Sotalol
- CAS No.
- 3930-20-9
- Chemical Name:
- Sotalol
- Synonyms
- SORBITOL;Sotalol (base and/or unspecified salts);SOTALOL;Sotolol;dl-sotalol;Betacotdone;beta-Cardone;AURORA KA-855;Sotalol USP/EP/BP;Sotalol Intermediate
- CBNumber:
- CB6277510
- Molecular Formula:
- C12H20N2O3S
- Molecular Weight:
- 272.36
- MDL Number:
- MFCD00242936
- MOL File:
- 3930-20-9.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 206.5-207 °C |
|---|---|
| Boiling point | 443.3±55.0 °C(Predicted) |
| Density | 1.298 g/cm3 |
| storage temp. | Hygroscopic, -20°C Freezer, Under inert atmosphere |
| solubility | Chloroform (Slightly, Heated), Methanol (Slightly, Sonicated) |
| form | Solid |
| pka | pK1 8.2, pK2 9.8(at 25℃) |
| color | Pale Yellow to Light Yellow |
| BCS Class | 1 |
| Stability | Hygroscopic |
| InChI | 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 |
| InChIKey | ZBMZVLHSJCTVON-UHFFFAOYSA-N |
| SMILES | CS(NC1=CC=C(C(O)CNC(C)C)C=C1)(=O)=O |
| CAS DataBase Reference | 3930-20-9(CAS DataBase Reference) |
| EWG's Food Scores | 1 |
| FDA UNII | A6D97U294I |
| ATC code | C07AA07 |
| NIST Chemistry Reference | Methanesulfonanilide, 4'-(1-hydroxy-2-(isopropylamino)ethyl)-(3930-20-9) |
| EPA Substance Registry System | Methanesulfonamide, N-[4-[1-hydroxy-2-[(1-methylethyl)amino]ethyl]phenyl]- (3930-20-9) |
Sotalol price More Price(17)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| ApexBio Technology | B1367 | Sotalol | 3930-20-9 | EvaluationSample | $30 | 2026-05-06 | Buy |
| ApexBio Technology | B1367 | Sotalol | 3930-20-9 | 50mg | $50 | 2026-05-06 | Buy |
| ApexBio Technology | B1367 | Sotalol | 3930-20-9 | 10mM(in1mLDMSO) | $55 | 2026-05-06 | Buy |
| ApexBio Technology | B1367 | Sotalol | 3930-20-9 | 100mg | $85 | 2026-05-06 | Buy |
| ApexBio Technology | B1367 | Sotalol | 3930-20-9 | 200mg | $130 | 2026-05-06 | Buy |
Sotalol Chemical Properties, Uses, Production
Synthesis
Aniline reacts with methanesulfonyl chloride to give N-phenylmethanesulfonamide 2, which is then acylated with chloroacetyl chloride to give N-[4-(2-chloroacetyl)phenyl]methanesulfonamide 3. Following isopropylamine oxidation, N-[4-(2-isopropylaminoacetyl)phenyl]methanesulfonamide hydrochloride 4 is given. Finally, reduction reaction yields sotalol hydrochloride 1, with an overall yield of approximately 64% (based on aniline). The specific reaction process is as follows: 
Originator
Sotagard,Glaxo
Definition
ChEBI: A sulfonamide that is N-phenylmethanesulfonamide in which the phenyl group is sustituted at position 4 by a 1-hydroxy-2-(isopropylamino)ethyl group. It has both beta-adrenoreceptor blocking (Vaughan Williams Class II) and ardiac action potential duration prolongation (Vaughan Williams Class III) antiarrhythmic properties. It is used (usually as the hydrochloride salt) for the management of ventricular and supraventricular arrhythmias.
Manufacturing Process
As a resulting of reaction of methansulfonylchloride reacted with aniline
methansulfonanilide was obtained. The methansulfonanilide reacted with
bromacetylbromide at the presence of AlCl3 and CS2 and 4-(bromacetyl)-
methansulfonanilide was prepeared.
Then to the 4-(bromacetyl)-methansulfonanilide isopropylamine was added to
give 4-(1-oxo-2-isopropylaminoethyl)methansulfonanilide.The 4-(1-oxo-2-isopropylaminoethyl)methansulfonanilide was reduced by
hydrogenesation in the presence of Pd-C catalyst and sodium borohydride. So
4-(1-hydroxy-2-isopropylaminoethyl)methansulfonanilide was obtained.
The 4-(1-hydroxy-2-isopropylaminoethyl)methansulfonanilide hydrochloride
may be prepared by treatment of base with hydrochloric acid.
