6343-93-7

Usage

Uses

Used in Pharmaceutical Industry:
4-Methoxyphenylacetamide is used as a chemical intermediate for the synthesis of various drugs, primarily focusing on the development of medications with analgesic and anti-inflammatory properties. Its role in drug synthesis is crucial for creating effective treatments for pain and inflammation.
Used in Organic Compound Production:
Beyond its pharmaceutical applications, 4-Methoxyphenylacetamide is also utilized in the production of other organic compounds. This versatility highlights its importance in the broader field of organic chemistry and its potential uses in various chemical processes.
Used as a Reagent in Chemical Research:
In the realm of chemical research, 4-Methoxyphenylacetamide serves as a valuable reagent. Its properties make it suitable for use in experiments and studies aimed at understanding and advancing chemical reactions and processes.
While the specific applications and effects of 4-Methoxyphenylacetamide are still under investigation, its current uses underscore its significance in the pharmaceutical and chemical industries. Further research will likely reveal additional applications and a deeper understanding of its potential impact on various fields.

InChI:InChI=1/C9H11NO2/c1-12-8-4-2-7(3-5-8)6-9(10)11/h2-5H,6H2,1H3,(H2,10,11)

Upstream product

• 23786-14-3 4-methoxy-phenyl acetic acid methyl ester 
• 104-01-8 4-Methoxyphenylacetic acid 
• 77287-34-4 formamide 
• 104-47-2 p-methoxybenzylnitrile 
• 14062-18-1 ethyl p-methoxyphenylacetate 
• 55991-65-6 [1-(4-methoxyphenyl)vinyloxy]trimethylsilane 
• 55-81-2 4-Methoxyphenethylamine 
• 5219-04-5 [1-cyano-1-(4-methoxypheny)-methyl] phenyl ketone 
• 3638-64-0 1-nitroethylene 
• 100-66-3 methoxybenzene 
• 4693-91-8 4-methoxyphenyl-acetic chloride 
• 14191-95-8 4-cyanomethylphenol 
• 100-06-1 1-(4-methoxyphenyl)ethanone 

Downstream Products

• 24845-40-7 2-(4-methoxyphenyl)acetophenone 
• 104-01-8 4-Methoxyphenylacetic acid 
• 92435-56-8 1-(4-chlorophenyl)-2-(4-methoxyphenyl)ethanone 
• 20258-16-6 Cyclohexyl-N-(p-methoxy-benzyl)-carbamat 
• 151832-42-7 N-(Benzotriazol-1-yl-phenyl-methyl)-2-(4-methoxy-phenyl)-acetamide 
• 95772-50-2 6-(4-Chloro-phenyl)-3-(4-methoxy-phenyl)-4-phenyl-1H-pyridin-2-one 
• 109329-60-4 3-(4-Methoxy-phenyl)-4-phenyl-3,4,5,6-tetrahydro-1H-benzo[h]quinolin-2-one 
• 109329-61-5 3-(4-Methoxy-phenyl)-4-pyridin-3-yl-3,4,5,6-tetrahydro-1H-benzo[h]quinolin-2-one 
• 17061-61-9 4-methoxybenzylamine hydrochloride 
• 125313-98-6 3-(4-methoxyphenyl)-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione 
• 55164-80-2 3-(4-methoxy-phenyl)quinolin-2(1H)-one 
• 126158-88-1 2-(p-Methoxyphenyl)-3-phenylmaleimide 
• 108774-82-9 3,4-bis(4-methoxyphenyl)-1H-pyrrole-2,5-dione 
• 874-90-8 4-methoxybenzonitrile 

Relevant academic research and scientific papers

Identification of BR102910 as a selective fibroblast activation protein (FAP) inhibitor

Fibroblast activation protein (FAP) belongs to the family of prolyl-specific serine proteases and displays both exopeptidase and endopeptidase activities. FAP expression is undetectable in most normal adult tissues, but is greatly upregulated in sites of tissue remodeling, which include fibrosis, inflammation and cancer. Due to its restricted expression pattern and dual enzymatic activities, FAP inhibition is investigated as a therapeutic option for several diseases. In the present study, we described the structure–activity relationship of several synthesized compounds against DPPIV and prolyl oligopeptidase (PREP). In particular, BR102910 (compound 24) showed nanomolar potency and high selectivity. Moreover, the in vivo FAP inhibition study of BR102910 (compound 24) using C57BL/6J mice demonstrated exceptional profiles and satisfactory FAP inhibition efficacy. Based on excellent in vitro and in vivo profiles, the potential of BR102910 (compound 24) as a lead candidate for the treatment of type 2 diabetes is considered.

