7-chloro-4-(4-{3-[4-(7-chloroquinolin-4-yl)piperazin-1-yl](2H6)propyl}piperazin-1-yl)quinoline

• ChemBase ID: 176756
• Molecular Formular: C29H32Cl2N6
• Molecular Mass: 535.51058
• Monoisotopic Mass: 534.20655041
• SMILES: N1(CCCN2CCN(CC2)c2ccnc3c2ccc(c3)Cl)CCN(CC1)c1c2c(ncc1)cc(cc2)Cl
• Canonical SMILES: Clc1ccc2c(c1)nccc2N1CCN(CC1)CCCN1CCN(CC1)c1ccnc2c1ccc(c2)Cl
• InChI: InChI=1S/C29H32Cl2N6/c30-22-2-4-24-26(20-22)32-8-6-28(24)36-16-12-34(13-17-36)10-1-11-35-14-18-37(19-15-35)29-7-9-33-27-21-23(31)3-5-25(27)29/h2-9,20-21H,1,10-19H2
• InChIKey: UCRHFBCYFMIWHC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-chloro-4-(4-{3-[4-(7-chloroquinolin-4-yl)piperazin-1-yl](^2H₆)propyl}piperazin-1-yl)quinoline
• IUPAC Traditional name: 7-chloro-4-(4-{3-[4-(7-chloroquinolin-4-yl)piperazin-1-yl](^2H₆)propyl}piperazin-1-yl)quinoline
• Synonyms: 4,4'-(1,3-Propanediyldi-4,1-piperazinediyl)bis[7-chloroquinoline]-d6 Tetraphosphate; Piperaquine-d6 Tetraphosphate

Database IDs

• PubChem SID: 164232666
• PubChem CID: 49849841

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): -0.7411824
• LogD (pH = 7.4): 3.5788805
• Log P: 5.268652
• Molar Refractivity: 153.422 cm^3
• Polarizability: 61.029205 Å^3
• Polar Surface Area: 38.74 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - P480052

Labelled Piperaquine, a 4-aminoquinoline derivative used as an antimalarial agent. Piperaquine interferes with physiological function of the food vacuole membrane of the trophozoites leading to autophagocytosis of the parasites. It is commonly used in com

REFERENCES

• Nguyen, T.M.T. et al.: Tap Chi Duoc Hoc, 57, 22 (2007)
• Song, J. et al.: Malaria J., 10, 231 (2007)