52189-36-3

Usage

Uses

Used in Pharmaceutical Research:
3-Acetylamino-benzoic acid methyl ester is used as a building block in the synthesis of other organic compounds for pharmaceutical applications. Its versatile structure allows for the development of new drugs and therapeutic agents.
Used in Agrochemical Production:
3-Acetylamino-benzoic acid methyl ester is used as a key intermediate in the production of agrochemicals, contributing to the development of new pesticides and other agricultural chemicals.
Used in Material and Polymer Development:
3-Acetylamino-benzoic acid methyl ester is utilized in the development of new materials and polymers, enhancing their properties and expanding their applications in various industries.
Used in Medical Applications:
3-Acetylamino-benzoic acid methyl ester is used as an analgesic and anti-inflammatory agent, making it of interest for potential medical uses in pain management and inflammation reduction.

Upstream product

• 4518-10-9 Methyl 3-aminobenzoate 
• 108-24-7 acetic anhydride 
• 618-95-1 methyl 3-nitrobenzoate 
• 99-05-8 meta-aminobenzoic acid 
• 26960-97-4 methyl 3-nitrosobenzoate 
• 431-03-8 dimethylglyoxal 
• 587-48-4 3-acetylaminobenzoic acid 
• 119-36-8 methyl salicylate 
• 75-36-5 acetyl chloride 
• 192988-15-1 N-(1,1-Dioxo-4-phenylsulfanyl-2,5-dihydro-1H-1λ⁶-thiophen-3-yl)-acetamide 
• 114397-28-3 3-azido-4-phenylthio-2,5-dihydrothiophene S,S-dioxide 
• 922-67-8 propynoic acid methyl ester 
• 192988-17-3 N-(4-Benzenesulfonyl-1,1-dioxo-2,5-dihydro-1H-1λ⁶-thiophen-3-yl)-acetamide 

Downstream Products

• 99072-43-2 methyl 5-acetamido-2-nitrobenzoate 
• 6025-56-5 diphenylamine-2-carboxylic acid 
• 1259283-93-6 C₁₉H₁₇NO₃ 
• 1428370-22-2 methyl 5-acetamido-2-(((trifluoromethyl)sulfonyl)oxy)benzoate 
• 1463523-06-9 C₂₄H₂₃NO 
• 1463523-09-2 (3-(ethyl(prop-2-yn-1-yl)amino)phenyl)diphenylmethyl acetate 
• 1463523-08-1 C₂₉H₃₃NO₂ 
• 1463522-96-4 C₃₃H₃₈BrNO₃ 
• 42308-91-8 N-[3-(hydrazinecarbonyl)phenyl]acetamide 
• 78070-16-3 3-Acetamido-α,α-dimethylbenzyl alcohol 

Relevant academic research and scientific papers

Catalyst-free generation of acyl radicals induced by visible light in water to construct C-N bonds

We describe herein a catalyst-free and redox-neutral photochemical strategy for the direct generation of acyl radicals from α-diketones, and its selective conversion of nitrosoarenes to hydroxyamides or amides with AcOH or NaCl as an additive. The reaction was carried out under mild conditions in water with purple LEDs as the light source. A broad scope of substrates was demonstrated. Mechanistic experiments indicate that α-diketones cleave to give acyl radicals, with hydroxyamides being further reduced to amides.

Direct para-Selective C-H Amination of Iodobenzenes: Highly Efficient Approach for the Synthesis of Diarylamines

Iodine(III)-mediated synthesis of 4-iodo-N-phenylaniline from iodobenzene has been achieved, and the reaction can proceed under mild conditions. A variety of functional groups were well tolerated, providing the corresponding products in moderate to good yields. The remaining iodine group provides an effective platform for converting the products into several valuable asymmetric diphenylamines. Most importantly, this reaction can be easily scaled up to the ten-gram scale, highlighting its synthetic utility. The mechanistic study revealed that the in situ generated aryl hypervalent iodine intermediate is the key factor to realize this para-selective C-H amination reaction.

Selectivity, ligand deconstruction, and cellular activity analysis of a BPTF bromodomain inhibitor

Bromodomain and PHD finger containing protein transcription factor (BPTF) is an epigenetic protein involved in chromatin remodelling and is a potential anticancer target. The BPTF bromodomain has one reported small molecule inhibitor (AU1, rac-1). Here, advances made on the structure-activity relationship of a BPTF bromodomain ligand are reported using a combination of experimental and molecular dynamics simulations leading to the active enatiomer (S)-1. Additionally, a ligand deconstruction analysis was conducted to characterize important pharmacophores for engaging the BPTF bromodomain. These studies have been enabled by a protein-based fluorine NMR approach, highlighting the versatility of the method for selectivity, ligand deconstruction, and ligand binding. To enable future analysis of biological activity, cell growth analyses in a panel of cancer cell lines were carried out using CRISPR-Cas9 and (S)-1 to identify cell-based model systems that are sensitive to BPTF inhibition.

