2-Mercaptoethanesulfonic acid
- CAS No.
- 3375-50-6
- Chemical Name:
- 2-Mercaptoethanesulfonic acid
- Synonyms
- Com;Hs-com;C03576;Reduced CoM;Reduced coenzyme M;2-Mercaptoethanesulfonate;MERCAPTOETHANESULFONIC ACID;2-MERCAPTOETHANESULFONIC ACID;2-sulfanylethanesulfonic acid;Mesna2-Mercaptoethanesulfonate
- CBNumber:
- CB8186041
- Molecular Formula:
- C2H6O3S2
- Molecular Weight:
- 142.2
- MDL Number:
- MFCD00069179
- MOL File:
- 3375-50-6.mol
- MSDS File:
- SDS
| Density | 1.25 g/mL at 20 °C |
|---|---|
| solubility | DMSO |
| form | Powder |
| pka | pK1:;pK2:9.5(－1) (20°C) |
| BRN | 1098878 |
| CAS DataBase Reference | 3375-50-6(CAS DataBase Reference) |
| FDA UNII | VHD28S0H7F |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS05 |
|---|---|
| Signal word | Danger |
| Hazard statements | H314 |
| Precautionary statements | P280-P305+P351+P338-P310 |
| Hazard Codes | C |
| Risk Statements | 34 |
| Safety Statements | 26-27-36/37/39-45 |
| RIDADR | UN 3265 8/PG 3 |
| WGK Germany | 2 |
| F | 10-23 |
2-Mercaptoethanesulfonic acid price More Price(2)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 63707 | 2-Mercaptoethanesulfonic acid solution for protein sequence analysis, ampule, 3.0?M±0.1?M in H2O (T) | 3375-50-6 | 10x1mL | $212.4 | 2024-03-01 | Buy |
| American Custom Chemicals Corporation | CHM0308673 | 2-MERCAPTOETHANESULFONIC ACID 95.00% | 3375-50-6 | 5MG | $499.82 | 2021-12-16 | Buy |
2-Mercaptoethanesulfonic acid Chemical Properties,Uses,Production
Originator
Mistabronco,UCB,W. Germany,1973
Definition
ChEBI: An organosulfonic acid consisting of sulfonic acid having a 2-mercaptoethyl group attached to sulfur.
Manufacturing Process
2,100 g of β-S-thiuronium ethanesulfonate were placed in a solution of 2,100 cc of concentrated aqueous ammonia and 400 cc of water. The mixture was carefully warmed on a steam bath and an exothermic reaction ensured, at which point the β-S-thiuronium ethanesulfonate passed into solution. After standing for two hours at room temperature, the solution was concentrated until all of the excess ammonia had been removed.
The resultant clear solution from the ammonolysis reaction was processed through "Amberlite IR-120" ion exchange resin and converted into β-Smercaptoethanesulfonic acid in 93.7% yield (based on β-S-thiuronium ethanesulfonate).
It is expedient not to heat the reaction mixture rapidly since this increases the loss of ammonia and effects an incomplete reaction. Heating the mixture too rapidly may retard the ammonolysis reaction entirely. The amount of ammonia used is considered to be a satisfactory minimum and larger quantities of ammonia are not found to have any beneficial effect on the reaction. It is also expedient to remove the excess ammonia before processing the guanidinium β-mercaptoethanesulfonate solution through the ion exchange resin since the resin will also remove the ammonia with the result that the capacity of the resin for the exchange of guanidinium ions will be reduced.
Although the preparation of β-mercaptoethanesulfonic acid through the ammonolysis reaction is the preferred method, it is also possible to prepare the sulfonic acid by the sodium hydroxide hydrolysis of β-S-thiuronium ethanesulfonate followed by the ion exchange treatment. The resulting acid,
however, is generally not as satisfactory as that prepared by the ammonolysis
reaction.
Therapeutic Function
Mucolytic
Synthesis Reference(s)
Journal of the American Chemical Society, 77, p. 6231, 1955 DOI: 10.1021/ja01628a052
2-Mercaptoethanesulfonic acid Preparation Products And Raw materials
2-Mercaptoethanesulfonic acid Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
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| Jinan Sanbao Biotechnology Co., Ltd. | 13854185395; 13854185395 | sanbaobiotech@126.com | China | 7955 | 58 |