AMODIAQUINE

Amodiaquine is an antimalarial that inhibits heme detoxification in Plasmodium species. Side effects include hepatotoxicity, agranulocytosis, and gastrointestinal upset.

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Product Description


Mechanism of action

Amodiaquine is a 4‑aminoquinoline antimalarial with a mechanism similar to chloroquine but with efficacy against chloroquine-resistant Plasmodium falciparum strains. Within the parasite food vacuole, amodiaquine interferes with haem detoxification, preventing polymerisation of haem into inert haemozoin. Accumulated free haem exerts oxidative and membrane toxicity, resulting in parasite death.

Benefits and advantages

Widely used in malaria pharmacology and pharmacoresistance research, especially in modelling ACT (artemisinin combination therapy) efficacy. Its metabolic formation of desethylamodiaquine provides a clinically relevant active metabolite for PK studies.

Side effects and risks

Rare but potentially severe hepatotoxicity, agranulocytosis and neurotoxicity have been reported. Handling requires strict contamination control.

Datasheet


Molecular Formula

C20H22ClN3O

Molecular Weight

355.9 g/mol

CAS Number

86-42-0

Storage Condition

Store in a cool, dry place. Keep container tightly closed. Protect from moisture and light.

Solubility

8.80e-03 g/L

Purity

Purity information is available upon request (COA).

Synonym

amodiaquine; 86-42-0; Amodiaquin; Flavoquine; Camoquin

IUPAC/Chemical Name

4-[(7-chloroquinolin-4-yl)amino]-2-(diethylaminomethyl)phenol

InChl Key

OVCDSSHSILBFBN-UHFFFAOYSA-N

InChl Code

InChI=1S/C20H22ClN3O/c1-3-24(4-2)13-14-11-16(6-8-20(14)25)23-18-9-10-22-19-12-15(21)5-7-17(18)19/h5-12,25H,3-4,13H2,1-2H3,(H,22,23)

References

https://pubchem.ncbi.nlm.nih.gov/compound/2165;

3D Conformer.

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