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

• ChemBase ID: 164629
• Molecular Formular: C18H26ClN3
• Molecular Mass: 319.87214
• Monoisotopic Mass: 319.18152553
• SMILES: c1c(cc2c(c1)c(ccn2)NC(CCCN(CC)CC)C)Cl
• Canonical SMILES: CCN(CCCC(Nc1ccnc2c1ccc(c2)Cl)C)CC
• InChI: InChI=1S/C18H26ClN3/c1-4-22(5-2)12-6-7-14(3)21-17-10-11-20-18-13-15(19)8-9-16(17)18/h8-11,13-14H,4-7,12H2,1-3H3,(H,20,21)
• InChIKey: WHTVZRBIWZFKQO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {4-[(7-chloroquinolin-4-yl)amino](1,1,2,2-^2H₄)pentyl}diethylamine
• IUPAC Traditional name: {4-[(7-chloroquinolin-4-yl)amino](1,1,2,2-^2H₄)pentyl}diethylamine
• Synonyms: N4-(7-Chloro-4-quinolinyl)-N1,N1-diethyl-1,4-pentanediamine-d4 Diphosphate Salt; Aralen-d4 diphosphate; Aralen-d4 Phosphate; Arechin-d4; Avloclor-d4; Bemaphate-d4; Chingamin-d4; Chingamin-d4 Phosphate; SN 7618-d4; Sanoquin-d4; Tanakan-d4; Chloroquine-d4 Diphosphate Salt

Database IDs

• PubChem SID: 162258764
• PubChem CID: 49849612

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.7626644
• LogD (pH = 7.4): 0.87859994
• Log P: 3.933881
• Molar Refractivity: 96.423 cm^3
• Polarizability: 38.081703 Å^3
• Polar Surface Area: 28.16 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide (Sparingly); Water
• Apperance: Yellow Solid
• Melting Point: 76-78°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - C379967

Labelled anti-malarial drug. Substrate for MRP in multidrug resistant cell line and inhibits photoaffinity labelling of MRP by quinoline-based photoactive drug IAAQ.

REFERENCES

• Luthman, H., et al.: Nucleic Acids Res., 11, 1295 (1983)
• Vezmar, M., et al.: Biochem. Pharmacol., 56, 733 (1983)
• Krajewski, W.A., et al.: J. Biomol. Struct. Dyn., 16, 1097 (1983)