102016-58-0

Usage

Uses

Used in Polymer Production:
3-[4-(METHYLSULFANYL)PHENYL]ACRYLIC ACID is used as a monomer in the production of polymers for its ability to contribute to the formation of polymers with specific properties, such as enhanced stability and reactivity due to the presence of the methylsulfanyl group.
Used in Adhesive Formulation:
In the adhesive industry, 3-[4-(METHYLSULFANYL)PHENYL]ACRYLIC ACID is used as a key component in formulating adhesives that offer improved bonding strength and durability, leveraging its reactive acrylate moiety and the unique characteristics of the methylsulfanyl group.
Used in Coating Development:
3-[4-(METHYLSULFANYL)PHENYL]ACRYLIC ACID is utilized in the development of coatings, where it serves to enhance the performance of the coating by providing properties such as increased resistance to environmental factors and improved adhesion to various substrates.
Used in Medicinal Chemistry:
3-[4-(METHYLSULFANYL)PHENYL]ACRYLIC ACID is used as a building block in medicinal chemistry for the synthesis of pharmaceuticals, capitalizing on its unique structure to create new compounds with potential therapeutic applications.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, 3-[4-(METHYLSULFANYL)PHENYL]ACRYLIC ACID is employed as an intermediate in the synthesis of various drugs, taking advantage of its reactive sites and the versatility of its chemical structure to produce a range of medicinal compounds.

InChI:InChI=1/C10H10O2S/c1-13-9-5-2-8(3-6-9)4-7-10(11)12/h2-7H,1H3,(H,11,12)/b7-4+

Upstream product

• 141-82-2 malonic acid 
• 3446-89-7 4-(Methylthio)benzaldehyde 
• 79-10-7 acrylic acid 
• 138485-81-1 3-(4-(methylmercapto)phenyl)propionic acid 

Downstream Products

• 57259-96-8 1-[3-(4-methylsulfanyl-phenyl)-acryloyl]-4-(4-oxo-5-phenyl-4,5-dihydro-oxazol-2-yl)-piperazine 
• 1421606-76-9 (E)-4-ethoxy-8-methoxy-N-(4-(methylthio)styryl)quinoline-2-carboxamide 
• 1421606-72-5 (E)-8-chloro-4-ethoxy-N-(4-(methylthio)styryl)quinoline-2-carboxamide 
• 1421606-68-9 (E)-4-methoxy-N-(4-(methylthio)styryl)quinoline-2-carboxamide 
• 1421606-38-3 (E)-(4-(2-iodovinyl)phenyl)(methyl)sulfane 
• 116174-33-5 4-(4-methylsulfanyl-phenyl)butyric acid 
• 59209-70-0 4-(methylthio)benzenepropanol 
• 123392-44-9 methyl 3-[4-(methylthio)phenyl]propanoate 
• 1057678-77-9 (4-(3-bromopropyl)phenyl)(methyl)sulfane 
• 138485-81-1 3-(4-(methylmercapto)phenyl)propionic acid 
• 66432-20-0 C₁₀H₁₁NOS 

Relevant academic research and scientific papers

Dual Nickel/Ruthenium Strategy for Photoinduced Decarboxylative Cross-Coupling of α,β-Unsaturated Carboxylic Acids with Cycloketone Oxime Esters

Herein, a dual nickel/ruthenium strategy is developed for photoinduced decarboxylative cross-coupling between α,β-unsaturated carboxylic acids and cycloketone oxime esters. The reaction mechanism is distinct from previous photoinduced decarboxylation of α,β-unsaturated carboxylic acids. This reaction might proceed through a nickelacyclopropane intermediate. The C(sp2)-C(sp3) bond constructed by the aforementioned reaction provides an efficient approach to obtaining various cyanoalkyl alkenes, which are synthetically valuable organic skeletons in organic and medicinal chemistry, under mild reaction conditions. The protocol tolerates many critical functional groups and provides a route for the modification of complex organic molecules.

