612-03-3

Usage

Uses

Used in Pharmaceutical Industry:
N-methyl-N-(4-methylphenyl)acetamide is used as an intermediate in the synthesis of various pharmaceuticals for its ability to be incorporated into the molecular structure of drugs, enhancing their therapeutic properties and effectiveness.
Used in Organic Synthesis:
N-methyl-N-(4-methylphenyl)acetamide is used as a solvent in organic synthesis for its ability to dissolve a wide range of organic compounds, facilitating chemical reactions and improving the efficiency of the synthesis process.

Upstream product

• 623-08-5 N-methyl-p-toluidine 
• 108-24-7 acetic anhydride 
• 99-97-8 Dimethyl-p-toluidine 
• 103-89-9 4-Methylacetanilide 
• 3847-19-6 2-acetoxypyridine 
• 69267-39-6 N-benzyl-N-methyl-4-methylaniline 
• 35113-87-2 N-ethyl-N-methyl-4-methylaniline 
• 2101-86-2 p-methylazidobenzene 
• 201230-82-2 carbon monoxide 
• 74-88-4 methyl iodide 
• 75-36-5 acetyl chloride 
• 693803-44-0 tert-butyl N-p-tolyl-N-methylcarbamate 
• 106-49-0 p-toluidine 
• 80-43-3 bis(1-methyl-1-phenylethyl)peroxide 

Downstream Products

• 62323-65-3 4,N-dimethyl-2,6,N-trinitro-aniline 
• 35113-87-2 N-ethyl-N-methyl-4-methylaniline 
• 1173504-72-7 N-methyl-N-(4-methyl-2-((triisopropyisilyl)ethynyl)phenyl)acetamide 
• 623-08-5 N-methyl-p-toluidine 
• 1319751-61-5 N-methyl-4-methyl-α-bromoacetanilide 
• 15753-42-1 4',N-Dimethyl-thioacetanilid 
• 87995-51-5 N-(2-bromo-4-methylphenyl)-N-methylacetamide 
• 169114-07-2 N-(4-(bromomethyl)phenyl)-N-methylacetamide 

Relevant academic research and scientific papers

Novel hybrid conjugates with dual estrogen receptor α degradation and histone deacetylase inhibitory activities for breast cancer therapy

Hormone therapy targeting estrogen receptors is widely used clinically for the treatment of breast cancer, such as tamoxifen, but most of them are partial agonists, which can cause serious side effects after long-term use. The use of selective estrogen receptor down-regulators (SERDs) may be an effective alternative to breast cancer therapy by directly degrading ERα protein to shut down ERα signaling. However, the solely clinically used SERD fulvestrant, is low orally bioavailable and requires intravenous injection, which severely limits its clinical application. On the other hand, double- or multi-target conjugates, which are able to synergize antitumor activity by different pathways, thus may enhance therapeutic effect in comparison with single targeted therapy. In this study, we designed and synthesized a series of novel dual-functional conjugates targeting both ERα degradation and histone deacetylase inhibiton by combining a privileged SERD skeleton 7-oxabicyclo[2.2.1]heptane sulfonamide (OBHSA) with a histone deacetylase inhibitor side chain. We found that substituents on both the sulfonamide nitrogen and phenyl group of OBHSA unit had significant effect on biological activities. Among them, conjugate 16i with N-methyl and naphthyl groups exhibited potent antiproliferative activity against MCF-7 cells, and excellent ERα degradation activity and HDACs inhibitory ability. A further molecular docking study indicated the interaction patterns of these conjugates with ERα, which may provide guidance to design novel SERDs or PROTAC-like SERDs for breast cancer therapy.

Method for promoting acylation of amine or alcohol by carbon dioxide

The invention relates to a method for promoting acylation of amine or alcohol by carbon dioxide, which comprises the following steps of: mixing an amine compound, carboxylate or thiocarboxylate compound and a reaction solvent under the action of carbon dioxide, and reacting to obtain an amide compound, or under the action of carbon dioxide, mixing the alcohol compound, the thiocarboxylate compound and the reaction solvent [gamma]-valerolactone, and reacting to obtain the ester compound. According to the invention, under the promotion action of carbon dioxide, carboxylate or thiocarboxylate is used as an acylation reagent, and amine and alcohol are converted into amide and ester compounds in the absence of a transition metal catalyst, so that acylation reagents such as acyl chloride or anhydride with irritation and corrosivity are avoided; and the method has the advantages of simple operation, mild reaction conditions, high tolerance of substrate functional groups, strong applicability and high yield, and provides an efficient, reliable and economical preparation method for synthesis of amide and ester compounds.

