4052-30-6

Usage

Uses

Used in Pharmaceutical Industry:
4-Methylsulphonylbenzoic acid is used as an intermediate in the synthesis of various pharmaceutical compounds. Its unique chemical structure allows it to be a versatile building block for the development of new drugs with potential applications in treating various diseases.
Used in Chemical Synthesis:
In the chemical industry, 4-Methylsulphonylbenzoic acid is used as a key intermediate for the production of other organic compounds. Its reactivity and functional groups make it a valuable component in the synthesis of various specialty chemicals, including dyes, agrochemicals, and other fine chemicals.
Used in Material Science:
4-Methylsulphonylbenzoic acid can be utilized in the development of novel materials with specific properties. Its incorporation into polymers or other materials can lead to enhanced thermal stability, mechanical strength, or other desirable characteristics, depending on the application.
Used in Research and Development:
Due to its unique chemical properties, 4-Methylsulphonylbenzoic acid is also used in research and development for studying various chemical reactions and exploring new synthetic pathways. It can serve as a model compound for understanding the behavior of similar molecules in different chemical environments.

InChI:InChI=1/C8H8O4S/c1-13(11,12)7-4-2-6(3-5-7)8(9)10/h2-5H,1H3,(H,9,10)/p-1

Upstream product

• 3185-99-7 Methyl p-tolyl sulfone 
• 25888-99-7 1-(4-(methylsulfonyl)phenyl)ethan-1-ol 
• 1778-09-2 4-(Methylthio)acetophenone 
• 104-96-1 4-methylsulfanylaniline 
• 21382-98-9 p-cyanophenyl methyl sulfide 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 710-24-7 4-acetamidobenzenesulfinic acid 
• 5470-49-5 4-methanesulfonylphenylamine 
• 22821-80-3 N-(4-methanesulfonylphenyl)acetamide 
• 3446-90-0 4-(methylthio)benzyl alcohol 
• 3446-89-7 4-(Methylthio)benzaldehyde 
• 10130-89-9 p-carboxyphenylsulfonyl chloride 
• 79-11-8 chloroacetic acid 
• 4144-18-7 4-Methylsulfon-β-methyl-zimtsaeure-methylester 

Downstream Products

• 22821-70-1 methyl 4-(methanesulfonyl)benzoate 
• 22821-76-7 4-(methylsulfonyl)benzonitrile 
• 17574-50-4 AMSO 
• 857488-42-7 benzenesulfonyl-(4-methanesulfonyl-benzoyl)-amine 
• 4461-38-5 4-(methylsulfonyl)benzamide 
• 40913-92-6 4-methylsulfonylbenzoyl chloride 
• 95420-32-9 2-(4-(methylsulfonyl)phenyl)-3H-imidazo[4,5-b]pyridine 
• 93669-19-3 N-(3-Imidazol-1-yl-propyl)-4-methanesulfonyl-benzamide 
• 143426-39-5 2-<4-(Methylsulfonyl)phenyl>-1,3-benzimidazol 
• 22821-77-8 p-methylsulfonylbenzyl alcohol 
• 909255-46-5 (3-amino-2,4-dimethoxy-phenyl)-(4-methanesulfonyl-phenyl)-methanone 
• 114958-29-1 4-Methanesulfonyl-benzoic acid (2R,3S,4R,5R)-5-(6-amino-purin-9-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl ester; compound with trifluoro-acetic acid 
• 199935-82-5 C₃₀H₃₆N₄O₄S 
• 872037-71-3 [1-(4-methanesulfonyl-benzoyl)-piperidin-4-yl]-carbamic acid tert-butyl ester 

Relevant academic research and scientific papers

Design, Synthesis, and Biological Evaluation of New Peptide Analogues as Selective COX-2 Inhibitors

A new class of peptide derivatives possessing SO2Me and N3 pharmacophores at the para position of a phenyl ring bound to different aromatic amino acids were synthesized based on solid-phase synthesis methodology, and evaluated as selective cyclooxygenase-2 (COX-2) inhibitors. One of the analogues, i.e., compound 2a as the representative of this series, was recognized as the highest selective COX-2 inhibitor with a COX-2 selectivity index of >500. The structure–activity relationships (SARs) acquired indicated that compound 2a containing a 4-(methylsulfonyl)benzoyl group as a pharmacophore and tyrosine as a ring bearing amino acid in the second position and glutamic acid as the C-terminal amino acid can give the essential geometry to provide selective COX-2 inhibitory activity. Antiproliferative activity of the synthesized peptides (1a–7b) was also determined against four different human cancer cell lines, including MCF-7, HepG2, A549, and HeLa. According to our results, A549, HepG2, and MCF7 seemed to be more sensitive cell lines than HeLa cells encountering these compounds, which gave inhibitory action with IC50 values from 4.8 to 64.4 μM. In this regard, compounds 3a and 2b displayed the best inhibitory activity against the cell lines. Moreover, a good correlation was observed between the antiproliferative potency and the COX-2 inhibitory activity of compounds 1a, 2a, 2b, and 5b. Such findings suggest that one of the mechanism of anticancer activity of these peptides may be through the COX-2 inhibitory action.

