Physicochemical Properties
| Molecular Formula | C19H19CLN4O |
| Molecular Weight | 354.838 |
| Exact Mass | 354.124 |
| Elemental Analysis | C, 64.31; H, 5.40; Cl, 9.99; N, 15.79; O, 4.51 |
| CAS # | 315698-36-3 |
| PubChem CID | 1093278 |
| Appearance | Solid powder |
| Density | 1.4±0.1 g/cm3 |
| Boiling Point | 555.8±50.0 °C at 760 mmHg |
| Flash Point | 289.9±30.1 °C |
| Vapour Pressure | 0.0±1.6 mmHg at 25°C |
| Index of Refraction | 1.689 |
| LogP | 3.19 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 3 |
| Heavy Atom Count | 25 |
| Complexity | 432 |
| Defined Atom Stereocenter Count | 0 |
| SMILES | C1=CC=C(N2CCN(CC3C=C(Cl)C4=CC=CN=C4C=3O)CC2)N=C1 |
| InChi Key | OPEJNANYABTIGC-UHFFFAOYSA-N |
| InChi Code | InChI=1S/C19H19ClN4O/c20-16-12-14(19(25)18-15(16)4-3-7-22-18)13-23-8-10-24(11-9-23)17-5-1-2-6-21-17/h1-7,12,25H,8-11,13H2 |
| Chemical Name | 5-chloro-7-[(4-pyridin-2-ylpiperazin-1-yl)methyl]quinolin-8-ol |
| Synonyms | MLS 1547; MLS-1547; MLS1547 |
| 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 | MLS1547 completely inhibited dopamine-mediated beta-arrestin recruitment to D2R in the DiscoveRx assay, with an IC50 of 9.9 μM. Analogous outcomes were seen when analyzing MLS1547's antagonist activity using the D2R β-arrestin BRET assay, revealing an IC50 of 3.8 μM. [3H]methylspiroperone bound to the D2R was found to be entirely replaced by MLS1547, with an estimated Ki of 1.2 μM [1]. |
| References |
[1]. Free RB, et al. Discovery and characterization of a G protein-biased agonist that inhibits β-arrestin recruitment to the D2 dopamine receptor. Mol Pharmacol. 2014;86(1):96-105. [2]. Chun LS, et al. Structure-Activity Investigation of a G Protein-Biased Agonist Reveals Molecular Determinants for Biased Signaling of the D2 Dopamine Receptor. Front Synaptic Neurosci. 2018;10:2. Published 2018 Feb 21. |
Solubility Data
| Solubility (In Vitro) | DMSO : ~33.33 mg/mL (~93.93 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 1.25 mg/mL (3.52 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 12.5 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: ≥ 1.25 mg/mL (3.52 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 12.5 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: ≥ 1.25 mg/mL (3.52 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 12.5 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 | 2.8182 mL | 14.0909 mL | 28.1817 mL | |
| 5 mM | 0.5636 mL | 2.8182 mL | 5.6363 mL | |
| 10 mM | 0.2818 mL | 1.4091 mL | 2.8182 mL |