CHEBI:91231 - piperaquine

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ChEBI Name piperaquine
ChEBI ID CHEBI:91231
Definition An aminoquinoline that is 1,3-di(piperazin-1-yl)propane in which the nitrogen at position 4 of each of the piperazine moieties is replaced by a 7-chloroquinolin-4-yl group.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C29H32Cl2N6
Net Charge 0
Average Mass 535.512
Monoisotopic Mass 534.20655
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
SMILES C12=CC=C(C=C1N=CC=C2N3CCN(CC3)CCCN4CCN(CC4)C=5C=CN=C6C5C=CC(=C6)Cl)Cl
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): antimalarial
A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
Application(s): antimalarial
A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing piperaquine (CHEBI:91231) has role antimalarial (CHEBI:38068)
piperaquine (CHEBI:91231) is a N-arylpiperazine (CHEBI:46848)
piperaquine (CHEBI:91231) is a aminoquinoline (CHEBI:36709)
piperaquine (CHEBI:91231) is a organochlorine compound (CHEBI:36683)
IUPAC Name
7-chloro-4-(4-{3-[4-(7-chloroquinolin-4-yl)piperazin-1-yl]propyl}piperazin-1-yl)quinoline
Synonyms Sources
1,3-bis[4-(7-chloroquinolin-4-yl)piperazin-1-yl]propane ChEBI
piperaquinoline ChemIDplus
Manual Xrefs Databases
4193 DrugCentral
Piperaquine Wikipedia
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Registry Numbers Types Sources
4085-31-8 CAS Registry Number ChemIDplus
905079 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
15610051 PubMed citation Europe PMC
18378269 PubMed citation Europe PMC
19773652 PubMed citation Europe PMC
21914092 PubMed citation Europe PMC
22515619 PubMed citation Europe PMC
25221689 PubMed citation Europe PMC
25748707 PubMed citation Europe PMC
25975936 PubMed citation Europe PMC
26695060 PubMed citation Europe PMC
26821381 PubMed citation Europe PMC
Last Modified
22 February 2017