Physicochemical Properties
| Molecular Formula | C18H18CLN3O |
| Molecular Weight | 327.8080 |
| Exact Mass | 332.145 |
| Elemental Analysis | C, 65.95; H, 5.53; Cl, 10.81; N, 12.82; O, 4.88 |
| CAS # | 79352-78-6 |
| Related CAS # | N-Desethyl amodiaquine dihydrochloride;79049-30-2;N-Desethyl amodiaquine-d5;1173023-19-2;N-Desethyl amodiaquine-d5 dihydrochloride;1216894-33-5 |
| PubChem CID | 122068 |
| Appearance | Solid powder |
| Density | 1.304g/cm3 |
| Boiling Point | 477.8ºC at 760 mmHg |
| Melting Point | 168-174ºC |
| Flash Point | 242.7ºC |
| Index of Refraction | 1.69 |
| LogP | 4.91 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 5 |
| Heavy Atom Count | 23 |
| Complexity | 370 |
| Defined Atom Stereocenter Count | 0 |
| SMILES | ClC1C=C2N=CC=C(C2=CC=1)NC1C=C(CNCC)C(O)=CC=1 |
| InChi Key | VRXFDHAGFYWGHT-UHFFFAOYSA-N |
| InChi Code | InChI=1S/C18H18ClN3O/c1-2-20-11-12-9-14(4-6-18(12)23)22-16-7-8-21-17-10-13(19)3-5-15(16)17/h3-10,20,23H,2,11H2,1H3,(H,21,22) |
| Chemical Name | Phenol, 4-((7-chloro-4-quinolinyl)amino)-2-((ethylamino)methyl)- |
| HS Tariff Code | 2934.99.9001 |
| Storage |
Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition | Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs) |
Biological Activity
| ln Vitro | Acetyllovastatin N-Desethyl amodiaquine dihydrochloride, with IC50 values of 97 nM and 25 nM, respectively, exhibits inhibitory effects on strains V1/S and 3D7[1]. |
| References |
[1]. J Infect Dis. 2009 Jun 1;199(11):1575-82. [2]. Amodiaquine clearance and its metabolism to N-desethylamodiaquine is mediated by CYP2C8: a new high affinity and turnover enzyme-specific probe substrate. J Pharmacol Exp Ther. 2002 Feb;300(2):399-407. [3]. In vivo and in vitro efficacy of amodiaquine against Plasmodium falciparum in an area of continued use of 4-aminoquinolines in East Africa. J Infect Dis. 2009 Jun 1;199(11):1575-82. |
Solubility Data
| Solubility (In Vitro) | DMSO : ~100 mg/mL (~305.05 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (7.63 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (7.63 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: ≥ 2.5 mg/mL (7.63 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 3.0505 mL | 15.2527 mL | 30.5055 mL | |
| 5 mM | 0.6101 mL | 3.0505 mL | 6.1011 mL | |
| 10 mM | 0.3051 mL | 1.5253 mL | 3.0505 mL |