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)

None

FDA Adverse Event Reporting System (Male)

None

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 antimalarial

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
014245 NDDF
854D7K8LXB UNII
915967-82-7 SECONDARY_CAS_RN
CHEMBL303933 ChEMBL_ID
CHEMBL539666 ChEMBL_ID
C034759 MESH_SUPPLEMENTAL_RECORD_UI
CHEBI:91231 CHEBI
DB13941 DRUGBANK_ID
CHEMBL1652442 ChEMBL_ID
122262 PUBCHEM_CID
10025 IUPHAR_LIGAND_ID

Pharmaceutical products:

None