Amide Bond Formation Catalyzed by Recyclable Copper Nanoparticles Supported on Zeolite Y under Mild Conditions

A series of catalysts based on supported copper nanoparticles have been prepared and tested in the amide bond formation from tertiary amines and acid anhydrides, in the presence of tert-butyl hydroperoxide as an oxidant. Copper nanoparticles on zeolite Y (CuNPs/ZY) was found to be the most efficient catalyst for the synthesis of amides, working in acetonitrile as solvent, under ligand- and base-free conditions in air. The products were obtained in good to excellent yields and in short reaction times. The CuNPs/ZY system also exhibited higher catalytic activity than some commercially available copper and iron sources and it was reused in ten reaction cycles without any further pre-treatment. This methodology has been successfully scaled-up to a gram scale with no detriment to the yield.

Carbonylation of C?N Bonds in Tertiary Amines Catalyzed by Low-Valent Iron Catalysts

The first iron catalysts able to promote the formal insertion of CO into the C?N bond of amines are reported. Using low-valent iron complexes, including K2[Fe(CO)4], amides are formed from aromatic and aliphatic amines, in the presence of an iodoalkane promoter. Inorganic Lewis acids, such as AlCl3 and Nd(OTf)3, have a positive influence on the catalytic activity of the iron salts, enabling the carbonylation at a low pressure of CO (6 to 8 bars).

Nickel and Nucleophilic Cobalt-Catalyzed Trideuteriomethylation of Aryl Halides Using Trideuteriomethyl p-Toluenesulfonate

Herein, a novel approach for the trideuteriomethylation of aryl halides using nickel and nucleophilic cobalt catalysts and the readily available trideuteriomethyl p-toluenesulfonate (CD3OTs) is described. This method provides access to a wide r

Carbonylative Coupling of Alkyl Zinc Reagents with Benzyl Bromides Catalyzed by a Nickel/NN2 Pincer Ligand Complex

An efficient catalytic protocol for the three-component assembly of benzyl bromides, carbon monoxide, and alkyl zinc reagents to give benzyl alkyl ketones is described, and represents the first nickel-catalyzed carbonylative coupling of two sp3-carbon fragments. The method, which relies on the application of nickel complexed with an NN2-type pincer ligand and a controlled release of CO gas from a solid precursor, works well with a range of benzylic bromides. Mechanistic studies suggest the intermediacy of carbon-centered radicals.

Thermolysis and radiofluorination of diaryliodonium salts derived from anilines

Aniline-derived diaryliodonium salts were synthesized and functionalized in good to excellent yields by judicious utilization of electron-withdrawing protecting groups. This simple approach opens another route to radiolabeling amino arenes in relatively complex molecules, such as flutemetamol.

The copper-catalyzed aerobic oxidative amidation of tertiary amines

A general and efficient method for the synthesis of tertiary amides has been developed via the copper-catalyzed aerobic oxidative amidation of tertiary amines. Due to the use of the O2 oxidant, various functional groups were well tolerated under the present conditions. Extensive substrates studies demonstrated its potential as a practical approach for the synthesis of tertiary amides.

Iron-catalyzed aerobic oxidative amidation of tertiary amines with carboxylic acids

An oxidative amidation of tertiary amines with carboxylic acids has been developed in the presence of FeCl3·6H2O as catalyst and oxygen as oxidant. A variety of tertiary amides were obtained in good to excellent yields from inexpensive and readily available reagents. The possible reaction pathways were investigated.

Direct oxidative amidation between N,N-dimethylanilines and anhydrides using metal-organic framework [Cu2(EDB)2(BPY)] as an efficient heterogeneous catalyst

A crystalline porous metal-organic framework [Cu2(EDB) 2(BPY)] was synthesized and used as a heterogeneous catalyst for the direct oxidative amidation between N,N-dimethylanilines and anhydrides to form tertiary amides as the principal products. The [Cu2(EDB) 2(BPY)] exhibited similar activity as compared to that of [Cu 2(BDC)2(BPY)], [Cu2(BDC)2(DABCO)], MOF-143, and other common homogeneous salt catalysts. The optimal reaction conditions employed were [Cu2(EDB)2(BPY)] (10 % mol), TBHP (2 equiv), pyridine (1 equiv) in CH3CN at 80 °C over 2 h. The Cu2(EDB)2(BPY) could be separated from the reaction mixture by filtration, and could be recovered and reused several times without a significant degradation in catalytic activity and selectivity. Furthermore, generality of the optimal conditions was confirmed by employing various N,N-dimethylaniline and anhydride derivatives. Copyright