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

• ChemBase ID: 176755
• 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]propyl}piperazin-1-yl)quinoline
• IUPAC Traditional name: piperaquine
• Synonyms: 4,4'-(1,3-Propanediyldi-4,1-piperazinediyl)bis[7-chloroquinoline] Tetraphosphate; Piperaquine Tetraphosphate

Database IDs

• CAS Number: 911061-10-4
• PubChem SID: 164232665
• PubChem CID: 122262

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

PROPERTIES

Physical Property

• Solubility: DMOS; Methanol; Water
• Apperance: Off-White Solid
• Melting Point: >173° Cdec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - P480050

Piperaquine is 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 combinatio

REFERENCES

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