Amodiaquine

Modify Date: 2024-01-02 17:35:25

Amodiaquine structure	Common Name	Amodiaquine
	CAS Number	86-42-0	Molecular Weight	355.861
	Density	1.3±0.1 g/cm3	Boiling Point	478.0±45.0 °C at 760 mmHg
	Molecular Formula	C₂₀H₂₂ClN₃O	Melting Point	208°C
	MSDS	N/A	Flash Point	242.9±28.7 °C

Use of Amodiaquine

Amodiaquine (Amodiaquin), a 4-aminoquinoline class of antimalarial agent, is a potent and orally active histamine N-methyltransferase inhibitor. Amodiaquine 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].

Name	amodiaquine
Synonym	More Synonyms

Description	Amodiaquine (Amodiaquin), a 4-aminoquinoline class of antimalarial agent, is a potent and orally active histamine N-methyltransferase inhibitor. Amodiaquine 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].
Related Catalog	Research Areas >> Infection Signaling Pathways >> Epigenetics >> Histone Methyltransferase Research Areas >> Inflammation/Immunology Research Areas >> Neurological Disease
Target	EC50: ~20 μM (Nurr1-LBD (ligand binding domain))[1] Histamine N-methyltransferase[3]
In Vitro	Amodiaquine (10-20 μM; 4 hours) treatment suppresses LPS-induced expression of proinflammatory cytokines (IL-1β, interleukin-6, TNF-α and iNOS) in a dose-dependent manner[1]. Amodiaquine (5 μM; 24 hours) significantly inhibits neurotoxin (6-OHDA-induced cell death in primary dopamine cells as examined by the number of TH+ neurons and dopamine uptake. The neuroprotective effect of Amodiaquine is also observed in rat PC12 cells[1]. RT-PCR[1] Cell Line: Primary microglia Concentration: 10 µM, 15 µM, 20 µM Incubation Time: 4 hours Result: Suppressed LPS-induced expression of proinflammatory cytokines (IL-1β, interleukin-6, TNF-α and iNOS) in a dose-dependent manner.
In Vivo	Amodiaquine (40 mg/kg; intraperitoneal injection; daily; for 3 days; male ICR mice) treatment diminishes perihematomal activation of microglia/macrophages and astrocytes. Amodiaquine also suppresses ICH-induced mRNA expression of IL-1β, CCL2 and CXCL2, and ameliorated motor dysfunction of mice[2]. Animal Model: Male ICR mice (8-10 weeks of age) induced ntracerebral hemorrhage (ICH)[2] Dosage: 40 mg/kg Administration: Intraperitoneal injection; daily; for 3 days Result: Diminished perihematomal activation of microglia/macrophages and astrocytes.
References	[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.

Density	1.3±0.1 g/cm3
Boiling Point	478.0±45.0 °C at 760 mmHg
Melting Point	208°C
Molecular Formula	C₂₀H₂₂ClN₃O
Molecular Weight	355.861
Flash Point	242.9±28.7 °C
Exact Mass	355.145142
PSA	48.39000
LogP	4.77
Vapour Pressure	0.0±1.2 mmHg at 25°C
Index of Refraction	1.669
Storage condition	-20°C Freezer

CHEMICAL IDENTIFICATION

RTECS NUMBER :: GO7300000

CHEMICAL NAME :: o-Cresol, 4-((7-chloro-4-quinolyl)amino)-alpha-(diethylamino)-

CAS REGISTRY NUMBER :: 86-42-0

BEILSTEIN REFERENCE NO. :: 0300962

LAST UPDATED :: 199612

DATA ITEMS CITED :: 7

MOLECULAR FORMULA :: C20-H22-Cl-N3-O

MOLECULAR WEIGHT :: 355.90

WISWESSER LINE NOTATION :: T66 BNJ EMR DQ C1N2&2& IG

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Human - woman

DOSE/DURATION :: 72 mg/kg/7W-I

TOXIC EFFECTS :: Lungs, Thorax, or Respiration - pulmonary emboli Liver - other changes Blood - agranulocytosis

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Human - man

DOSE/DURATION :: 20 mg/kg/25D-I

TOXIC EFFECTS :: Blood - thrombocytopenia

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Human - woman

DOSE/DURATION :: 29 mg/kg/25D-I

TOXIC EFFECTS :: Blood - thrombocytopenia

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 800 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 550 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 225 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :: Phage inhibition capacity

TEST SYSTEM :: Bacteria - Escherichia coli

DOSE/DURATION :: 5 mg/plate

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 222,311,1989

Safety Phrases	S22-S24/25-S8
WGK Germany	3
HS Code	2933499090

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Precursor 7
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DownStream 1
CAS#:79352-78-6 N-Desethyl amod...

HS Code	2933499090
Summary	2933499090. other compounds containing in the structure a quinoline or isoquinoline ring-system (whether or not hydrogenated), not further fused. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

4-[(7-Chloro-4-quinolinyl)amino]-2-[(diethylamino)methyl]phenol

SN 10,751

CAM-AQI

Camoquinal

4-[(7-Chloroquinolin-4-yl)amino]-2-[(diethylamino)methyl]phenol

Camoquine

EINECS 201-669-3

4-[(7-chloro-4-quinolinyl)amino]-2-[(diethylamino) methyl]phenol

MFCD00552927

Camoquin

Flavoquine

Miaquin

Phenol, 4-((7-chloro-4-quinolinyl)amino)-2-((diethylamino)methyl)-

aminodiaquine

Amodiaquine

Phenol, 4-[(7-chloro-4-quinolinyl)amino]-2-[(diethylamino)methyl]-

CAM-AQ1

Camochin

DC Chemicals Limited
China
Product Name: Amodiaquine
Price: $450.0/100mg $900.0/250mg $1800.0/1g
Purity: 98.0%
Stocking Period: 3 Day
Contact: Tony Cao

Dayang Chem (Hangzhou) Co., Ltd.
China
Product Name: Amodiaquine
Price: $Inquiry/100g $Inquiry/1kg $Inquiry/100kg $Inquiry/1000kg
Purity: 98.0%
Stocking Period: Inquiry
Contact: Ms Wang

Henan Tianfu Chemical Co., Ltd.
China
Product Name: Amodiaquine 150-200 mg Tablet
Price: $Inquiry/1kg $Inquiry/25kg $Inquiry/1000kg $Inquiry/10ton
Purity: 99.0%
Stocking Period: Inquiry
Contact: Anson

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