Amodiaquine

Amodiaquine is an orally active 4-aminoquinoline used for the therapy of malaria effective against some chloroquine-resistant strains of Plasmodium falciparum It is likely able to inhibit heme polymerase. Amodiaquine has been linked to severe cases of acute hepatitis and used only as treatment and not for prophylaxis against malaria. Amodiaquine shows mixed competitive-non-competitive inhibition type of AChE and shows slow and partial reactivation of sarin-, cyclosarin- and VX-inhibited cholinesterases. However it failed to reactivate tabun-inhibited human cholinesterases

General

Type : Quinoline, Not A\/B H target, Drug

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

Canonical SMILES : CCN(CC)CC1=C(C=CC(=C1)NC2=C3C=CC(=CC3=NC=C2)Cl)O

InChI : 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)

InChIKey : OVCDSSHSILBFBN-UHFFFAOYSA-N

Other name(s) : ADQ  ||  Amodiaquin  ||  Camoquine  ||  Flavoquine  ||  Camoquin  ||  Camochin


MW : 355.86

Formula : C20H22ClN3O

CAS_number : 86-42-0

PubChem : 2165

UniChem : OVCDSSHSILBFBN-UHFFFAOYSA-N

Target

Families : Amodiaquine ligand of proteins in family
ACHE

References (4)

Title : Derivatives of Amodiaquine as Potent Human Cholinesterases Inhibitors: Implication for Treatment of Alzheimer's Disease - Matosevic_2024_Molecules_29_5357
Author(s) : Matosevic A , Opsenica DM , Bartolic M , Marakovic N , Stoilkovic A , Komatovic K , Zandona A , Zunec S , Bosak A
Ref : Molecules , 29 :5357 , 2024
Abstract :
PubMedSearch : Matosevic_2024_Molecules_29_5357
PubMedID: 39598746

Title : New therapeutic approaches and novel alternatives for organophosphate toxicity - Katz_2018_Toxicol.Lett_291_1
Author(s) : Katz FS , Pecic S , Schneider L , Zhu Z , Hastings A , Luzac M , MacDonald J , Landry DW , Stojanovic MN
Ref : Toxicol Lett , 291 :1 , 2018
Abstract :
PubMedSearch : Katz_2018_Toxicol.Lett_291_1
PubMedID: 29614332

Title : Kinetic analysis of interactions of amodiaquine with human cholinesterases and organophosphorus compounds - Bierwisch_2016_Toxicol.Lett_246_49
Author(s) : Bierwisch A , Wille T , Thiermann H , Worek F
Ref : Toxicol Lett , 246 :49 , 2016
Abstract :
PubMedSearch : Bierwisch_2016_Toxicol.Lett_246_49
PubMedID: 26851641

Title : The anticholinesterase activity of mefloquine [published erratum appears in Clin Exp Pharmacol Physiol 1986 Jun\;13(6):511] - Lim_1985_Clin.Exp.Pharmacol.Physiol_12_527
Author(s) : Lim LY , Go ML
Ref : Clinical & Experimental Pharmacology & Physiology , 12 :527 , 1985
Abstract :
PubMedSearch : Lim_1985_Clin.Exp.Pharmacol.Physiol_12_527
PubMedID: 3878759