1950-85-2

Usage

Uses

Used in Organic Synthesis:
Sodium methanethiosulphonate is used as a reagent in organic synthesis for its ability to facilitate various chemical reactions. It is particularly useful in the formation of thiol-containing compounds, which are essential in the development of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, sodium methanethiosulphonate is used as a building block for the synthesis of therapeutic agents. Its unique chemical properties allow for the creation of novel drug candidates with potential applications in treating various diseases and medical conditions.
Used in Chemical Research:
Sodium methanethiosulphonate is also utilized in chemical research as a tool to study the properties and behavior of thiol-containing compounds. It can be employed in the development of new methodologies and techniques for the synthesis and modification of thiols, which are important in various fields of chemistry.
Used in Material Science:
In the field of material science, sodium methanethiosulphonate can be used as a precursor for the development of new materials with unique properties. Its ability to form thiol-containing compounds can contribute to the creation of materials with enhanced stability, reactivity, or other desirable characteristics.
Overall, sodium methanethiosulphonate is a versatile compound with a wide range of applications in various industries, including organic synthesis, pharmaceuticals, chemical research, and material science. Its unique chemical properties and reactivity make it a valuable asset in the development of new compounds and materials with potential applications in various fields.

Purification Methods

Recrystallise the salt from H2O (plates as monohydrate) or MeOH. The potassium salt crystallises from H2O, EtOH or MeOH (thick plates) with m 201-202o [Foss Acta Chem Scand 10 868 1956]. The S-benzylisothiouronium salt has m 141-142o (from EtOH) [Kurzer & Powell J Chem Soc 3733 1952]. [Beilstein 4 IV 31.]

InChI:InChI=1/CH4O2S2.Na/c1-5(2,3)4;/h1H3,(H,2,3,4);/q;+1/p-1/rCH3NaO2S2/c1-6(3,4)5-2/h1H3

Upstream product

• 20277-69-4 sodium methansulfinate 
• 124-63-0 methanesulfonyl chloride 
• 2386-57-4 methanesulfonic acid sodium salt 

Downstream Products

• 55-99-2 1,4-butanediyl bismethanethiosulfonate 
• 3948-46-7 1,4-bis(methanesulfonylthiomethyl)benzene 
• 56-00-8 Methanthiosulfonsaeure-S-bis-(1,5-pentyl)ester 
• 56-01-9 S,S'-hexamethylene-bis(methanethiosulphonate) 
• 91774-25-3 2-(trimethylammonium)ethyl methanethiosulfonate bromide 
• 56-02-0 1,10-Bis-methansulfonylthio-decan 
• 55-95-8 Methanthiosulfonsaeure-S-diaethylenester 
• 55-96-9 Methanthiosulfonsaeure-S-bis-(1,3-propyl)ester 
• 7559-62-8 S-benzyl methanethiosulfonate 
• 215956-55-1 4-bromo-2,2,5,5-tetramethyl-3-(methylsulfonylthiomethyl)-2,5-dihydro-1H-pyrrol-1-yloxyl radical 
• 229621-21-0 2,5-Dihydro-3,4-bis(methanesulfonylthiomethyl)-2,2,5,5-tetramethyl-1H-pyrrol-1-yloxyl radical 
• 229621-30-1 trans-3,4-Bis(methanesulfonylthiomethyl)-2,2,5,5-tetramethylpyrrolidin-1-yloxyl radical 

Relevant academic research and scientific papers

A trisulfide-linked glycoprotein

The first member of a novel class of chemoselective reagents, glycosyl methanedithiosulfonates, has been synthesized, identified and employed in the first examples of chemical, site-selective construction of a trisulfide-modified protein with complete conversion. The Royal Society of Chemistry.

Sodium thiosulfonate salts: Molecular and supramolecular structural features and solution radiolytic properties

Three sodium thiosulfonate salts, NaMeS2O2· H2O, NaPhS2O2 and NaMeC6H 4S2O2 have been prepared by the direct reaction of the sodium sulfinate salts with elemental sulfur, a clean, benign route that produces no by-products. The structures of the phenyl (which crystallised as a hydrate, NaPhS2O2·1.5H2O) and p-tolyl compounds were determined by X-ray crystallography. For the p-tolyl derivative, NaMeC6H4S2O2, the unexpected coordination of the pendant sulfur atom was found, a feature not reported previously for thiosulfonate salts, and observed only in two of the more common thiosulfate salts. Intermolecular CH/π interactions are postulated to contribute to the driving force of sulfur coordination, otherwise a different orientation of the aromatic rings would be expected. For NaPhS2O 2·1.5H2O, the water ligands and thiosulfonate anions each contribute three oxygen atoms to form a NaO6 coordination sphere. The thiosulfonate and water oxygens bridge to other sodium atoms forming a three-dimensional layer structure consisting of sheets of NaPhS 2O2·1.5H2O with a hydrophilic interior layer, comprising the sodium ions, water ligands and -S2O 2- groups, and a hydrophobic exterior formed by the phenyl substituent. The structure is further stabilised by an extensive H-bonding network between the ligated water and the non-coordinating thiosulfonate sulfur atom forming part of the hydrophilic layer and by weak intermolecular edge-to-face CH/π interactions between the sheets. Investigation of the radical chemistry of the three salts using pulse radiolysis indicated that oxidation of NaMeS2O2·H2O involves formation of a sulfur-centred radical rather than hydrogen abstraction from the methyl substituent, whereas oxidation of the aromatic ring is the preferred pathway for the phenyl and p-tolyl derivatives.