SPIRO[3H-INDOLE-3,2′-PYRROLIDIN]-2(1H)-ONE COMPOUNDS AND DERIVATIVES AS MDM2-P53 INHIBITORS

The present invention encompasses compounds of formula (I) wherein the groups R1 to R4, R7, A, D, E, F, V, W, X, Y, n, r and q are defined in claim 1, their use as inhibitors of MDM2-p53 interaction, pharmaceutical compositions which contain compounds of this kind, their use as medicaments, especially as agents for treatment and/or prevention of oncological diseases, and synthetic intermediates.

Mild and efficient palladium-catalyzed direct trifluoroethylation of aromatic systems by C-H activation

The introduction of trifluoroalkyl groups into aromatic molecules is an important transformation in the field of organic and medicinal chemistry. However, the direct installation of fluoroalkyl groups onto aromatic molecules still represents a challenging and highly demanding synthetic task. Herein, a simple trifluoroethylation process that relies on the palladium-catalyzed C-H activation of aromatic compounds is described. With the utilization of a highly active trifluoroethyl(mesityl)iodonium salt, the developed catalytic method enables the first highly efficient and selective trifluoroethylation of aromatic compounds. The robust catalytic procedure provides the desired products in up to 95 % yield at 25 °C in 1.5 to 3 hours and tolerates a broad range of functional groups. The utilization of hypervalent reagents opens new synthetic possibilities for direct alkylations and fluoroalkylations in the field of transition-metal-catalyzed C-H activation.

Highly ortho-Selective Chlorination of Anilines Using a Secondary Ammonium Salt Organocatalyst

An organocatalytic, highly facile, efficient, and regioselective ortho-chlorination of anilines is described. A secondary ammonium chloride salt has been employed as the catalyst and the reaction can be conducted at room temperature without protection from air and moisture. In addition, the reaction is readily scalable and the catalyst can be recycled and reused. This catalytic protocol has been applied to the efficient synthesis of a highly potent c-Met kinase inhibitor. Mechanistic studies revealed that unique structural features of the secondary ammonium chloride salt are important for both the catalysis and regioselectivity of the electrophilic ortho-chlorination.

Synthesis of sulfonylhydrazone- and acylhydrazone-substituted 8-ethoxy-3-nitro-2h-chromenes as potent antiproliferative and apoptosis inducing agents

3-Nitro-2H-chromenes have recently been identified as a novel class of potent antitumor agents. In view of the favorable effects shown by sulfonylhydrazones and acylhydrazones, we designed and synthesized a series of sulfonylhydrazone- and acylhydrazone-substituted 8-ethoxy-3-nitro-2H-chromene derivatives, and evaluated their cell growth inhibition activities against A549, KG-1, A2780, and K562 cells. All the tested compounds exhibited more potent antiproliferative activity than BENC-511 against KG-1 cells. These compounds displayed IC50 values in the nanomolar range against A2780 cells. Compound 7d showed prominent cytotoxicity against K562 cells with an IC 50 of 0.11 μM, which was comparable to that of BENC-511. Compound 7d arrested K562 cells at the G1 phase at high concentrations and induced apoptosis in K562 cells. Furthermore, 7d increased the levels of cleaved caspase-3, decreased the expression of bcl-2 and induced the cleavage of poly(ADP-ribose) polymerase in K562 cells. Thus, this study provides the development of a series of novel compounds as effective antitumor agents with apoptotic death ability.

Methyl salicylate as a selective methylation agent for the esterification of carboxylic acids

Methyl salicylate is a selective and inexpensive methylating agent for the esterification of carboxylic acids with a wide range of functional group tolerance. The intramolecular hydrogen bonds between the carboxylate and hydroxyl groups in methyl salicylate are essential for the transformation. Allyl, benzyl, methallyl, and propargyl salicylates can also be used as alkylating agents for the preparation of the corresponding alkyl carboxylates.

Oxidative para- Triflation of acetanilides

Direct triflation of acetanilide derivatives with silver triflate has been accomplished under mild iodine(III)-mediated oxidative conditions. The reaction shows excellent regioselectivity for the para position and tolerates a range of ortho and meta substituents on the aromatic ring. This method is also compatible with the preparation of arylnonaflates in synthetically useful yields.

Application of new photolabile protecting groups as photocleavable joints of block copolymers

New photoresponsive block copolymers (BCPs) have been developed by incorporating photocleavable units. These photocleavable units are derived from robust photolabile protecting groups (PPGs); UV irradiation cleaves the BCPs and releases a well-defined chemically active functional group at the cleaved end of a PS polymer. The Royal Society of Chemistry 2013.