Piperaquine

Piperaquine
Clinical data
ATC code	P01BF05 (WHO) (combination with artenimol),; P01BX02 (WHO) (combination with arterolane);
Identifiers
	IUPAC name 1,3-bis[4-(7-chloroquinolin-4-yl)piperazin-1-yl]propane;
CAS Number	4085-31-8 ;
PubChem CID	122262;
DrugBank	DB13941 ;
ChemSpider	109031 ;
UNII	A0HV2Q956Y;
ChEBI	CHEBI:91231 ;
ChEMBL	ChEMBL303933 ;
CompTox Dashboard (EPA)	DTXSID00193825 ;
Chemical and physical data
Formula	C29H32Cl2N6
Molar mass	535.52 g·mol−1
3D model (JSmol)	Interactive image;
Melting point	199 to 204 °C (390 to 399 °F) (dec.V
	SMILES C1CN(CCN1CCCN2CCN(CC2)C3=C4C=CC(=CC4=NC=C3)Cl)C5=C6C=CC(=CC6=NC=C5)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 ; Key:UCRHFBCYFMIWHC-UHFFFAOYSA-N ;
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Piperaquine is an antiparasitic drug used in combination with dihydroartemisinin to treat malaria. Piperaquine was developed under the Chinese National Malaria Elimination Programme in the 1960s and was adopted throughout China as a replacement for the structurally similar antimalarial drug chloroquine. Due to widespread parasite resistance to piperaquine, the drug fell out of use as a monotherapy, and is instead used as a partner drug for artemisinin combination therapy. Piperaquine kills parasites by disrupting the detoxification of host heme.