42082-29-1

Usage

Uses

Used in Organic Synthesis:
(4-METHOXY-PHENOXY)-ACETYL CHLORIDE is used as a reagent for the acetylation of alcohols and amines in organic synthesis reactions. Its high reactivity allows for the formation of various acetylated products, which can be further utilized in the synthesis of complex organic compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (4-METHOXY-PHENOXY)-ACETYL CHLORIDE is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its ability to acetylate functional groups makes it a valuable tool in the development of new drugs with improved properties, such as enhanced solubility, stability, or bioavailability.
Used in Chemical Research:
(4-METHOXY-PHENOXY)-ACETYL CHLORIDE is also used in chemical research as a versatile reagent for studying the reactivity and selectivity of various organic substrates. Its use in research helps to advance the understanding of organic chemistry and contributes to the discovery of new synthetic methods and applications.

Upstream product

• 1877-75-4 2-(4-methoxyphenoxy)acetic acid 
• 150-76-5 4-methoxy-phenol 
• 79704-02-2 (4-methoxyphenoxy)acetic acid methyl ester 
• 18598-23-7 ethyl (4-methoxyphenoxy)acetate 
• 79-11-8 chloroacetic acid 

Downstream Products

• 102700-92-5 (4-methoxy-phenoxy)-acetic acid-(1-ethyl-3-dimethylamino-1-phenyl-propyl ester) 
• 114276-67-4 (+/-)-(4-methoxy-phenoxy)-acetic acid-(1,2t,5c-trimethyl-4-phenyl-[4r]piperidyl ester) 
• 58792-09-9 4-[5-(4-methoxy-phenoxymethyl)-[1,2,3]thiadiazole-4-carbonyl]-morpholine 
• 58792-10-2 1-[5-(4-methoxy-phenoxymethyl)-[1,2,3]thiadiazole-4-carbonyl]-piperidine 
• 69764-06-3 2-[2-(4-Methoxy-phenoxy)-acetylamino]-benzoic acid 
• 1227-61-8 mefexamide 
• 116876-77-8 1-(4-Methoxyphenoxyacetyl)-4-(2-phenylethyl)piperazine 
• 109087-80-1 (E)-2-metylhept-5-en-4-ol (4-methoxyphenoxy)acetate 
• 109087-74-3 (E)-pent-3-en-2-ol (4-methoxyphenoxy)acetate 
• 21197-91-1 N-(2-Phenylethyl)-4-methoxyphenoxyacetamide 
• 137325-67-8 N,N-dimethyl-2-(4'-methoxyphenoxy)ethanamide 
• 66891-72-3 N-<2-Diazo-3-oxo-4-(p-methoxyphenoxy)-butanoyl>-glycinethylester 
• 403825-05-8 (2R,3R)-2-benzoylamino-3-(p-methoxy)-phenoxy-succinic acid 1-ethyl ester 4-methyl ester 

Relevant academic research and scientific papers

Synthesis and anticancer activity evaluation of naphthalene-substituted triazole spirodienones

Building on our previous work that discovered 1,2,4-triazole–spirodienone as a promising pharmacophore for anticancer activity, we have further diversified 1,2,4–triazole- spirodienone derivatives and synthesized a series of novel naphthalene-substituted

PEPTIDES, COMPOUNDS, COMPOSITIONS AND METHODS FOR INHIBITING SOX9 DIMERIZATION

The present application provides SOX9 dimerization inhibitor compounds, compositions, and methods of use thereof. In certain aspects, the SOX9 dimerization inhibitor is a peptide comprising a portion of the SOX9 dimerization motif and a TAT protein to support cell entry which is c-terminal to the SOX9 dimerization motif as set forth in SEQ ID NO:3. In other aspects, the SOX9 dimerization inhibitor is a compound of the general formula I (The applicant is kindly asked to please insert chemical structure here) where one A is H and the other is: (please insert second chemical structure here), and the remaining substituents are as defined in the application.

Design and synthesis of α-phenoxy-N-sulfonylphenyl acetamides as Trypanosoma brucei Leucyl-tRNA synthetase inhibitors

Human African trypanosomiasis (HAT), caused by the parasitic protozoa Trypanosoma brucei, is one of the fatal diseases in tropical areas and current medicines are insufficient. Thus, development of new drugs for HAT is urgently needed. Leucyl-tRNA synthetase (LeuRS), a recently clinically validated antimicrobial target, is an attractive target for development of antitrypanosomal drugs. In this work, we report a series of α-phenoxy-N-sulfonylphenyl acetamides as T. brucei LeuRS inhibitors. The most potent compound 28g showed an IC50 of 0.70 μM which was 250-fold more potent than the starting hit compound 1. The structure-activity relationship was also discussed. These acetamides provided a new scaffold and lead compounds for the further development of clinically useful antitrypanosomal agents.

