3751-48-2

Usage

Uses

Used in Pharmaceutical Synthesis:
3-(3-METHYLPHENYL)PROPIONIC ACID is used as a key intermediate in the synthesis of piperidine antagonists, specifically as CCR1-selective inhibitors. These inhibitors are important in the development of treatments for various inflammatory and autoimmune diseases, as they help regulate the immune response by targeting the CCR1 receptor.
3-(3-METHYLPHENYL)PROPIONIC ACID is also used in the synthesis of small molecule antagonists of the vasoactive intestinal peptide receptor 1 (VIPR1). These antagonists have potential applications in the treatment of various conditions, including asthma, chronic obstructive pulmonary disease (COPD), and other respiratory disorders, as well as certain types of cancer.
In the Chemical Industry:
3-(3-METHYLPHENYL)PROPIONIC ACID can be utilized as a building block for the development of other organic compounds and materials. Its unique structure and functional groups make it a valuable component in the synthesis of various chemicals, including pharmaceuticals, agrochemicals, and specialty chemicals.
In the Research and Development Sector:
Due to its potential applications in the medical field, 3-(3-METHYLPHENYL)PROPIONIC ACID is also used as a research compound in the development of new drugs and therapies. Researchers can leverage its chemical properties to design and synthesize novel molecules with specific biological activities, contributing to the advancement of medical science.

InChI:InChI=1/C10H12O2/c1-8-3-2-4-9(7-8)5-6-10(11)12/h2-4,7H,5-6H2,1H3,(H,11,12)

Upstream product

• 620-19-9 1-chloromethyl-3-methyl-benzene 
• 100-80-1 3-methylstyrene 
• 124-38-9 carbon dioxide 
• 3495-36-1 cesium formate 
• 64-18-6 formic acid 
• 16799-08-9 1-(2-bromoethyl)-3-methylbenzene 
• 201230-82-2 carbon monoxide 
• 58686-70-7 ethyl 3-(m-tolyl)propiolate 
• 141-82-2 malonic acid 
• 620-23-5 m-tolyl aldehyde 
• 620-13-3 1-bromomethyl-3-methyl-benzene 
• 251963-44-7 Dimethyl 2-(3-methylbenzyl)malonate 
• 313058-61-6 2-(3-methylphenethyl)-1,3-dioxolane 
• 105-53-3 diethyl malonate 

Downstream Products

• 39627-61-7 7-methyl-1-indanone 
• 1097299-96-1 N-[4-(2-methoxycarbonyl-ethyl)-2-methyl-phenyl]-N-[2-(2,3,5,6-tetrahydro-2-pyranyloxy)-ethyl]-trifluoro-acetamide 
• 92-47-7 3,4-dihydro-6-methyl-2H-1-benzopyran-2-one 
• 140840-98-8 8-methyl-3,4-dihydrocoumarin 
• 4593-38-8 5-methylindan-1-one 
• 20150-83-8 6-methyl-1,2,3,4-tetrahydroquinolin-2-one 
• 1251303-74-8 C₁₀H₁₃NO₂ 
• 20151-47-7 8-methyl-3,4-dihydroquinolin-2(1H)-one 
• 111171-85-8 1-iodo-3-(m-methylphenyl)propane 

Relevant academic research and scientific papers

Photoredox Activation of Formate Salts: Hydrocarboxylation of Alkenes via Carboxyl Group Transfer

A photoredox activation mode of formate salts for carboxylation was developed. Using a formate salt as the reductant, carbonyl source, and hydrogen atom transfer reagent, a wide range of alkenes can be converted into acid products via a carboxyl group tra

Method for synthesizing phenylpropionic acid compounds through heterogeneous palladium metal catalysis

The invention discloses a method for synthesizing phenylpropionic acid compounds by heterogeneous catalysis. The method comprises the following steps: sequentially adding Pd@POL, toluene, styrene, formic acid and acetic anhydride into a reaction flask, stirring the reaction mixture at 80 DEG C to react, cooling the reaction solution to room temperature after the reaction is finished, diluting with dichloromethane, and transferring the solution into a separating funnel, washing with a sodium hydroxide solution, acidifying the water layer with a hydrochloric acid aqueous solution, extracting with dichloromethane, merging organic phases, drying with anhydrous sodium sulfate, and carrying out vacuum concentration to obtain the phenylpropionic acid compound. The method can remove heavy metal residues, is green and environment-friendly, is simple to operate and easy to implement, and the prepared phenylpropionic acid compound has a good application prospect.

