-Sotalol ((S)-Sotalol) Chemical Structure.png)
Physicochemical Properties
| Molecular Formula | C12H20N2O3S |
| Molecular Weight | 272.36 |
| Exact Mass | 272.119 |
| CAS # | 30236-32-9 |
| PubChem CID | 119259 |
| Appearance | White to off-white solid powder |
| Density | 1.239g/cm3 |
| Boiling Point | 443.3ºC at 760mmHg |
| Flash Point | 221.9ºC |
| Index of Refraction | 1.57 |
| LogP | 2.634 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 6 |
| Heavy Atom Count | 18 |
| Complexity | 330 |
| Defined Atom Stereocenter Count | 1 |
| SMILES | CC(C)NC[C@H](C1=CC=C(C=C1)NS(=O)(=O)C)O |
| InChi Key | ZBMZVLHSJCTVON-GFCCVEGCSA-N |
| InChi Code | InChI=1S/C12H20N2O3S/c1-9(2)13-8-12(15)10-4-6-11(7-5-10)14-18(3,16)17/h4-7,9,12-15H,8H2,1-3H3/t12-/m1/s1 |
| Chemical Name | N-[4-[(1S)-1-hydroxy-2-(propan-2-ylamino)ethyl]phenyl]methanesulfonamide |
| 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
| Targets | β-adrenoceptor |
| ln Vitro | In isolated myocardium, (+)-Sotalol (1, 10, 100 µM) prolongs action potentials [2]. The action potentials of three different cell types (endocardium, epicardium, midmyocardium, and transmural cells) are prolonged by (+)-Sotalol (100 μM, 60 minutes) [4]. |
| ln Vivo | (+)-Sotalol (8 mg/kg, intravenously) prevents ventricular tachycardia in dogs that is brought on by planned stimulation[3]. |
| Animal Protocol |
Animal/Disease Models: Programmed stimulated Dogs[3] Doses: 8 mg/kg Route of Administration: intravenous (iv) injection Experimental Results: Increased normal zone ventricular refractoriness, and prevent propagation of programmed ventricular extra-stimuli of sufficient prematurity to elicit tachyarrhythmias. |
| References |
[1]. The Ru-catalyzed enantioselective preparation of chiral halohydrins and their application in the synthesis of (R)-clorprenaline and (S)-sotalol. Tetrahedron: Asymmetry.Volume 22, Issue 7.11 April 2011, Pages 722-727. [2]. Electrophysiologic effects of the levo- and dextrorotatory isomers of sotalol in isolated cardiac muscle and their in vivo pharmacokinetics. J Am Coll Cardiol. 1986 Jan;7(1):116-25. [3]. Antiarrhythmic and antifibrillatory actions of the levo- and dextrorotatory isomers of sotalol. J Cardiovasc Pharmacol. 1984 Nov-Dec;6(6):1132-41. [4]. d-Sotalol Induces Marked Action Potential Prolongation and Early Afterdepolarizations in M but Not Epicardial or Endocardial Cells of the Canine Ventricle. Journal of Cardiovascular Pharmacology and Therapeuticshttps. 2016. |
Solubility Data
| Solubility (In Vitro) | DMSO: 100 mg/mL (367.16 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.5 mg/mL (9.18 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 (9.18 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 (9.18 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 | 3.6716 mL | 18.3581 mL | 36.7161 mL | |
| 5 mM | 0.7343 mL | 3.6716 mL | 7.3432 mL | |
| 10 mM | 0.3672 mL | 1.8358 mL | 3.6716 mL |