N-{4-[1-hydroxy-2-(propan-2-ylamino)ethyl]phenyl}methanesulfonamide
sotalol
CAS: 3930-20-9
Molecular Formula: C12H20N2O3S
N-{4-[1-hydroxy-2-(propan-2-ylamino)ethyl]phenyl}methanesulfonamide - Names and Identifiers
| Name | sotalol |
| Synonyms | sotalol Sotalol SOTALOL Sotalolum CCRIS 4204 beta-Cardone UNII-A6D97U294I Sotalolum [INN-Latin] 4'-(1-Hydroxy-2-isopropylaminoethyl)methanesulfonanilid 4'-(1-hydroxy-2-(isopropylamino)ethyl)methanesulfonanilide 4'-[1-Hydroxy-2-(isopropylamino)ethyl]metahnesulfonanilide 4'-[1-Hydroxy-2-(isopropylamino)ethyl]methanesulfonanilide 4'-(1-hydroxy-2-(isopropylamino)ethyl)-methanesulfonanilid 4'-(1-Hydroxy-2-(isopropylamino)ethyl)methane sulfonanilide 4'-[1-Hhydroxy-2-(isopropylamino)ethyl]methanesulfonanilide Methanesulfonanilide, 4'-(1-hydroxy-2-(isopropylamino)ethyl)- N-{4-[1-hydroxy-2-(propan-2-ylamino)ethyl]phenyl}methanesulfonamide [(2R)-2-hydroxy-2-[4-(methanesulfonamido)phenyl]ethyl]-propan-2-ylammonium Methanesulfonamide, N-(4-(1-hydroxy-2-((1-methylethyl)amino)ethyl)phenyl)- (9CI) |
| CAS | 3930-20-9 |
| InChI | InChI=1/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 |
N-{4-[1-hydroxy-2-(propan-2-ylamino)ethyl]phenyl}methanesulfonamide - Physico-chemical Properties
| Molecular Formula | C12H20N2O3S |
| Molar Mass | 272.36 |
| Density | 1.298 g/cm3 |
| Melting Point | 206.5-207 °C |
| Boling Point | 443.3±55.0 °C(Predicted) |
| Flash Point | 221.9°C |
| Solubility | Chloroform (Slightly, Heated), Methanol (Slightly, Sonicated) |
| Vapor Presure | 1.22E-08mmHg at 25°C |
| Appearance | Solid |
| Color | Pale Yellow to Light Yellow |
| pKa | pK1 8.2, pK2 9.8(at 25℃) |
| Storage Condition | Hygroscopic, -20°C Freezer, Under inert atmosphere |
| Refractive Index | 1.57 |
| Physical and Chemical Properties | White crystal |
| Use | Used as a blood pressure lowering drug |
N-{4-[1-hydroxy-2-(propan-2-ylamino)ethyl]phenyl}methanesulfonamide - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
N-{4-[1-hydroxy-2-(propan-2-ylamino)ethyl]phenyl}methanesulfonamide - Nature
Open Data Verified Data
crystallization. UV maximum absorption (chloroform):242.2,275 nm. pKi was 8.2. pK2 was 9.8.
Last Update：2024-01-02 23:10:35
N-{4-[1-hydroxy-2-(propan-2-ylamino)ethyl]phenyl}methanesulfonamide - Preparation Method
Open Data Verified Data
under ice bath and stirring, methanesulfonyl chloride was added dropwise to a solution of aniline, triethylamine and ethanol, followed by stirring at room temperature. After filtration, the filtrate was concentrated, crystallized, recrystallized from ethanol, and dried to obtain methylsulfonylaniline. Anhydrous aluminum trichloride was added to a solution of methanesulfonyl aniline, bromoacetyl bromide and carbon disulfide in an ice bath with stirring and refluxed. After filtration and recrystallization, the obtained compound was added to a methanol solution of isopropylamine and reacted. It was concentrated under reduced pressure, acetone was added and hydrogen chloride was added to Ph 2. The reaction solution was treated, and the obtained compound was dissolved in methanol, Pd-C was added, and hydrogen was introduced for reaction. After completion of the reaction, the reaction mixture was filtered, and the filtrate was concentrated to dryness. Cooling and filtration gave White Sotalol Hydrochloride.
Last Update：2022-01-01 09:10:01
N-{4-[1-hydroxy-2-(propan-2-ylamino)ethyl]phenyl}methanesulfonamide - Use
Open Data Verified Data
It was first launched in the UK in 1974 and in the US in 1992. p-receptor blockers. For paroxysmal suprapubic tachycardia and atrial fibrillation, atrial flutter and other arrhythmias, as well as angina and hypertension.
Last Update：2022-01-01 09:10:03
N-{4-[1-hydroxy-2-(propan-2-ylamino)ethyl]phenyl}methanesulfonamide - Safety
Open Data Verified Data
Sotalol Hydrochloride: male mice, male rats LDso (mg/kg): 2600,3450 orally; 670,680 intraperitoneal injection. Rabbit oral LD50(mg/kg): 1000. Dogs were injected intraperitoneally with LD50(mg/kg): 330.
Last Update：2022-01-01 09:10:04
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