Method for selective reduction α, β - unsaturated carbonyl compound carbon-carbon double bond (by machine translation)

The invention discloses a method for selectively reducing carbon-carbon double bonds in α and β - unsaturated carbonyl compounds, which comprises the following steps of adding α, β - unsaturated carbonyl compounds shown in formula (I) in an electrolysis system and reducing α and β - unsaturated carbonyl compounds with carbonyl-conjugated carbon-carbon double bonds through an electrochemical cathodic reduction reaction. Compared with the reported method, the method disclosed by the invention does not use a metal catalyst and an external oxidant; and the reaction raw material and the electrolyte are low in price, nontoxic and tasteless, simple and convenient in post-treatment. (by machine translation)

Synthesis method of succinic acid derivative or 3 -arylpropionic acid (by machine translation)

The invention discloses a synthesis method of a succinic acid derivative or 3 -arylpropionic acid, which comprises the following steps: adding a base in a drying reaction tube and CO removing CO. 2 The reaction is carried out under the irradiation of visible light, the reaction is carried out under visible light irradiation, and then separation and purification are carried out to obtain the butanedioic acid derivative or 3 -arylpropionic acid product; the base comprises sodium tert-butoxide, potassium tert-butoxide, lithium tert-butyl alcohol and 4 - potassium carbonate; and the reaction substrate comprises an acrylate compound or an aryl vinyl compound. CO can be induced by visible light. 2 The scheme provided by the invention is mild in reaction condition and wide in reaction 3 - substrate selectivity, and the reaction substrate is wide in selectivity, the raw materials are cheap and easily available, and the method has a good industrial application prospect. (by machine translation)

Site-Selective, Remote sp3 C?H Carboxylation Enabled by the Merger of Photoredox and Nickel Catalysis

A photoinduced carboxylation of alkyl halides with CO2 at remote sp3 C?H sites enabled by the merger of photoredox and Ni catalysis is described. This protocol features a predictable reactivity and site selectivity that can be modulated by the ligand backbone. Preliminary studies reinforce a rationale based on a dynamic displacement of the catalyst throughout the alkyl side chain.

Cyclohexyl-Fused, Spirobiindane-Derived, Phosphine-Catalyzed Synthesis of Tricyclic ?3-Lactams and Kinetic Resolution of ?3-Substituted Allenoates

A C2-symmetric chiral phosphine catalyst, NUSIOC-Phos, which can be easily derived from cyclohexyl-fused spirobiindane, was introduced. A highly enantioselective domino process involving pyrrolidine-2,3-diones and γ-substituted allenoates catalyzed by NUSIOC-Phos has been disclosed. Diastereospecific tricyclic γ-lactams containing five contiguous stereogenic centers were obtained in high yields and with nearly perfect enantioselectivities. A kinetic resolution process of racemic γ-substituted allenoates was developed for the generation of optically enriched chiral allenoates.

Regioselectivity inversion tuned by iron(iii) salts in palladium-catalyzed carbonylations

Impactful regioselectivity control is crucial for cost-effective chemical synthesis. By using cheap and abundant iron(iii) salts, the hydroxycarbonylations of both aromatic and aliphatic alkenes were significantly enhanced in both reactivity and selectivity (iso/n or n/iso up to >99:1). Moreover, Pd-catalyzed carbonylation selectivity can be switched from branched to linear by using different Fe(iii) salts. In addition, similar results were obtained for the carbonylation of secondary alcohols.

Ligand-Controlled Regioselective Hydrocarboxylation of Styrenes with CO2 by Combining Visible Light and Nickel Catalysis

The ligand-controlled Markovnikov and anti-Markovnikov hydrocarboxylation of styrenes with atmospheric pressure of CO2 at room temperature using dual visible-light-nickel catalysis has been developed. In the presence of neocuproine as ligand, the Markovnikov product is obtained exclusively, while employing 1,4-bis(diphenylphosphino)butane (dppb) as the ligand favors the formation of the anti-Markovnikov product. A range of functional groups and electron-poor, -neutral, as well as electron-rich styrene derivatives are tolerated by the reaction, providing the desired products in moderate to good yields. Preliminary mechanistic investigations indicate the generation of a nickel hydride (H-NiII) intermediate, which subsequently adds irreversibly to styrenes.

A Ligand-Directed Catalytic Regioselective Hydrocarboxylation of Aryl Olefins with Pd and Formic Acid

An effective Pd-catalyzed hydrocarboxylation of aryl olefins with Ac2O and formic acid is described. A variety of 2- and 3-arylpropanoic acids can be regioselectively formed by the judicious choice of ligand without the use of toxic CO gas.

SPIROCYCLIC HAT INHIBITORS AND METHODS FOR THEIR USE

Compounds having a structure of Formula (IX) or a stereoisomer, tautomer or pharmaceutically acceptable salt thereof, wherein R1, R2a, R2b, R3a, R3b, R4a, R4b, Q1----Q2, R6, R7, A, B, W, x, and y are as defined herein and are provided. Pharmaceutical compositions comprising such compounds and methods for treating various HAT-related conditions or diseases, including cancer, by administration of such compounds are also provided.