634200) with antimalarial activity.

REFERENCES

• Acharya, B. et al.: Eur. J. Med. Chem., 43, 2840 (2008)
• Naisbitt, D.J. et al.: J. Pharmacol. Exp. Therap., 280, 884 (2008)
• Do, M.L. et al.: Eur. J. Med. Chem., 21, 81 (2008)