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Details

Stereochemistry ACHIRAL
Molecular Formula C29H32ClN5O2
Molecular Weight 518.05
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PYRONARIDINE

SMILES

COC1=NC2=C(NC3=CC(CN4CCCC4)=C(O)C(CN5CCCC5)=C3)C6=CC=C(Cl)C=C6N=C2C=C1

InChI

InChIKey=DJUFPMUQJKWIJB-UHFFFAOYSA-N
InChI=1S/C29H32ClN5O2/c1-37-26-9-8-24-28(33-26)27(23-7-6-21(30)16-25(23)32-24)31-22-14-19(17-34-10-2-3-11-34)29(36)20(15-22)18-35-12-4-5-13-35/h6-9,14-16,36H,2-5,10-13,17-18H2,1H3,(H,31,32)

HIDE SMILES / InChI

Molecular Formula C29H32ClN5O2
Molecular Weight 518.05
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Pyronaridine was developed in China and has been registered in that country since the 1980s. Outside China, none of the existing formulations is registered because of the failure to meet international regulatory standards. Pyronaridine is generally active against chloroquine-resistant parasites. Pyronaridine has been investigated for the treatment of Malaria. Pyronaridine targets hematin. Combination of pyronaridine with artesunate was indicated for the blood-stage treatment of both strains of malaria:  P. falciparum and P. vivax.  WHO currently recommends artesunate-pyronaridine in areas where other artemisinin-based combination therapies are failing.

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Cmax

ValueDoseCo-administeredAnalytePopulation
266.7 ng/mL
720 mg single, oral
PYRONARIDINE plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
374 ng × day/mL
720 mg single, oral
PYRONARIDINE plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
5.03 day
720 mg single, oral
PYRONARIDINE plasma
Homo sapiens

Funbound

ValueDoseCo-administeredAnalytePopulation
6%
unknown, unknown
PYRONARIDINE plasma
Homo sapiens

PubMed

Substance Class Chemical
Record UNII
TD3P7Q3SG6
Record Status Validated (UNII)
Record Version