5398-77-6

Usage

Uses

Used in Pharmaceutical Industry:
4-Methylsulphonyl benzaldehyde is used as an intermediate in the synthesis of various pharmaceutical compounds, specifically for the preparation of arylidene-thiazolidinedione derivatives. These derivatives are known to be effective in the treatment of type 2 diabetes, a chronic metabolic disorder characterized by high blood sugar levels due to insulin resistance or insufficient insulin production.
4-Methylsulphonyl benzaldehyde's unique chemical structure allows it to be a valuable building block in the development of new drugs targeting type 2 diabetes, potentially leading to improved treatment options and better management of the disease. Its use in the pharmaceutical industry highlights the importance of organic chemistry in the discovery and synthesis of novel therapeutic agents.

InChI:InChI=1/C8H8O3S/c1-12(10,11)8-4-2-7(6-9)3-5-8/h2-6H,1H3

Upstream product

• 100118-64-7 1-diacetoxymethyl-4-methanesulfonyl-benzene 
• 22821-76-7 4-(methylsulfonyl)benzonitrile 
• 53606-06-7 4-(methylsulfonyl)benzyl bromide 
• 20277-69-4 sodium methansulfinate 
• 459-57-4 4-fluorobenzaldehyde 
• 3185-99-7 Methyl p-tolyl sulfone 
• 3446-89-7 4-(Methylthio)benzaldehyde 
• 3446-90-0 4-(methylthio)benzyl alcohol 
• 22821-77-8 p-methylsulfonylbenzyl alcohol 
• 623-13-2 4-methylphenyl methylsulfide 
• 22821-80-3 N-(4-methanesulfonylphenyl)acetamide 
• 104-88-1 4-chlorobenzaldehyde 
• 7722-84-1 dihydrogen peroxide 
• 31925-27-6 DL-threo-p-methylsulfonylphenylserine ethyl ester 

Downstream Products

• 106473-58-9 isonicotinic acid-(4-methanesulfonyl-benzylidenehydrazide) 
• 108621-73-4 methyl-(4'-nitro-trans-stilben-4-yl)-sulfone 
• 41917-86-6 trans-4-(methylsulfonyl)cinnamaldehyde 
• 31925-26-5 threo-2-amino-3-hydroxy-3-(4-(methylsulfonyl)phenyl)propanoic acid 
• 101090-03-3 benzyl-(4-methanesulfonyl-benzyliden)-amine 
• 102654-34-2 2-(4-methanesulfonyl-phenyl)-[1,3]oxathiolane 
• 92286-58-3 5-(4-methanesulfonyl-benzylidene)-2-thioxo-thiazolidin-4-one 
• 15452-52-5 1-methanesulfonyl-4-(2-nitro-propenyl)-benzene 
• 92331-65-2 (2-Isobutyloxy-aethyl)-(4-methylsulfonyl-benzyl)-amin 
• 22821-77-8 p-methylsulfonylbenzyl alcohol 
• 92244-31-0 (2-Hydroxy-aethyl)-(4-methylsulfon-benzyl)-amin 
• 92723-19-8 N-(3-Methoxy-propyl)-N-(4-methylsulfonyl-benzyl)-amin 
• 72739-48-1 4-Hydroxy-3-[(E)-3-(4-methanesulfonyl-phenyl)-acryloyl]-benzoic acid 
• 123760-60-1 (S)-2-(4-Methanesulfonyl-benzylamino)-3-phenyl-propionic acid 

Relevant academic research and scientific papers

Synthesis and Biological Evaluation of 1,3,5-Trisubstituted 2-Pyrazolines as Novel Cyclooxygenase-2 Inhibitors with Antiproliferative Activity

A new series of 1,3,5-trisubstituted 2-pyrazolines for the inhibition of cyclooxygenase-2 (COX-2) were synthesized. The designed structures include a COX-2 pharmacophore SO2CH3 at the para-position of the phenyl ring located at C-5 of a pyrazoline scaffold. The synthesized compounds were tested for in vitro COX-1/COX-2 inhibition and cell toxicity against human colorectal adenocarcinoma cell lines HT-29. The lead compound (4-chlorophenyl){5-[4-(methanesulfonyl)phenyl]-3-phenyl-4,5-dihydro-1H-pyrazol-1-yl}methanone (16) showed significant COX-2 inhibition (IC50=0.05±0.01 μM), and antiproliferative activity (IC50=5.46±4.71 μM). Molecular docking studies showed that new pyrazoline-based compounds interact via multiple hydrophobic and hydrogen-bond interactions with key binding site residues of the COX-2 enzyme.