Manganese-Pincer-Catalyzed Nitrile Hydration, α-Deuteration, and α-Deuterated Amide Formation via Metal Ligand Cooperation

A simple and efficient system for the hydration and α-deuteration of nitriles to form amides, α-deuterated nitriles, and α-deuterated amides catalyzed by a single pincer complex of the earth-abundant manganese capable of metal-ligand cooperation is reported. The reaction is selective and tolerates a wide range of functional groups, giving the corresponding amides in moderate to good yields. Changing the solvent from tert-butanol to toluene and using D2O results in formation of α-deuterated nitriles in high selectivity. Moreover, α-deuterated amides can be obtained in one step directly from nitriles and D2O in THF. Preliminary mechanistic studies suggest the transformations contributing toward activation of the nitriles via a metal-ligand cooperative pathway, generating the manganese ketimido and enamido pincer complexes as the key intermediates for further transformations.

Hydration of Aliphatic Nitriles Catalyzed by an Osmium Polyhydride: Evidence for an Alternative Mechanism

The hexahydride OsH6(PiPr3)2 competently catalyzes the hydration of aliphatic nitriles to amides. The main metal species under the catalytic conditions are the trihydride osmium(IV) amidate derivatives OsH3{κ2-N,O-[HNC(O)R]}(PiPr3)2, which have been isolated and fully characterized for R = iPr and tBu. The rate of hydration is proportional to the concentrations of the catalyst precursor, nitrile, and water. When these experimental findings and density functional theory calculations are combined, the mechanism of catalysis has been established. Complexes OsH3{κ2-N,O-[HNC(O)R]}(PiPr3)2 dissociate the carbonyl group of the chelate to afford κ1-N-amidate derivatives, which coordinate the nitrile. The subsequent attack of an external water molecule to both the C(sp) atom of the nitrile and the N atom of the amidate affords the amide and regenerates the κ1-N-amidate catalysts. The attack is concerted and takes place through a cyclic six-membered transition state, which involves Cnitrile···O-H···Namidate interactions. Before the attack, the free carbonyl group of the κ1-N-amidate ligand fixes the water molecule in the vicinity of the C(sp) atom of the nitrile.

A CO2-mediated base catalysis approach for the hydration of triple bonds in ionic liquids

Herein, we report a CO2-mediated base catalysis approach for the activation of triple bonds in ionic liquids (ILs) with anions that can chemically capture CO2 (e.g., azolate, phenolate, and acetate), which can achieve hydration of triple bonds to carbonyl chemicals. It is discovered that the anion-complexed CO2 could abstract one proton from proton resources (e.g., IL cation) and transfer it to the CN or CC bonds via a six-membered ring transition state, thus realizing their hydration. In particular, tetrabutylphosphonium 2-hydroxypyridine shows high efficiency for hydration of nitriles and CC bond-containing compounds under a CO2 atmosphere, affording a series of carbonyl compounds in excellent yields. This catalytic protocol is simple, green, and highly efficient and opens a new way to access carbonyl compounds via triple bond hydration under mild and metal-free conditions.

