Amodiaquine (dihydrochloride)

Amodiaquine dihydrochloride (Amodiaquin dihydrochloride), a 4-aminoquinoline class of antimalarial agent, is a potent and orally active histamine N-methyltransferase inhibitor with a Ki of 18.6 nM. Amodiaquine dihydrochloride is also a Nurr1 agonist and specifically binds to Nurr1-LBD (ligand binding domain) with an EC50 of ~20 μM. Anti-inflammatory effect[1][2][3][4][5].

Product Specifications

CAS Number

[69-44-3]

Product Name Alternative

Amodiaquin (dihydrochloride)

UNSPSC

12352005

Hazard Statement

H302, H315, H319, H335

Target

Histone Methyltransferase; Nuclear Hormone Receptor 4A/NR4A; Parasite

Type

Reference compound

Related Pathways

Anti-infection; Epigenetics; Vitamin D Related/Nuclear Receptor

Applications

COVID-19-immunoregulation

Field of Research

Infection; Inflammation/Immunology; Neurological Disease

Assay Protocol

https://www.medchemexpress.com/amodiaquine-dihydrochloride.html

Purity

99.97

Solubility

DMSO : 125 mg/mL (ultrasonic) |H2O : 50 mg/mL (ultrasonic)

Smiles

[H]Cl.[H]Cl.OC1=CC=C(NC2=CC=NC3=CC(Cl)=CC=C23)C=C1CN(CC)CC

Molecular Formula

C20H24Cl3N3O

Molecular Weight

428.78

Precautions

H302, H315, H319, H335

References & Citations

[1]Chun-Hyung Kim, et al. Nuclear receptor Nurr1 agonists enhance its dual functions and improve behavioral deficits in an animal model of Parkinson's disease. Proc Natl Acad Sci U S A. 2015 Jul 14;112 (28) :8756-61.|[2]Keita Kinoshita, et al. A Nurr1 agonist amodiaquine attenuates inflammatory events and neurological deficits in a mouse model of intracerebral hemorrhage. J Neuroimmunol. 2019 May 15;330:48-54.|[3]Akira Yokoyama, et al. Effect of amodiaquine, a histamine N-methyltransferase inhibitor, on, Propionibacterium acnes and lipopolysaccharide-induced hepatitis in mice. Eur J Pharmacol. 2007 Mar 8;558 (1-3) :179-84.|[4]M T HOEKENGA. The treatment of acute malaria with single oral doses of amodiaquin, chloroquine, hydroxychloroquine and pyrimethamine. Am J Trop Med Hyg. 1954 Sep;3 (5) :833-8.|[5]John R Horton, et al. Structural basis for inhibition of histamine N-methyltransferase by diverse drugs. J Mol Biol. 2005 Oct 21;353 (2) :334-344.