4CzIPN catalyzed photochemical oxidation of benzylic alcohols

A green photoredox oxidation of benzylic primary and secondary alcohols to aldehydes and ketones with air as an oxidant was reported. The oxidation shows broad substrate scope and excellent selectivity over benzylic alcohols to the aliphatic alcohols. Further mechanistic studies revealed a quinuclidine mediated HAT process, and blue LEDs promoted 4CzlPN (1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene) photoredox cycle were involved in our oxidation.

COMPOSITES, METHODS AND USES THEREOF

The present invention relates, in general terms, to methods of catalysing a reaction, including the steps of contacting a chemical entity comprising a sulphide moiety with a composite and an oxidant. The composite acts as a heterogeneous catalyst to oxidise the sulphide moiety. The present invention also relates to composites, methods of synthesising the composites and its use as a catalyst thereof.

Preparation method of p-methylsulfonyl benzaldehyde

The invention relates to a preparation method of p-methylsulfonyl benzaldehyde, and solves the technical problems that the existing preparation method is unreasonable, high in raw material toxicity, complex in operation, high in cost, high in three-waste yield, low in yield and unsuitable for industrial product. The preparation method of p-methylsulfonyl benzaldehyde takes p-nitroformaldehyde as a raw material and sodium sulfide as a reducing agent, and the preparation method comprises the following steps: carrying out a reduction reaction under an alkaline condition to generate p-aminobenzaldehyde, dropwise adding sodium methyl mercaptide into the p-aminobenzaldehyde in the presence of hydrochloric acid and sodium nitrite, carrying out a diazo reaction and a substitution reaction to generate p-methylthiobenzaldehyde, and oxidizing the p-methylthiobenzaldehyde by using hydrogen peroxide under an acidic condition to obtain the p-methylsulfonyl benzaldehyde. The method can be widely applied to the technical field of veterinary drug and medicine raw material medicine synthesis.

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.

Flow Electrosynthesis of Sulfoxides, Sulfones, and Sulfoximines without Supporting Electrolytes

An efficient electrochemical flow process for the selective oxidation of sulfides to sulfoxides and sulfones and of sulfoxides toN-cyanosulfoximines has been developed. In total, 69 examples of sulfoxides, sulfones, andN-cyanosulfoximines have been synthesized in good to excellent yields and with high current efficiencies. The synthesis was assisted and facilitated through a supporting electrolyte-free, fully automated electrochemical protocol that highlights the advantages of flow electrolysis.

Synthesis of new Zn (II) complexes for photo decomposition of organic dye pollutants, industrial wastewater and photo-oxidation of methyl arenes under visible-light

Synthesis of new Schiff's base Zn-complexes for photo-oxidation of methyl arenes and xylenes are reported under visible light irradiation conditions. All the synthesized new ligands and Zn-complexes are thoroughly characterized with various spectral analyses and confirmed as 1:1 ratio of Zn and ligand with distorted octahedral structure. The bandgap energies of the ligands are higher than its Zn-complexes. These synthesized new Zn(II) complexes are used for the photo-fragmentation of organic dye pollutants, photodegradation of food industrial wastewater and oxidation of methyl arenes which are converted into its respective aldehydes with moderate yields under visible light irradiation. The photooxidation reaction dependency on the intensity of the visible light was also studied. With the increase in the dosage of photocatalyst, the methyl groups are oxidized to get aldehydes and mono acid products, which are also identified from LC-MS data. Finally, [Zn(PPMHT)Cl] is with better efficiency than [Zn(PTHMT)Cl] and [Zn(MIMHPT)Cl] for oxidation of methyl arenes is reported under visible-light-driven conditions.

Palladium-Catalyzed Reductive Carbonylation of (Hetero) Aryl Halides and Triflates Using Cobalt Carbonyl as CO Source

An efficient protocol for the reductive carbonylation of (hetero) aryl halides and triflates under CO gas-free conditions using Pd/Co2(CO)8 and triethylsilane has been developed. The mild reaction conditions, enhanced chemoselectivity and, easy access to heterocyclic and vinyl carboxaldehydes highlights its importance in organic synthesis.

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.

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.