Evaluation of the efficiency of the photocatalytic one-electron oxidation reaction of aromatic compounds adsorbed on a TiO2 surface

The TiO2 photocatalytic one-electron oxidation mechanism of aromatic sulfides with a methylene bridging group (-(CH2) n-, n = 0-4) between the 4-(methylthio)phenyl chromophore and the carboxylate binding group on the surfa

Ligand-controlled divergent dehydrogenative reactions of carboxylic acids via C–H activation

Dehydrogenative transformations of alkyl chains to alkenes through methylene carbon-hydrogen (C–H) activation remain a substantial challenge. We report two classes of pyridine-pyridone ligands that enable divergent dehydrogenation reactions through palladium-catalyzed b-methylene C–H activation of carboxylic acids, leading to the direct syntheses of a,b-unsaturated carboxylic acids or g-alkylidene butenolides. The directed nature of this pair of reactions allows chemoselective dehydrogenation of carboxylic acids in the presence of other enolizable functionalities such as ketones, providing chemoselectivity that is not possible by means of existing carbonyl desaturation protocols. Product inhibition is overcome through ligand-promoted preferential activation of C(sp3)–H bonds rather than C(sp2)–H bonds or a sequence of dehydrogenation and vinyl C–H alkynylation. The dehydrogenation reaction is compatible with molecular oxygen as the terminal oxidant.

Palladium(II)-Catalyzed Oxidative Decarboxylative [2 + 2 + 1] Annulation of Cinnamic Acids with Alkynes: Access to Polysubstituted Pentafulvenes

An unprecedented palladium(II)-catalyzed oxidative decarboxylative [2 + 2 + 1] annulation of cinnamic acids with alkynes has been developed for the synthesis of polysubstituted pentafulvenes. Ag2CO3 and DMSO are essential for the reaction. This protocol features readily available starting materials, a wide substrate scope, and moderate to excellent yields. Moreover, various significant frameworks can be easily obtained from the late-stage transformations of pentafulvenes via oxidation, reduction, and Scholl-type reaction.

N-Hydroxybenzimidazole inhibitors of ExsA MAR transcription factor in Pseudomonas aeruginosa: In vitro anti-virulence activity and metabolic stability

ExsA is a multiple adaptational response (MAR) transcription factor, regulating the expression of a virulence determinant, the type III secretion system (T3SS) in Pseudomonas aeruginosa. Non-cytotoxic, non-antibacterial N-hydroxybenzimidazoles were identified as effective inhibitors of ExsA-DNA binding, and their potential utility as anti-virulence agents for P. aeruginosa was demonstrated in a whole cell assay. Select N-hydroxybenzimidazole inhibitors were stable in an in vitro human liver microsomal assay.

Antimalarials. Synthesis and antimalarial activity of 1 (4 methoxycinnamoyl) 4 (5 phenyl 4 oxo 2 oxazolin 2 yl)piperazine and derivatives

The preparation and activity against Plasmodium berghei of derivatives of 1 (4 methoxycinnamoyl) 4 (5 phenyl 4 oxo 2 oxazolin 2 yl)piperazine are described. Replacement of the cinnamoyl group was accomplished by acylation or alkylation of 1 (5 phenyl 4 oxo 2 oxazolin 2 yl)piperazine. Modifications of the 5 phenyl group were prepared either by a sequence of reactions involving mandelic ester pemoline piperazine pemoline or by the reaction of 5 aryl 2 thio 2,4 oxazolidinedione with piperazine or N substituted piperazines. In a similar manner, pemoline was allowed to react with N arylpiperazine, hexahydro 1H 1,4 diazepine, and 2,6 dimethylpiperazine to provide N arylpiperazine pemoline derivatives and variations in the piperazine moiety. Several compounds in which the 2 oxazolin 4 one ring was replaced with other heterocyclic rings were prepared as were several open chain analogs. Five compounds (three of them substituted in the para position of the 5 phenyl group and two N arylpiperazine pemoline derivatives) were found to be active against Plasmodium berghei. The remaining active compound possessed changes in the cinnamoyl group and substitution on the 5 phenyl group.