3753-27-3

Usage

Uses

Used in Horticulture:
Sodium toluene-4-thiosulphonate is used as a growth regulator for improving fruit set and yield in various crops. It achieves this by inhibiting the synthesis of ethylene, thereby controlling the development and maturation of fruits and enhancing overall crop yields. It is applied as a spray to the flowers or fruit clusters of plants, where it can be absorbed and influence the hormonal balance within the plant. STS is considered a safe and effective method when proper handling and application procedures are followed.

InChI:InChI=1/C7H8O2S2.Na/c1-6-2-4-7(5-3-6)11(8,9)10;/h2-5H,1H3,(H,8,9,10);/q;+1/p-1

Upstream product

• 98-59-9 p-toluenesulfonyl chloride 
• 824-79-3 sodium 4-methylbenzenesulfinate 

Downstream Products

• 4010-05-3 1,4-bis(p-toluenesulfonylthio)butane 
• 2225-22-1 1-toluene-4-thiosulfonic acid S-(6-toluene-4-sulfonylsulfanyl) hexyl ester 
• 16601-02-8 S-benzyl 4-methylbenzenethiosulfonate 
• 2225-21-0 1,10-Bis-p-toluolsulfonylthio-decan 
• 3866-79-3 1,3-bis(p-toluenesulfonylthio)propane 
• 4973-66-4 methyl thiotosylate 
• 1855-05-6 1,2-Bis(p-tolylsulfonylthiomethyl)benzene 
• 105456-43-7 sodium 2-(p-toluenesulfonylthio)ethanesulfinate 
• 53291-31-9 4-Methylbenzolthiosulfonsaeure-S-isopropylester 
• 133795-31-0 4,8-dimethyl-3(E),7-nonadienyl 4'-methylbenzenethiosulfonate 
• 28519-32-6 4-Methylbenzolthiosulfonsaeure-S-hexylester 
• 132102-85-3 4,4'-dimethyldiphenylmethyl p-toluenethiosulfonate 
• 101544-06-3 S-<2-(benzylsulfinyl)ethyl> p-toluenethiosulfonate 
• 79899-36-8 2-(3-chloropropyl)-5-chloropentyl p-toluenethiolsulfonate 

Relevant academic research and scientific papers

Transition-Metal-Free Synthesis of Unsymmetrical Disulfides via Three-Component Reaction of Thiosulfonates, Thiourea and Alkyl halides

A transition-metal-free approach to synthesize unsymmetrical disulfides is reported that relies on a K2CO3-promoted one-pot reaction of thiosulfonates, thiourea and alkyl halides under mild conditions. The protocol tolerates a wide range of substrates, leading to various types of unsymmetrical disulfides in moderate to excellent yields. More importantly, the late-stage modification of natural products and drug molecules was also achieved. (Figure presented.).

Diastereoselective Synthesis of Z-Alkenyl Disulfides from α-Thiophosphorylated Ketones and Thiosulfonates

We developed a simple and efficient method for the synthesis of functionalized unsymmetrical Z-alkenyl disulfides under mild conditions in moderate to good yields. The designed method is based on the reaction of α-thiophosphorylated carbonyl compounds with thiotosylates in the presence of a base. The developed method allows the preparation of unsymmetrical Z-alkenyl disulfides bearing additional hydroxy, carboxy, or ester functionalities. (Figure presented.).

Cs2CO3-Mediated Vicinal Thiosulfonylation of 1,1-Dibromo-1-Alkenes with Thiosulfonates: An Expedient Synthesis of (E)-1,2-Thiosulfonylethenes

A new and highly efficient vicinal thiosulfonylation of 1,1-dibromo-1-alkenes with thiosulfonates in the presence of cesium carbonate has been developed. The metal-free diheterofunctionalization is an operationally simple to access a wide range of (E)-1,2-thiosulfonylethenes (α-aryl-β-thioarylvinyl sulfones) in moderate to high yields with high levels of stereoselectivities. Further, scalable reactions have been demonstrated for this transformation, thus illustrating its efficiency and practicality. (Figure presented.).

Convenient and Efficient Diastereoselective Preparation of Functionalized Z-Alkenyl Sulfides

We have developed an efficient and convenient regio- and stereoselective reduction of the alkynyl sulfides with pinacolborane in the presence of copper(I) chloride to produce (Z)-alkenyl sulfides in good and very good yields. The functionalized alkynyl sulfides are readily available based on the reaction of lithium acetylides with thiotosylates under mild conditions.

EIF4A-INHIBITING COMPOUNDS AND METHODS RELATED THERETO

The present invention provides synthesis, pharmaceutically acceptable formulations and uses of compounds in accordance with Formula I, or a stereoisomer, tautomer or pharmaceutically acceptable salt thereof. For Formula I compounds X, Y, R1, R2, R3a, R3b, R4a, R4b and R5 are as defined in the specification. The inventive Formula I compounds are inhibitors of eIF4A and find utility in any number of therapeutic applications, including but not limited to treatment of inflammation and various cancers.

Alkynyl Thioethers in Gold-Catalyzed Annulations To Form Oxazoles

Non-oxidative, regioselective, and convergent access to densely functionalized oxazoles is realized in a functional-group tolerant manner using alkynyl thioethers. Sulfur-terminated alkynes provide access to reactivity previously requiring strong donor-substituted alkynes such as ynamides. Sulfur does not act in an analogous donor fashion in this gold-catalyzed reaction, thus leading to complementary regioselective outcomes and addressing the limitations of using ynamides.

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.

Carbonic anhydrase inhibitors. Part 37. Novel classes of isozyme I and II inhibitors and their mechanism of action. Kinetic and spectroscopic investigations on native and cobalt-substituted enzymes

The interaction of Zn(II)- and Co(II)-carbonic anhydrase (CA) with a series of compounds possessing moieties resembling the aromatic sulfonamides, such as sulfamide, sulfamic acid, N-substituted aromatic sulfonamides, sulfenamides, sulfinic and seleninic acids, was investigated using kinetic and spectroscopic techniques. All these compounds inhibit the hydrasic and esterasic activity of the enzyme. Their binding within the active site of isozymes I and II is discussed on the basis of modifications of electronic and 1H-NMR spectra of their adducts with the Co(II) enzyme. Some of these compounds represent novel classes of CA inhibitors, possessing equal or stronger potencies than the prototypical inhibitors, the unsubstituted sulfonamides. Qualitative structure-activity correlations are discussed.

Benzopentathiepin as Sulfurization Reagent. Novel Synthesis of Thiosulfonates from Sulfinates

Sodium alkane- and arenesulfinates were readily sulfurized with benzopentathiepin in usual organic solvents at room temperature to give corresponding thiosulfonates in good yields.