50397-64-3

Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
METHYL P-TOLUENESULPHONYLACETATE is used as a reagent in organic synthesis for the preparation of various pharmaceuticals and agrochemicals. Its ability to facilitate the synthesis of complex organic molecules makes it a valuable component in these industries.
Used in Chemical Processes as a Solvent:
In the chemical industry, METHYL P-TOLUENESULPHONYLACETATE serves as a solvent in various processes. Its solubility properties and stability contribute to its utility in facilitating chemical reactions.
Used in the Synthesis of Other Organic Compounds:
METHYL P-TOLUENESULPHONYLACETATE is used as a precursor for the synthesis of other organic compounds. Its reactivity and functional groups make it a suitable starting material for the creation of a range of chemical products.
Used in the Development of New Pharmaceuticals:
Due to its antimicrobial properties, METHYL P-TOLUENESULPHONYLACETATE is of interest for potential use in the development of new pharmaceuticals. Its ability to combat microbial infections could lead to the creation of novel treatments.
Used in the Development of Functional Materials:
The antioxidant properties of METHYL P-TOLUENESULPHONYLACETATE make it a candidate for the development of functional materials. Its potential to protect against oxidative damage could be harnessed in applications requiring enhanced stability or longevity.

InChI:InChI=1/C10H12O4S/c1-8-3-5-9(6-4-8)15(12,13)7-10(11)14-2/h3-6H,7H2,1-2H3

Upstream product

• 67-56-1 methanol 
• 3937-96-0 tosylacetic acid 
• 96-34-4 methyl chloroacetate 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 96-32-2 bromoacetic acid methyl ester 
• 158752-57-9 1-(2,2-Bis-ethylsulfanyl-ethenesulfonyl)-4-methyl-benzene 
• 105-39-5 chloroacetic acid ethyl ester 
• 68-12-2 N,N-dimethyl-formamide 
• 105-45-3 acetoacetic acid methyl ester 
• 106-45-6 para-thiocresol 
• 168064-94-6 1-phenylseleno-2-(p-toluenesulfonyl)ethyne 
• 13894-21-8 ethynyl p-tolyl sulfone 
• 14752-66-0 sodium p-chlorobenzenesulphinate 
• 3405-88-7 (4-chlorophenylthio)acetic acid 

Downstream Products

• 71512-24-8 2-(p-Tolylsulfonyl)-decansaeuremethylester 
• 86453-41-0 (E)-2-(Toluene-4-sulfonyl)-deca-4,9-dienoic acid methyl ester 
• 111831-48-2 5,9-Dimethyl-2-(toluene-4-sulfonyl)-decanoic acid methyl ester 
• 111831-52-8 2-(3,7-Dimethyl-octyl)-5,9-dimethyl-2-(toluene-4-sulfonyl)-decanoic acid methyl ester 
• 71512-25-9 methyl 2-(toluene-4-sulfonyl)pent-4-enoate 
• 112778-56-0 2-Allyl-2-(toluene-4-sulfonyl)-pent-4-enoic acid methyl ester 
• 121694-22-2 5,9-Dimethyl-2-(toluene-4-sulfonyl)-dec-9-enoic acid methyl ester 
• 113558-48-8 (E)-8-Methoxycarbonyloxy-2-(toluene-4-sulfonyl)-oct-6-enoic acid methyl ester 
• 113558-49-9 (E)-9-Methoxycarbonyloxy-2-(toluene-4-sulfonyl)-non-7-enoic acid methyl ester 
• 3937-96-0 tosylacetic acid 
• 147435-95-8 methyl (2E)-[(4-methylphenyl)sulfonyl]-3-phenylacrylate 
• 94143-11-0 methyl 2-(4-methylphenylsulfonyl)-3-phenylpropionate 
• 86453-11-4 methyl 2-(p-toluenesulfonyl)propanate 
• 124358-21-0 2-methyl-2-<(4-methylphenyl)sulfonyl>propanoic acid methyl ester 

Relevant academic research and scientific papers

Synthesis, characterization and antioxidant activity of bis (arylsulfonylmethyl/arylaminosulfonylmethylazolyl) pyridines

A new class of bis(arylsulfonylmethylazolyl)pyridines and bis(arylaminosulfonylmethyl-azolyl)pyridines were synthesized from the synthetic intermediates methyl arylsulfonylacetic acid hydrazide and methyl arylaminosulfonylacetic acid hydrazide adopting a green methodology-ultrasonication. All the synthesized compounds were resulted in higher yield and in shorter reaction times. The spectral parameters such as IR, 1H NMR, 13C NMR, mass and microanalyzes were used to determine the structures of all the synthesized compounds and were assayed for antioxidant activity. The bis(arylaminosulfonylmethylazolyl)pyridines showed higher radical scavenging activity than the bis(arylsulfonylmethylazolyl)pyridines. Besides, unsubstituted, and methyl substituted compounds exhibited greater activity. Among all the tested compounds 8b and 11b were identified as potential antioxidants.

