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CAS 4085-31-8

:

Piperaquine

Description:
Piperaquine is an antimalarial compound primarily used in the treatment of malaria, particularly in combination therapies to combat drug-resistant strains of Plasmodium falciparum. It is a bisquinoline derivative, characterized by its long half-life, which allows for once-daily dosing. Piperaquine exhibits a mechanism of action similar to that of chloroquine, interfering with the parasite's ability to detoxify heme, leading to the accumulation of toxic heme in the parasite. This compound is generally well-tolerated, with a side effect profile that may include gastrointestinal disturbances and, in rare cases, cardiac effects due to its potential to prolong the QT interval. Piperaquine is often combined with artemisinin derivatives, such as dihydroartemisinin, to enhance efficacy and reduce the risk of resistance development. Its pharmacokinetics are characterized by good oral bioavailability and extensive tissue distribution, making it effective in treating both acute and chronic malaria infections. Overall, piperaquine represents a valuable option in the global fight against malaria, particularly in regions with emerging resistance to other antimalarial agents.
Formula:C29H32Cl2N6
InChI:InChI=1/C29H32Cl2N6.H3O4P/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;1-5(2,3)4/h2-9,20-21H,1,10-19H2;(H3,1,2,3,4)
InChI key:InChIKey=UCRHFBCYFMIWHC-UHFFFAOYSA-N
SMILES:ClC1=CC2=C(C(=CC=N2)N3CCN(CCCN4CCN(CC4)C=5C6=C(C=C(Cl)C=C6)N=CC5)CC3)C=C1
Synonyms:
  • 4,4'-(1,3-Propanediydi-4,1-piper-azinediyl)bis[7-chloroquinoline]
  • 4,4'-(Propane-1,3-Diyldipiperazine-4,1-Diyl)Bis(7-Chloroquinoline)
  • 4,4'-(Trimethylenedi-4,1-Piperazinediyl)Bis(7-Chloro-Quinoline)
  • 4,4′-(1,3-Propanediyldi-4,1-piperazinediyl)bis[7-chloroquinoline]
  • 7-Chloro-4-[4-[3-[4-(7-Chloroquinolin-4-Yl)Piperazin-1-Yl]Propyl]Piperazin-1-Yl]Quinoline
  • Piperaquine Phosphate
  • Piperaquinoline
  • Quinoline, 4,4′-(trimethylenedi-4,1-piperazinediyl)bis[7-chloro-
  • Quinoline,4,4'-(1,3-propanediyldi-4,1-piperazinediyl)bis[7-chloro-
  • Piperaquine
  • See more synonyms
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