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P0049

Sigma-Aldrich

Pyronaridine tetraphosphate

Synonym(s):

2-Methoxy-7-chloro-10[3′,5′-bis(pyrrolidinyl-1-methyl-)4′-hydroxyphenyl]aminobenzyl-(b)-1,5-naphthyridine tetraphosphate

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About This Item

Empirical Formula (Hill Notation):
C29H32ClN5O2·4H3PO4
CAS Number:
76748-86-2
Molecular Weight:
910.03
MDL number:
MFCD05863545
UNSPSC Code:
51102911
PubChem Substance ID:
329819999
NACRES:
NA.85

form

solid

antibiotic activity spectrum

parasites

mode of action

enzyme | interferes

storage temp.

2-8°C

SMILES string

OP(O)(O)=O.OP(O)(O)=O.OP(O)(O)=O.OP(O)(O)=O.COc1ccc2nc3cc(Cl)ccc3c(Nc4cc(CN5CCCC5)c(O)c(CN6CCCC6)c4)c2n1

InChI

1S/C29H32ClN5O2.4H3O4P/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;4*1-5(2,3)4/h6-9,14-16,36H,2-5,10-13,17-18H2,1H3,(H,31,32);4*(H3,1,2,3,4)

InChI key

YKUQEKXHQFYULM-UHFFFAOYSA-N

Application

Pyronaridine, an acridine derivative, is used in China as a treatment for drug-resistant falciparum malaria. It′s in vitro activities have been studied against Plasmodium falciparum in Cameroon.

Biochem/physiol Actions

Pyronaridine has antimalarial activity and is used in conjunction with artensunate. It is antagonistic against naphthoquine and dihydroartemisinin. Pyronaridine blocks B-hematin formation in vitro and has inhibitory activity toward P-glycoprotein mediated drug resistance.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.Storage class (TRGS 510): Non Combustible Solids

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

hcodes

H302,H361

Hazard Classifications

Acute Tox. 4 Oral - Repr. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Matthias Rottmann et al.
Antimicrobial agents and chemotherapy, 64(4) (2020-02-12)
Antimalarial drug resistance in the Plasmodium falciparum parasite poses a constant challenge for drug development. To mitigate this risk, new antimalarial medicines should be developed as fixed-dose combinations. Assessing the pharmacodynamic interactions of potential antimalarial drug combination partners during early
Leonardo K Basco et al.
Antimicrobial agents and chemotherapy, 47(4), 1391-1394 (2003-03-26)
The spread of chloroquine-resistant Plasmodium falciparum calls for a constant search for new drugs. The in vitro activity of piperaquine, a new Chinese synthetic drug belonging to the bisquinolines, was evaluated in 103 fresh clinical isolates of P. falciparum in
Giorgia Mori et al.
Tuberculosis (Edinburgh, Scotland), 112, 98-109 (2018-09-13)
The search for compounds with biological activity for many diseases is turning increasingly to drug repurposing. In this study, we have focused on the European Union-approved antimalarial pyronaridine which was found to have in vitro activity against Mycobacterium tuberculosis (MIC
Timothy M E Davis et al.
Antimicrobial agents and chemotherapy, 50(8), 2883-2885 (2006-07-28)
In an in vitro assessment of antimalarial combinations, dihydroartemisinin (DHA) showed no interaction or was mildly antagonistic when combined with piperaquine, pyronaridine, or naphthoquine. Interactions between 4-aminoquinolines and related drugs were also indifferent/antagonistic. The clinical significance of mildly antagonistic DHA
Mohamed Abdo Rizk et al.
Scientific reports, 7(1), 12774-12774 (2017-10-19)
In this study, we evaluated the validity of a fluorescence-based assay using SYBR Green I (SG I) stain for screening antibabesial compounds against B. microti in mice. Two different hematocrits (HCTs; 2.5% and 5%) were used. Correlating relative fluorescence units
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