Pyridylidene Amide Ru Complex for Selective Oxidation in Organic Synthesis

The ruthenium(II) bis(PYA) complex 1 (PYA = p-pyridylidene amide) is a powerful catalyst for the oxidation of sulfides to sulfones, of alkenes to carbonyl compounds, and of terminal alkynes to carboxylic acids by using NaIO4 as the terminal oxidant. The catalytic system shows a broad functional group tolerance and rate differences between alkyne and sulfide oxidation that are sufficiently large to effectively achieve selective sulfide oxidation with exquisite selectivity.

Preparation method of P-methylsulfonyl benzoic acid

The invention relates to a preparation method of p-methylsulfonylbenzoic acid, and solves the technical problems of poor selectivity, serious environmental pollution, large wastewater and difficult treatment of solid waste in the traditional process, and comprises the following steps: (1) bromination. (2) Hydrolysis. (3) Alkalization. (4) Acidification and. The method is widely applied to the technical field of flame retardant synthesis.

PREPARATION OF AROMATIC CARBONYL COMPOUNDS BY CATALYTIC OXIDATION WITH MOLECULAR OXYGEN

The present invention relates to a process for the preparation of aromatic carbonyl compounds of formula I, which can be obtained through reaction of compounds of formula II with molecular oxygen in the presence of a solvent and a catalyst, which is composed of a cobalt(II) salt and N,N',N''-trihydroxyisocyanuric acid (THICA).

Selective synthesis of sulfoxides and sulfonesviacontrollable oxidation of sulfides withN-fluorobenzenesulfonimide

A practical and mild method for the switchable synthesis of sulfoxides or sulfonesviaselective oxidation of sulfides using cheapN-fluorobenzenesulfonimide (NFSI) as the oxidant has been developed. These highly chemoselective transformations were simply achieved by varying the NFSI loading with H2O as the green solvent and oxygen source without any additives. The good functional group tolerance makes the strategy valuable.

One-Pot Direct Oxidation of Primary Amines to Carboxylic Acids through Tandem ortho-Naphthoquinone-Catalyzed and TBHP-Promoted Oxidation Sequence

Biomimetic oxidation of primary amines to carboxylic acids has been developed where the copper-containing amine oxidase (CuAO)-like o-NQ-catalyzed aerobic oxidation was combined with the aldehyde dehydrogenase (ALDH)-like TBHP-mediated imine oxidation protocol. Notably, the current tandem oxidation strategy provides a new mechanistic insight into the imine intermediate and the seemingly simple TBHP-mediated oxidation pathways of imines. The developed metal-free amine oxidation protocol allows the use of molecular oxygen and TBHP, safe forms of oxidant that may appeal to the industrial application.

Nickel-catalyzed carboxylation of aryl and heteroaryl fluorosulfates using carbon dioxide

The development of efficient and practical methods to construct carboxylic acids using CO2 as a C1 synthon is of great importance. Nickel-catalyzed carboxylation of aryl fluorosulfates and heteroaryl fluorosulfates with CO2 is described, affording arene carboxylic acids with good to excellent yields under mild conditions. In addition, a one-pot phenol fluorosulfation/carboxylation is developed.

Switchable Synthesis of Aryl Sulfones and Sulfoxides through Solvent-Promoted Oxidation of Sulfides with O2/Air

A practical and switchable method for the synthesis of aryl sulfones and sulfoxides via sulfide oxidation was developed. The chemoselectivities of products were simply controlled by reaction temperature using O2/air as the terminal oxidant and oxygen source. The broad substrate scope, easy realization of gram-scale production, and the simplification of a sulfide oxidation system render the strategy attractive and valuable.

Room Temperature Carbonylation of (Hetero) Aryl Pentafluorobenzenesulfonates and Triflates using Palladium-Cobalt Bimetallic Catalyst: Dual Role of Cobalt Carbonyl

An efficient method for the carbonylation of (hetero) aryl pentafluorobenzenesulfonates and triflates under exceptionally mild conditions using palladium/dicobalt octacarbonyl [Pd/Co2(CO)8] has been developed. Besides acting as carbon monoxide (CO) source, Co2(CO)8enhances the reaction rate by accelerating the CO insertion through an in situ generated bimetallic palladium cobalt tetracarbonyl [Pd-Co(CO)4] complex. Under the optimized reaction condition, carbonylation of a wide range of activated and deactivated, as well as sterically hindered and heteroaromatic, substrates proceeded efficiently at room temperature. The high chemoselectivity and improved synthesis of biologically relevant Isoguvacine and Lazabemide intermediates highlights its scope as a valuable synthetic method. The generality of this protocol was further extended to other electrophiles (bromides, chlorides and tosylates). (Figure presented.).

Catalytic asymmetric transfer hydrogenation/dynamic kinetic resolution: an efficient synthesis of florfenicol

A robust and practical method has been developed for the synthesis of florfenicol (1) starting from commercial available 4-(methylsulfonyl) benzoic acid. The key step in this synthesis was the Ru-chloramphenicol base catalyzed asymmetric transfer hydrogenation of N-Boc α-amino-β-ketoester 5 through a dynamic kinetic resolution, which afforded the key chiral building block, anti-(2S,3S)-α-Boc-amino-β-hydroxyl ester 4, with high diastereoselectivity (92% de) and enantioselectivity (78% ee). The synthesis of a series of novel chloramphenicol base ligands L1–L10 is also included. This protocol could also be used for the asymmetric synthesis of fully synthetic analogs of florfenicol.