Aerobic oxidation of primary amines to amides catalyzed by an annulated mesoionic carbene (MIC) stabilized Ru complex

Catalytic aerobic oxidation of primary amines to the amides, using the precatalyst [Ru(COD)(L1)Br2] (1) bearing an annulated π-conjugated imidazo[1,2-a][1,8]naphthyridine-based mesoionic carbene ligand L1, is disclosed. This catalytic protocol is distinguished by its high activity and selectivity, wide substrate scope and modest reaction conditions. A variety of primary amines, RCH2NH2 (R = aliphatic, aromatic and heteroaromatic), are converted to the corresponding amides using ambient air as an oxidant in the presence of a sub-stoichiometric amount of KOtBu in tBuOH. A set of control experiments, Hammett relationships, kinetic studies and DFT calculations are undertaken to divulge mechanistic details of the amine oxidation using 1. The catalytic reaction involves abstraction of two amine protons and two benzylic hydrogen atoms of the metal-bound primary amine by the oxo and hydroxo ligands, respectively. A β-hydride transfer step for the benzylic C-H bond cleavage is not supported by Hammett studies. The nitrile generated by the catalytic oxidation undergoes hydration to afford the amide as the final product. This journal is

Direct synthesis of amides from nonactivated carboxylic acids using urea as nitrogen source and Mg(NO3)2or imidazole as catalysts

A new method for the direct synthesis of primary and secondary amides from carboxylic acids is described using Mg(NO3)2·6H2O or imidazole as a low-cost and readily available catalyst, and urea as a stable, and easy to manipulate nitrogen source. This methodology is particularly useful for the direct synthesis of primary and methyl amides avoiding the use of ammonia and methylamine gas which can be tedious to manipulate. Furthermore, the transformation does not require the employment of coupling or activating agents which are commonly required.

Multi-target inhibitor acting on QC and GSK-3[beta]

The invention discloses a multi-target inhibitor acting on QC and GSK-3[beta], wherein the multi-target inhibitor has the structural general formula shown in the specification; according to active center crystal structures of target QC and GSK-3[beta] zymoprotein, with synthesis of multiple high-activity pharmacophores, the multi-target inhibitor capable of acting on QC and GSK-3[beta] at the sametime is prepared through skeletal transition and recombination design; the multi-target inhibitor is a high-activity molecule with multiple target points, the molecular structure diversity of a leaddrug is remarkably expanded, and research and development of innovative anti-AD drugs and AD diagnostic kits are actively promoted.

Preparation method and application of multi-target inhibitor acting on QC and GSK-3beta

The invention discloses a preparation method and application of a multi-target inhibitor acting on QC and GSK-3 beta. The structural general formula of the multi-target inhibitor prepared by the method is shown in the specification. According to the invention, according to active center crystal structures of target QC and GSK-3 beta zymoprotein, multiple high-activity pharmacophores are integrated, the multi-target inhibitor capable of acting on QC and GSK-3 beta at the same time is prepared through framework transition and recombination design, the multi-target inhibitor is molecules with multiple target points and high activity, the molecular structure diversity of a lead drug is remarkably expanded, and the research and development of innovative anti-AD drugs and AD diagnostic kits areactively promoted, and the preparation method of the multi-target inhibitor provided by the invention is simple and easy to operate.

Synthesis of β-hydroxyamides through ruthenium-catalyzed hydration/transfer hydrogenation of β-ketonitriles in water: Scope and limitations

A cascade process for the straightforward one-pot conversion of β-ketonitriles into β-hydroxyamides is presented. The process, that proceeds in water employing the arene-ruthenium(II) complex [RuCl2(η6-p-cymene){P(4-C6H4F)2Cl}] as catalyst in combination with sodium formate, involves the initial hydration of the β-ketonitrile substrates to generate the corresponding β-ketoamide intermediates, which subsequently undergo the transfer hydrogenation (TH) of the carbonyl group. Employing a family of forty different β-ketonitriles, featuring diverse substitution patterns, the scope and limitations of the process have been established.

Cytotoxic 1,3-thiazole and 1,2,4-thiadiazole alkaloids from Penicillium oxalicum: Structural elucidation and total synthesis

Two new thiazole and thiadiazole alkaloids, penicilliumthiamine A and B (2 and 3), were isolated from the culture broth of Penicillium oxalicum, a fungus found in Acrida cinerea. Their structures were elucidated mainly by spectroscopic analysis, total synthesis and X-ray crystallographic analysis. Biological evaluations indicated that compound 1, 3a and 3 exhibit potent cytotoxicity against different cancer cell lines through inhibiting the phosphorylation of AKT/PKB (Ser 473), one of important cancer drugs target.