N-{4-[(7-chloroquinolin-4-yl)amino](1,1,2,2-2H4)pentyl}-N-ethylacetamide

• ChemBase ID: 159220
• Molecular Formular: C18H24ClN3O
• Molecular Mass: 333.85566
• Monoisotopic Mass: 333.16079008
• SMILES: c1c(cc2c(c1)c(ccn2)NC(CCCN(CC)C(=O)C)C)Cl
• Canonical SMILES: CCN(C(=O)C)CCCC(Nc1ccnc2c1ccc(c2)Cl)C
• InChI: InChI=1S/C18H24ClN3O/c1-4-22(14(3)23)11-5-6-13(2)21-17-9-10-20-18-12-15(19)7-8-16(17)18/h7-10,12-13H,4-6,11H2,1-3H3,(H,20,21)
• InChIKey: HGDLFXICTKRYJP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{4-[(7-chloroquinolin-4-yl)amino](1,1,2,2-^2H₄)pentyl}-N-ethylacetamide
• IUPAC Traditional name: N-{4-[(7-chloroquinolin-4-yl)amino](1,1,2,2-^2H₄)pentyl}-N-ethylacetamide
• Synonyms: N-[4-[(7-Chloro-4-quinolinyl)amino]pentyl]-N-ethyl-acetamide-d4; N-Acetyl(mono)desthylchloroquine; N-Acetyl Desethyl Chloroquine-d4

Database IDs

• PubChem SID: 162253355
• PubChem CID: 46779977

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.5886376
• LogD (pH = 7.4): 2.571286
• Log P: 2.8039675
• Molar Refractivity: 95.9456 cm^3
• Polarizability: 37.72591 Å^3
• Polar Surface Area: 45.23 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

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

DETAILS

Toronto Research Chemicals - A173542

A labelled Chloroquine metabolite, also an intermediate in the preparation of labelled Chloroquine

REFERENCES

• Brown, N., et al.: J. Chromatogr., Biomed. App., 309, 426 (1984)
• Nord, K., et al.: Int. J. Pharm., 72, 11 (1984)