25860-59-7

Usage

Uses

Used in Polymer and Resin Production:
2-Propenoic acid, 2-methyl-3-(4-methylphenyl)is used as a monomer in the production of polymers and resins. Its unique structure allows for the creation of materials with specific properties, such as enhanced stability and durability.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, 2-Propenoic acid, 2-methyl-3-(4-methylphenyl)is used as a key intermediate in the synthesis of various drugs. Its ability to form stable complexes with metal ions makes it a valuable component in the development of new pharmaceutical compounds.
Used in Agrochemical Production:
2-Propenoic acid, 2-methyl-3-(4-methylphenyl)is also utilized in the synthesis of agrochemicals, such as pesticides and herbicides. Its unique properties contribute to the effectiveness and stability of these products, ensuring their performance in agricultural applications.
Used in Photochemistry and Photophysics:
Due to its unique electronic and optical properties, 2-Propenoic acid, 2-methyl-3-(4-methylphenyl)has potential applications in the field of photochemistry and photophysics. It can be used in the development of new materials and technologies that leverage light-induced processes for various applications, such as solar energy conversion and advanced imaging techniques.

Upstream product

• 143165-01-9 methyl 2-(acetoxy(4-methylphenyl)methyl)acrylate 
• 139413-76-6 methyl (2Z)-2-(bromomethyl)-3-(4-methylphenyl)prop-2-enoate 
• 119346-67-7 ethyl (E)-2-methyl-3-(p-tolyl)acrylate 
• 115240-91-0 methyl 2-((hydroxy)(4-methylphenyl)methyl)prop-2-enoate 
• 104-87-0 4-methyl-benzaldehyde 
• 1367876-24-1 [(Z)-2-methoxycarbonyl-3-(4-methylphenyl)-2-propenyl]triphenylphosphonium bromide 
• 126356-05-6 methyl (E)-2-methyl-3-(4-methylphenyl)acrylate 
• 123-62-6 propionic acid anhydride 

Downstream Products

• 1012-15-3 α-methyl-β-(4-methylphenyl)propionic acid 
• 66309-83-9 2,6-dimethylindan-1-one 
• 1346513-35-6 C₂₃H₂₄O₂ 
• 336181-44-3 2-(1-methyl-2-p-tolyl-vinyl)-1H-benzoimidazole 
• 1392325-28-8 ethyl (E)-6-(4-methylphenyl)-2-ethyl-5-methyl-3,4-dioxohex-5-enoate 

Relevant academic research and scientific papers

Discovery of a novel inhibitor of nitric oxide production with potential therapeutic effect on acute inflammation

Inflammation as a host's excessive immune response to stimulation, is involved in the development of numerous diseases. To discover novel anti-inflammatory agents and based on our previous synthetic work on marine natural product Chrysamide B, it and a series of derivatives were synthesized and evaluated for their anti-inflammatory activity on inhibition of LPS-induced NO production. Then the preliminary structure–activity relationships were conducted. Among them, Chrysamide B is the most potent anti-inflammatory agent with low cytotoxicity and strong inhibition on the production of NO (IC50 = 0.010 μM) and the activity of iNOS (IC50 = 0.082 μM) in LPS-stimulated RAW 264.7 cells. Primary studies suggested that the mechanism of action may be that it interfered the formation of active dimeric iNOS but not affected transcription and translation. Furthermore, its good performance of anti-inflammatory effect on LPS-induced multiple inflammatory cytokines production, carrageenan-induced paw edema, and endotoxin-induced septic mice, was observed. We believe that these findings would provide an idea for the further modification and research of these analogs in the future.

Copper-Photocatalyzed Contra-Thermodynamic Isomerization of Polarized Alkenes

The contra-thermodynamic isomerization of α- and β-substituted cinnamate derivatives catalyzed by the Cu(OAc)2/rac-BINAP complex under blue light irradiation is reported. The use of an oxazolidinone template, which favored the complexation of the copper catalyst to the substrate, allowed the E → Z isomerization of the catalytically formed chromophore under simple and robust reaction conditions in good to excellent ratios. The mechanism of this process based on the transient formation of a chromophore was also studied.

Pd-Catalyzed α-Selective C-H Functionalization of Olefins: En Route to 4-Imino-β-Lactams

Pd-catalyzed α-olefinic C-H activation of simple α,β-unsaturated olefins has been developed. 4-imino-β-lactam derivatives were readily synthesized via activation of α-olefinic C-H bonds with excellent cis stereoselectivity. A wide range of heterocycles at the β-position are compatible with this reaction. The product of 4-imino-β-lactam derivatives can be readily converted to 2-aminoquinoline which exists extensively in pharmaceutical drugs and natural products.

Synthesis and SAR study of modulators inhibiting tRXRα-dependent AKT activation

RXRα represents an intriguing and unique target for pharmacologic interventions. We recently showed that Sulindac and a designed analog could bind to RXRα and modulate its biological activity, including inhibition of the interaction of an N-terminally truncated RXRα (tRXRα) with the p85α regulatory subunit of phosphatidylinositol-3-OH kinase (PI3K). Here we report the synthesis, testing and SAR of a series of novel analogs of Sulindac as potential modulators for inhibiting tRXRα-dependent AKT activation. A new compound 30 was identified to have improved biological activity.

Microwave-assisted synthesis of the (E)-α-methylalkenoate framework from multifunctionalized allylic phosphonium salts

A convenient and general microwave-assisted method for the synthesis of stereochemically defined α-methylalkenoic acids and esters from allylic phosphonium salts in a basic aqueous medium is described. A selective preparation of acids or esters was dependent on the base (NaOH or NaHCO 3) employed in the reaction and could be achieved with good to excellent yields under mild conditions in the absence of hydrides and reducing agents.

A facile one-pot stereoselective synthesis of trisubstituted (E)-2-methylalk-2-enoic acids from unactivated Baylis-Hillman adducts and a simple access to some important insect pheromones

An efficient one-pot stereoselective synthesis of trisubstituted (E)-2-methylalk-2-enoic acids has been accomplished by treatment of unactivated Baylis-Hillman adducts, 3-hydroxy-2-methylenealkanoates, with Al-NiCl2·6H2O in methanol at room temperature followed by hydrolysis. The method has been applied to the synthesis of three important insect pheromones, (4S,2E)-2,4-dimethyl-2-hexenoic acid, (+)-(S)-manicone and (+)-(S)-normanicone.

Synthetic applications of Baylis-Hillman chemistry: An efficient and solely stereoselective synthesis of (E)-α-methylcinnamic acids and potent hypolipidemic agent LK-903 from unmodified Baylis-Hillman adducts

An efficient and solely stereoselective synthesis of (E)-α- methylcinnamic acids has been accomplished in single pot by reduction of the unmodified Baylis-Hillman adducts, methyl-3-hydroxy-3-aryl-2- methylenepropanoates with I2/NaBH4 reagent system at room temperature followed by hydrolysis. The efficacy of this method has been proved in the total synthesis of 1-[p-(myristyloxy)-α-methylcinnamoyl]glycerol, LK-903, a highly active hypolipidemic agent.

A facile one-pot conversion of acetates of the Baylis-Hillman adducts to [E]-α-methylcinnamic acids

A simple and convenient stereoselective synthesis of [E]-α- methylcinnamic acids via the nucleophilic addition of hydride ion from sodium borohydride to methyl 3-acetoxy-3-aryl-2-methylenepropanoates followed by hydrolysis and crystallization is described