CAS Number86-42-0
Synonyms4-[(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; aminodiaquine; Amodiaquine; CAM-AQ1; Camochin
Molecular FormulaC20H22O1N3Cl1
Molecular Weight355.87
Purity98%
Density1.3±0.1 g/cm3
Boiling Point478.0±45.0 °C at 760 mmHg
Melting Point208°C
Appearancecrystalline solid
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 86-42-0 |
| Catalog No. | 2A-9009170 |
| Chinese Name | 阿莫地喹 |
| Synonyms | 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; aminodiaquine; Amodiaquine; CAM-AQ1; Camochin |
| Molecular Formula | C20H22O1N3Cl1 |
| Molecular Weight | 355.87 |
| Purity | 98 |
| Density | 1.3±0.1 g/cm3 |
| Boiling Point | 478.0±45.0 °C at 760 mmHg |
| Melting Point | 208°C |
| Appearance | crystalline solid |
| Storage Condition | -20°C Freezer |
| Application | Amodiaquine (Amodiaquin) is a 4-aminoquinoline antimalarial agent and a potent orally active inhibitor of histamine N-methyltransferase. Amodiaquine is also a Nurr1 agonist that specifically binds to |
| HTC | 2933499090 |
| MDL Number | MFCD00552927 |
| SMILES | CCN(CC)Cc1cc(Nc2ccnc3cc(Cl)ccc23)ccc1O |
| 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) |
| InChI Key | OVCDSSHSILBFBN-UHFFFAOYSA-N |
| MSDS | msds/9170_1_86_42_0.pdf |
| Use of | 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]. Properties Name amodiaquine Synonym More Synonyms Amodiaquine Biological Activity 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 EC50: ~20 μM (Nurr1-LBD (ligand binding domain))[1] Histamine N-methyltransferase[3] 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. Chemical & Physical Properties Exact Mass 355.145142 PSA 48.39000 Index of Refraction 1.669 InChIKey OVCDSSHSILBFBN-UHFFFAOYSA-N Toxicological Information CHEMICAL IDENTIFICATION RTECS NUMBER : CHEMICAL NAME : o-Cresol, 4-((7-chloro-4-quinolyl)amino)-alpha-(diethylamino)- CAS REGISTRY NUMBER : BEILSTEIN REFERENCE NO. : LAST UPDATED : DATA ITEMS CITED : MOLECULAR FORMULA : C20-H22-Cl-N3-O MOLECULAR WEIGHT : 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 : SPECIES OBSERVED : Human - woman DOSE/DURATION : TOXIC EFFECTS : Lungs, Thorax, or Respiration - pulmonary emboli Liver - other changes Blood - agranulocytosis TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : SPECIES OBSERVED : Human - man DOSE/DURATION : TOXIC EFFECTS : Blood - thrombocytopenia TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : SPECIES OBSERVED : Human - woman DOSE/DURATION : TOXIC EFFECTS : Blood - thrombocytopenia TYPE OF TEST : LDLo - Lowest published lethal dose ROUTE OF EXPOSURE : SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 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 : SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 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 : 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 : 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 Information WGK Germany 3 HS Code 2933499090 Synthetic Route 4,7-Dichloroqui... CAS#:86-98-6 4-Aminophenol CAS#:123-30-8 Diethylamine CAS#:109-89-7 Amodiaquine CAS#:86-42-0 Acetamide,N-[3-... CAS#:121-78-8 Amodiaquine CAS#:86-42-0 Literature: Zhurnal Obshchei Khimii, , vol. 25, p. 331,335; engl. Ausg. S. 313, 316 Journal of the American Chemical Society, , vol. 70, p. 1363,1372 Journal of the American Chemical Society, , vol. 72, p. 1024 4-Acetamidophenol CAS#:103-90-2 Amodiaquine CAS#:86-42-0 Literature: Journal of Medicinal Chemistry, , vol. 37, # 9 p. 1362 - 1370 Precursor & DownStream Precursor 7 CAS#:86-98-6 4,7-Dichloroqui... CAS#:123-30-8 4-Aminophenol CAS#:109-89-7 Diethylamine CAS#:121-78-8 Acetamide,N-[3-... DownStream 1 CAS#:79352-78-6 N-Desethyl amod... |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Product name: 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% |
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