PROSTAGLANDIN PHARMACEUTICAL COMPOSITIONS

The present invention relates to new prostaglandin derivatives having improved pharmacological activity and enhanced tolerability. They can be employed for the treatment of glaucoma and ocular hypertension.

Coating Surfaces

Disclosed is a method of attaching, indirectly, a member of a specific binding pair (or sbp) to a surface, the method comprising the steps of: (a) contacting the surface with a solution, preferably an aqueous solution, of a polymer, having side chains according to the formula X-Y-Z-R, wherein X is a spacer group; Y is a sulphur, selenium or tellurium atom; Z is a sulphur, selenium or tellurium atom, any of which may be bonded to one or two oxygen atoms; and wherein R is any suitable moiety such that -Z-R constitutes a leaving group; such that at least some of the -Z-R groups are displaced and the polymer becomes bound to the surface by X-Y groups; and (b) contacting a polymer-coated surface resulting from step (a) with a solution, preferably an aqueous solution, comprising an sbp member, so as to cause the polymer to react with the sbp member, so as to attach the sbp member, indirectly, to the surface.

Interactions of aromatic mannosyl disulfide derivatives with Concanavalin A: synthesis, thermodynamic and NMR spectroscopy studies

α-d-Mannopyranosyl units were attached to an aromatic scaffold through disulfide linkages to obtain mono- to trivalent glycosylated ligands for lectin binding studies. Isothermal titration calorimetric (ITC) measurements indicated that binding affinities of these derivatives to Concanavalin A (Con A) were comparable to or slightly higher than that of methyl α-d-mannopyranoside (Ka values in the range of 104 M-1). The stoichiometries of the lectin-ligand complexes were in agreement with the formal valencies (1-3) of the respective ligands indicating cross-linking in interactions with the di- and trivalent derivatives. Multivalency effects could not, however, be observed with the latter. These ligands were shown to bind to the carbohydrate binding site of Con A using saturation transfer difference (STD) NMR competition experiments.

Efficient synthesis of methanesulphonate-derived lipid chains for attachment of proteins to lipid membranes

We have developed an easy and flexible synthetic methodology to obtain lipid chains containing methanothiosulfonate terminal groups with the aim to attach them to natural proteins as functional groups. There are many proteins found in nature that are modified by lipids, and this is a key part of their function. For example, the prion protein is attached to the plasma membrane via a glycosylphosphatidylinositol (GPI) anchor, and this protein is thought to be the causative agent in diseases such as bovine spongiform encephalopathy (BSE; "mad cow disease") and the human equivalent Creutzfeldt-Jakob disease. However, production of large amounts of protein in bacteria results in proteins that lack these lipid modifications. The lipid chains containing methanothiosulfonate terminal groups that we have synthesized here can be attached to these proteins through the thiol contained in the side chain of the cysteine residue, which can be incorporated into the protein sequence at the desired position. Copyright Taylor & Francis Group, LLC.

Cardiovascular agents

The present invention relates to novel compounds that are derivatives of angiotensin receptor blocker (ARB) that comprise in their formula a polysulfurated group and that are useful for treating cardio-vascular diseases, such as hypertension, ischemic heart disease, atherosclerosis, metabolic syndrome, etc. also in combination with other cardiovascular agents.

5-Fluorouracil derivatives and their use for the treatment of cancer

The present invention relates to 5-fluoropyrimidine compounds of formula I that are useful for preventing, treating or reducing tumoral diseases and pathological conditions involving various cancer forms.

PROSTAGLANDIN PHARMACEUTICAL COMPOSITIONS

The present invention relates to new prostaglandin derivatives having improved pharmacological activity and enhanced tolerability. They can be employed for the treatment of glaucoma and ocular hypertension.

Anti-inflammatory agents

The present invention relates to novel thiosulfonates derivatives. The present invention also provides methods for preventing, treating and/or reducing inflammation-associated diseases in the cardiovascular, connective tissue, pulmonary, gastrointestinal, respiratory, urogenital, nervous or cutaneous systems as well as infective and tumoral diseases employing said compounds.