piperaquine Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
4193 4085-31-8

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • piperaquine
  • piperaquinoline
  • piperaquine tetraphosphate
  • piperaquine phosphate
The exact mechanism of action of piperaquine is unknown, but it likely mirrors that of chloroquine, a close structural analogue. Chloroquine binds to toxic haeme (derived from the patient’s haemoglobin) within the malaria parasite, preventing its detoxification via a polymerisation step.
  • Molecular weight: 535.52
  • Formula: C29H32Cl2N6
  • CLOGP: 6.46
  • LIPINSKI: 2
  • HAC: 6
  • HDO: 0
  • TPSA: 38.74
  • ALOGS: -4.51
  • ROTB: 6

Drug dosage:

None

ADMET properties:

None

Approvals:

DateAgencyCompanyOrphan
Oct. 27, 2011 EMA Sigma-Tau Industrie Farmaceutiche Riunite S.p.A

FDA Adverse Event Reporting System (Female)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event
Haemolytic anaemia 79.08 71.64 12 23 9830 46676197

FDA Adverse Event Reporting System (Male)

MedDRA adverse event termLikelihood ratioLikelihood ratio thresholdPatients taking drug having adverse eventPatients taking drug not having adverse eventPatients not taking drug having adverse eventPatients not taking drug not having adverse event

Pharmacologic Action:

SourceCodeDescription
ATC P01BF05 ANTIPARASITIC PRODUCTS, INSECTICIDES AND REPELLENTS
ANTIPROTOZOALS
ANTIMALARIALS
Artemisinin and derivatives, combinations
ATC P01BX02 ANTIPARASITIC PRODUCTS, INSECTICIDES AND REPELLENTS
ANTIPROTOZOALS
ANTIMALARIALS
Other antimalarials
MeSH PA D000890 Anti-Infective Agents
MeSH PA D000962 Antimalarials
MeSH PA D000977 Antiparasitic Agents
MeSH PA D000981 Antiprotozoal Agents
CHEBI has role CHEBI:38068 antimalarials

Drug Use (View source of the data)

DiseaseRelationSNOMED_IDDOID
Malaria indication 61462000 DOID:12365

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 8.8 Basic
pKa2 7.96 Basic
pKa3 7.59 Basic
pKa4 6.53 Basic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

None

External reference:

IDSource
915967-82-7 SECONDARY_CAS_RN
C0071105 UMLSCUI
CHEBI:91231 CHEBI
CHEMBL303933 ChEMBL_ID
CHEMBL539666 ChEMBL_ID
CHEMBL1652442 ChEMBL_ID
DB13941 DRUGBANK_ID
10025 IUPHAR_LIGAND_ID
C034759 MESH_SUPPLEMENTAL_RECORD_UI
A0HV2Q956Y UNII
122262 PUBCHEM_CID
014245 NDDF
014246 NDDF
763289006 SNOMEDCT_US
895343007 SNOMEDCT_US

Pharmaceutical products:

None