2-{[bis(2H5)ethylamino]methyl}-4-[(7-chloroquinolin-4-yl)amino]phenol

• ChemBase ID: 160566
• Molecular Formular: C20H22ClN3O
• Molecular Mass: 355.86118
• Monoisotopic Mass: 355.14514002
• SMILES: c1c(ccc2c1nccc2Nc1ccc(c(c1)CN(CC)CC)O)Cl
• Canonical SMILES: CCN(Cc1cc(ccc1O)Nc1ccnc2c1ccc(c2)Cl)CC
• InChI: InChI=1S/C20H22ClN3O/c1-3-24(4-2)13-14-11-16(6-8-20(14)25)23-18-9-10-22-19-12-15(21)5-7-17(18)19/h5-12,25H,3-4,13H2,1-2H3,(H,22,23)
• InChIKey: OVCDSSHSILBFBN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[bis(^2H₅)ethylamino]methyl}-4-[(7-chloroquinolin-4-yl)amino]phenol
• IUPAC Traditional name: 2-{[bis(^2H₅)ethylamino]methyl}-4-[(7-chloroquinolin-4-yl)amino]phenol
• Synonyms: 4-[(7-Chloro-4-quinolinyl)amino]-2-[(diethylamino-d10)methyl]phenol; 4-[(7-Chloro-4-quinolyl)amino]-α-(diethylamino-d10)-o-cresol; Camochin-d10; Camoquin-d10; Camoquinal-d10; Camoquine-d10; Flavoquine-d10; Miaquin-d10; NSC 13453-10; SN-10751-d10; Amodiaquine-d10

Database IDs

• CAS Number: 1189449-70-4
• PubChem SID: 162254701
• PubChem CID: 46780375

CALCULATED PROPERTIES

• Acid pKa: 9.124549
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.25545564
• LogD (pH = 7.4): 2.2423055
• Log P: 3.7630057
• Molar Refractivity: 103.2911 cm^3
• Polarizability: 40.890438 Å^3
• Polar Surface Area: 48.39 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Pale Yellow Solid
• Melting Point: 194-198°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - A634202

An antimalarial.

REFERENCES

• Natarajan, L., et al.: Arzneim.-Forsch., 22, 1230 (1972)
• Kracmer, J., et al.: Pharmazie, 29, 773 (1972)
• Ahmad, I., et al.: Anal. Profiles Drug Subs., 21, 43 (1972)