Structure via PubChem · Public domain (PubChem)
amodiaquine
Sign in to saveAlso known as Flavoquine, Camoquin, GNF-Pf-5648, Amodiaquinum, Amodiaquina, SJ000110703
Amodiaquine (ADQ) is a medication used to treat malaria, including Plasmodium falciparum malaria when uncomplicated. It is recommended to be given with artesunate to reduce the risk of resistance. Due to the risk of rare but serious side effects, it is not generally recommended to prevent malaria. Though, the World Health Organization (WHO) in 2013 recommended use for seasonal preventive in children at high risk in combination with sulfadoxine and pyrimethamine.
Chemical data
- Formula
- C20H22ClN3O
- Molecular weight
- 355.9 g/mol
- IUPAC name
- 4-[(7-chloroquinolin-4-yl)amino]-2-[(diethylazaniumyl)methyl]phenolate
- SMILES
- CC[NH+](CC)CC1=C(C=CC(=C1)NC2=C3C=CC(=CC3=NC=C2)Cl)[O-]
- InChIKey
- OVCDSSHSILBFBN-UHFFFAOYSA-N
- XLogP
- 3.8
- Polar surface area
- 52.4 Ų
- H-bond donors
- 2
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1982
- Admin. routes
- oral
- Indications
- malaria, Plasmodium falciparum malaria, Plasmodium vivax malaria, pregnancy
via ChEMBL · EBI
Research
2,448 papers- Amodiaquine pharmacogenetics.Pharmacogenomics · 2008
- Amodiaquine for treating malaria.The Cochrane database of systematic reviews · 2000
- Amodiaquine.Lancet (London, England) · 1996
- Amodiaquine for treating malaria.The Cochrane database of systematic reviews · 2003
- Can amodiaquine be used safely during pregnancy?The Lancet. Infectious diseases · 2004
via PubMed
Wikidata facts
- Subclass of
- antimalarial
- Mass
- 355.145
- Has use
- medication
Show 5 more facts
- chemical formula
- C₂₀H₂₂ClN₃O
- canonical SMILES
- CCN(CC)CC1=C(C=CC(=C1)NC2=C3C=CC(=CC3=NC=C2)Cl)O
- Commons category
- Amodiaquine
- defined daily dose
- 0.5
- subject has role
- bactericide
Sources (6)
via Wikidata · CC0
~3 min read
Encyclopedic overview
6 sectionsContents
- Medical uses
- Interactions
- Pharmacokinetics and pharmacogenetics
- See also
- References
- External links
Amodiaquine (ADQ) is a medication used to treat malaria, including Plasmodium falciparum malaria when uncomplicated. It is recommended to be given with artesunate to reduce the risk of resistance. Due to the risk of rare but serious side effects, it is not generally recommended to prevent malaria. Though, the World Health Organization (WHO) in 2013 recommended use for seasonal preventive in children at high risk in combination with sulfadoxine and pyrimethamine.
Amodiaquine is a 4-aminoquinoline compound related to chloroquine. The side effects of amodiaquine are generally minor to moderate and are similar to those of chloroquine. Rarely liver problems or low blood cell levels may occur. When taken in excess headaches, trouble seeing, seizures, and cardiac arrest may occur. The WHO recommends its use for pregnant women during the second and third trimester as well as during lactation, but reports that evidence for use in the first trimester is still insufficient.
Excerpted from Wikipedia’s “amodiaquine” article, available under the CC BY-SA 4.0 licence.