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Details

Stereochemistry ACHIRAL
Molecular Formula C24H28ClN3O.2H3O4P
Molecular Weight 605.942
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NAPHTHOQUINE PHOSPHATE

SMILES

OP(O)(O)=O.OP(O)(O)=O.CC(C)(C)NCC1=C(O)C2=C(CCCC2)C(NC3=C4C=CC(Cl)=CC4=NC=C3)=C1

InChI

InChIKey=QTYPWHKJEDCDNH-UHFFFAOYSA-N
InChI=1S/C24H28ClN3O.2H3O4P/c1-24(2,3)27-14-15-12-22(17-6-4-5-7-18(17)23(15)29)28-20-10-11-26-21-13-16(25)8-9-19(20)21;2*1-5(2,3)4/h8-13,27,29H,4-7,14H2,1-3H3,(H,26,28);2*(H3,1,2,3,4)

HIDE SMILES / InChI

Description

Naphthoquine is an antimalarial drug first synthesized in China in 1986 but which was not developed for clinical use until the late 1990s. This drug now is used in combination for treatment of Plasmodium Falciparum and Malaria. The use of anti-malarial drug combinations with artemisinin or with one of its derivatives is now widely recommended to overcome drug resistance in falciparum as well as vivax malaria. The fixed oral dose artemisinin-naphthoquine combination (ANQ, ARCO™) is a newer artemisinin-based combination (ACT) therapy undergoing clinical assessment.

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Unknown

Cmax

ValueDoseCo-administeredAnalytePopulation
13.4 μg/L
400 mg single, oral
NAPHTHOQUINE PHOSPHATE plasma
Homo sapiens
27.4 μg/L
400 mg single, oral
NAPHTHOQUINE PHOSPHATE plasma
Homo sapiens
12.8 μg/L
400 mg single, oral
NAPHTHOQUINE PHOSPHATE plasma
Homo sapiens
11.4 μg/L
200 mg single, oral
NAPHTHOQUINE PHOSPHATE plasma
Homo sapiens
59.8 μg/L
600 mg single, oral
NAPHTHOQUINE PHOSPHATE plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
424 μg × h/L
400 mg single, oral
NAPHTHOQUINE PHOSPHATE plasma
Homo sapiens
955 μg × h/L
400 mg single, oral
NAPHTHOQUINE PHOSPHATE plasma
Homo sapiens
446 μg × h/L
400 mg single, oral
NAPHTHOQUINE PHOSPHATE plasma
Homo sapiens
480 μg × h/L
200 mg single, oral
NAPHTHOQUINE PHOSPHATE plasma
Homo sapiens
1875 μg × h/L
600 mg single, oral
NAPHTHOQUINE PHOSPHATE plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
298.6 h
400 mg single, oral
NAPHTHOQUINE PHOSPHATE plasma
Homo sapiens
276.4 h
400 mg single, oral
NAPHTHOQUINE PHOSPHATE plasma
Homo sapiens
156.4 h
400 mg single, oral
NAPHTHOQUINE PHOSPHATE plasma
Homo sapiens
256.4 h
200 mg single, oral
NAPHTHOQUINE PHOSPHATE plasma
Homo sapiens
233.3 h
600 mg single, oral
NAPHTHOQUINE PHOSPHATE plasma
Homo sapiens

Doses

AEs

OverviewOther

Other InhibitorOther SubstrateOther Inducer





Drug as perpetrator​

Drug as victim

PubMed

Sample Use Guides

In Vivo Use Guide
Patients in this treatment arm will receive on Day 0 a single dose of standard treatment of artemisinin/naphthoquine (in a fixed oral dose of ARCO tablets). Treatment will be given under supervision. Each tablet of ARCO(artemisinin/naphthoquine) contains 125 mg artemisinin and 50 mg of naphthoquine. The total dose for adults will be 1000mg of artemisinin and 400mg of naphthoquine in a fixed oral dose (ARCO tablet). The regimen for children will be calculated according to the body weight (20mg artemisinin + 8mg naphthoquine per kg body weight in a fixed oral dose(ARCO tablet)).
Route of Administration: Oral
In Vitro Use Guide
Unknown