Discovery and Preclinical Characterization of 3-((4-(4-Chlorophenyl)-7-fluoroquinoline-3-yl)sulfonyl)benzonitrile, a Novel Non-acetylenic Metabotropic Glutamate Receptor 5 (mGluR5) Negative Allosteric Modulator for Psychiatric Indications

Negative allosteric modulators (NAM) of metabotropic glutamate receptor 5 (mGluR5) have been implicated as a potential pharmacotherapy for a number of psychiatric diseases, including anxiety and depression. Most of the mGluR5 NAM clinical candidates can be characterized by the central acetylenic moiety that connects the terminal pharmacophores. Identification of a sulfoquinoline hit via high throughput screening (HTS) followed by optimization provided a 4-phenyl-3-aryl-sulfoquinoline lead compound with the minimal pharmacophore. Optimization of the core and aryl appendages was performed by scanning and matrix libraries synthesized by the multiple parallel synthesis approach. Biological evaluation of matrix libraries provided a number of potent, metabolically stable, and in vivo active compounds. One of these compounds, 25 showed high efficacy and safety in preclinical in vivo models; this allowed its nomination as a novel, nonacetylenic mGluR5 NAM clinical candidate. Compound 25 was advanced to first-in-man trials for the treatment of psychiatric conditions.

Discovery of 4-amino-3-arylsulfoquinolines, a novel non-acetylenic chemotype of metabotropic glutamate 5 (mGlu5) receptor negative allosteric modulators

Negative allosteric modulators of metabotropic glutamate receptor 5 (mGlu5) showed efficacy in a number of animal models of different CNS diseases including anxiety and depression. Virtually all of the compounds which reached the clinic belong to the same chemotype having an acetylenic linker that connects (hetero)cyclic moieties. Searching for new chemotypes we identified a morpholino-sulfoquinoline derivative (1) by screening our corporate compound deck. The HTS hit showed reasonable affinity and selectivity towards mGlu5 receptors, however, its inferior metabolic stability prevented its testing in?vivo. In a chemical program we aimed to improve the affinity, physicochemical properties and metabolic stability exploring three regions of the hit. Systematic variation of different amines at position 4 (region I) led to the identification of 4-methyl-piperidinyl analogues. Substituents of the quinoline core (region II) and the phenylsulfonyl moiety (region III) were mapped by parallel synthesis. Evaluation of both morpholino- and 4-methyl-piperidinyl-sulfoquinoline libraries of about 270 derivatives revealed beneficial substituent combinations in regions II and III. Blood levels of optimized 4-methyl-piperidinyl-sulfoquinolines, however, were still insufficient for robust in?vivo efficacy. Finally, introducing 4-hydoxymethyl-piperidinyl substituent to region I resulted in new sulfoquinolines with greatly improved solubility and reasonable affinity coupled with affordable metabolic stability. The most promising analogues (24 and 25) showed high blood levels and demonstrated significant efficacy in the experimental model of anxiety.

O -Iodoxybenzoic Acid (IBX)-Iodine Mediated One-Pot Deacylative Sulfonylation of 1,3-Dicarbonyl Compounds: A Synthesis of β-Carbonyl Sulfones

A combination of o-iodoxybenzoic acid (IBX) and a catalytic amount of iodine is found to promote a facile one-pot deacylative sulfonylation reaction of 1,3-dicarbonyl compounds with sodium sulfinates to yield β-carbonyl sulfones. The present method provides the target products bearing a wide variety of functional groups in one step and in good yields.

An efficient electrochemical synthesis of β-keto sulfones from sulfinates and 1,3-dicarbonyl compounds

An efficient electrochemical synthesis of β-keto sulfones from sulfinates and 1,3-dicarbonyl compounds has been developed. The present electrochemical route could afford the target products in high to excellent yields under mild conditions.

Synthesis of thiadiazoles, triazoles and oxadiazoles from sulfonyl acetic acids via a common route

A new class of five membered heterocycles, thiadiazoles, triazoles and oxadiazoles were prepared from sulfonyl acetic acids via acid hydrazides.

Sulfonyl acetic acids - Source for substituted 2-oxazolines

A new class of 2-oxazolines have been prepared from N-(2-chloroethyl) sulfonamides by base promoted cyclization with NaH in THF. All the compounds are characterized by IR and 1H NMR spectra.

Additions of Organocopper Reagents and Heteroatom Nucleophiles to l-Phenylseleno-2-(p-toluenesulfonyl)ethyne. Preparation of Vinyl and Allenic Sulfones and Formation of Michael, Anti-Michael, and Rearrangement Products

l-Phenylseleno-2-(p-toluenesulfonyl)ethyne (4) was produced nearly quantitatively from p-(toluenesulfonyl)ethyne and benzeneselenenyl chloride. It undenvent stereo- and regioselective synadditions of organocopper reagents RCu(CN)Li to the β-position of th

Solid state oxidation of aromatic sulfides to corresponding phenyl and p-tolyl sulfoxides and sulone using oxone

Phenyl and p-tolyl sulfides 1 can be selectively oxidised to the corresponding sulfoxides 2 or sulfones 3 in solid state condition using oxone. The advantages of this method are the use of cheap and safe reagents, high yield and simple operating conditions.

1-(Phenylseleno)-2-(p-toluenesulfonyl)ethyne. A Novel Acetylenic Sulfone That Undergoes Normal and Anti-Michael Nucleophilic Additions

1-(Phenylseleno)-2-(p-toluenesulfonyl)ethyne (3) was prepared from p-toluenesulfonylethyne and benzeneselenenyl chloride in the presence of triethylamine.It undergoes sequential conjugate addition and substitution of the selenium moiety with higher orded