Therapeutic Function
Beta-adrenergic blocker, Antiarrhythmic
World Health Organization (WHO)
Sotalol is a non-selective-adrenoreceptor antagonist. It should be noted that when stopping sotalol the dose should be reduced gradually.
General Description
Sotalol, 4＇[1-hydroxy-2-(isopropylamino)ethyl]methylsulfonanilide (Betapace), is a relatively new antiarrhythmicdrug, characterized most often as a class IIIagent, and although it has effects that are related to the classII agents, it is not therapeutically considered a class II antiarrhythmic.It contains a chiral center and is marketed as theracemic mixture. Because of its enantiomers, its mechanismof action spans two of the antiarrhythmic drug classes. Thel(-) enantiomer has both β-blocking (class II) and potassiumchannel-blocking (class III) activities. The d(+) enantiomerhas class III properties similar to those of the (-) isomer,but its affinity for the -adrenergic receptor is 30 to 60 timeslower.
Biological Activity
sotalol hydrochloride is an adrenergic beta-antagonist that is used in the treatment of life-threatening arrhythmias.
Mechanism of action
Sotalol acts as an antiarrhythmic by β- receptor blockade as well as by prolonging the action potential duration in atrium and ventricle and the refractory period in atrium and AV node . Activity against supraventricular and ventricular arrhythmiaswas demonstrated.
Clinical Use
The sotalol enantiomers produce different effects onthe heart. Class III action of d-sotalol in the sinus node isassociated with slowing of sinus heart rate, whereas -adrenergicblockade contributes to the decrease in heart rate observedwith 1- or d,1-sotalol. Sotalol is not metabolized, noris it bound significantly to proteins. Elimination occurs byrenal excretion, with more than 80% of the drug eliminatedunchanged. Sotalol is characteristic of class III antiarrhythmicdrugs, in that it prolongs the duration of the action potentialand, thus, increases the effective refractory period of myocardialtissue. It is distinguished from the other class III drugs(amiodarone and bretylium) because of its -adrenergicreceptor–blocking action.
Side effects
Side effects of sotalol include those attributed to both β-adrenoceptor blockade and proarrhythmic effects. This arrhythmia is a serious threat, as it may lead to ventricular fibrillation. Adverse effects attributable to its β- blocker activity include fatigue, dyspnea, chest pain, headache, nausea, and vomiting.
Drug interactions
Drugs with inherent QT interval–prolonging activity (i.e., thiazide diuretics and terfenadine) may enhance the class III effects of sotalol.
Precautions
The contraindications that apply to other β-adrenoceptor blocking agents also apply to sotalol. In addition, hypokalemia and drugs known to prolong the QT interval may be contraindicated, as they enhance the possibility of proarrhythmic events.
Sotalol Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| LGM Pharma | 1-(800)-881-8210 | inquiries@lgmpharma.com | United States | 2110 | 70 |
| UHN Shanghai Research & Development Co., Ltd. | 021-58958002 18930822973 | sales@uhnshanghai.com | China | 997 | 58 |
| Clearsynth Labs Limited | +91-22-26355700 | info@clearsynth.com | India | 9656 | 58 |
| Amadis Chemical Company Limited | 571-89925085 | sales@amadischem.com | China | 131885 | 58 |
| Chengdu Saint - Kay Biotechnology Co., Ltd. | 028-85157043 15882256948 | 676046971@qq.com | China | 4183 | 58 |
| Shanghai Han-Xiang Chemical Co., Ltd. | 17754423994 | candy@biochempartner.com | China | 3057 | 58 |
| Xi'an MC Biotech, Co., Ltd. | 029-89275612 +8618991951683 | mcbio_sales@163.com | China | 2240 | 58 |
| Wuhan Yanzhe Technology Co., Ltd | 15527250409 | wenhaotian12@163.com | China | 4152 | 58 |
| Foshan Treasure Biotechnology Co., Ltd | 0757-85921206 18520245316 | 2329783215@qq.com | China | 12649 | 58 |
| Shanghai Beiwanta Biotechnology Co., Ltd. | 021-67187366 19901745723 | info@bwtlab.com | China | 9888 | 58 |
View Latest Price from Sotalol manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2023-11-03 | Sotalol
3930-20-9
|
1g | 99% | 100000tons | Anhui Zhongda Biotechnology Co., Ltd | ||
 |
2023-10-20 | Sotalol
3930-20-9
|
$70.00-90.00 | 1kg | 99% | 10000/month | Anhui Zhongda Biotechnology Co., Ltd | |
 |
2023-10-20 | Sotalol
3930-20-9
|
$70.00-90.00 | 1kg | 99% | 10000/month | Anhui Zhongda Biotechnology Co., Ltd |