Design and Synthesis of Novel 4-Hydroxyl-3-(2-phenoxyacetyl)-pyran-2-one Derivatives for Use as Herbicides and Evaluation of Their Mode of Action

In order to develop a novel herbicide containing the β-triketone motif, a series of 4-hydroxyl-3-(2-phenoxyacetyl)-pyran-2-one derivatives were designed and synthesized. The bioassay results showed that compound II15 had good pre-emergent herbicidal activity even at a dosage of 187.5 g ha-1. Moreover, compound II15 showed a broader spectrum of weed control when compared with a commercial herbicide 2,4-dichlorophenoxyacetic acid (2,4-D), and displayed good crop safety to Triticum aestivum L. and Zea mays Linn. when applied at 375 g ha-1 under pre-emergence conditions, which indicated its great potential as a herbicide. More importantly, studying the molecular mode of action of compound II15 revealed that the novel triketone structure is a proherbicide of its corresponding phenoxyacetic acid auxin herbicide, which has a herbicidal mechanism similar to that of 2,4-D. The present work indicates that the 4-hydroxyl-3-(2-phenoxyacetyl)-pyran-2-one motif may be a potential lead structure for further development of novel auxin-type herbicides.

Discovery and development of a novel class of phenoxyacetyl amides as highly potent TRPM8 agonists for use as cooling agents

The paper presents the activity trends for a novel series of phenoxyacetyl amides as human TRPM8 receptor agonists. This series encompasses in vitro activity values ranging from the micromolar to the picomolar levels. Sensory evaluation of these molecules highlights their relevance as cooling agents for oral applications. The positive outcome of the complete evaluation of N-(1H-pyrazol-3-yl)-N-(thiophen-2-ylmethyl)-2-(p-tolyloxy)acetamide resulted in its approval for Generally Recognized As Safe (GRAS) status by the Flavor & Extract Manufacturer Association (FEMA) as FEMA 4809.

Privileged 1,2,4-oxadiazoles in anticancer drug design: Novel 5-aryloxymethyl-1,2,4-oxadiazole leads for prostate cancer therapy

Based on the structure of the previously identified leads, new series of compounds containing 1,2,4-oxadiazole core was designed. A small, diverse library of 51 compounds including both 2-(acylamino)ethyl and 2-ureidoethyl side chains was synthesized using parallel chemistry and tested for antiproliferative activity against prostate cancer DU-145 cell line. Four hit compounds - all belonging to 2-ureidoethyl series - were identified and three compounds were confirmed as 10-20 μM inhibitors. The similarity in compounds' periphery and the data obtained previously suggest a similar mode of action for these compounds which was postulated as tubulin inhibition and was confirmed by in silico docking. These data provide further evidence for the privileged character of 1,2,4-oxadiazoles in antiproliferative compound design.

Synthesis and Biological Activity of Ethyl 4-Alkyl-2-(2-(substituted phenoxy)acetamido)thiazole-5-carboxylate

(Chemical Equation Presented) A series of novel ethyl 4-(methyl or trifluoromethyl)-2-(2-(substituted phenoxy)acetamido)thiazole-5-carboxylates 7a, 7b, 7c, 7d, 7e and 8f, 8g, 8h, 8i, 8j, 8k, 8l, 8m, 8n, 8o, 8p, 8q, 8r were synthesized, and their structures were confirmed by IR, 1H-NMR, MS spectra and elemental analysis. The results of preliminary bioassays show that some of the title compounds exhibit moderate to good herbicidal activities. Compared with the fluorine free compounds 7a, 7b, and 7e, the compounds bearing fluorine 8g, 8j, and 8q showed higher herbicidal activities with 70-100% inhibition against Capsella bursa-pastoris, Amaranthus restroflexus, and Eclipta prostrata at the dosage of 150 g/ha, which indicated that the trifluoromethyl on the thiazole ring was beneficial for the herbicidal activity. Furthermore, compounds 8f, 8g, 8h, 8i, 8j, 8k, 8l, 8m, 8n, 8o, 8p, 8q, 8r were tested for fungicidal activity against Pseudoperonospora cubensis at 500 μg/mL. Compounds 8f and 8q showed the best fungicidal activity with more than 80% inhibition.

Synthesis and biological evaluation of aryloxyacetamide derivatives as neuroprotective agents

A series of new aryloxyacetamide derivatives 10a-s and 14a-m are designed and synthesized. Their protective activities against the glutamate-induced cell death were investigated in differentiated rat pheochromocytoma cells (PC12 cells). Most compounds exhibited neuroprotective effects, especially for 10m, 10r, 14b and 14c, which showed potential protection of PC12 cells at three doses (0.1, 1.0, 10 μM). MTT assay, Hoechst 33342/PI double staining, and high content screening (HCS) revealed that pretreatment of the cells with 10m, 10r, 14b and 14c has significantly decreased the extent of cell apoptosis in a dose-dependent manner. The results of western blot analysis demonstrated these compounds suppressed apoptosis of glutamate-induced PC12 cells via caspase-3 pathway. These compounds can be lead compounds for further discovery of neuroprotective agents for treating cerebral ischemic stroke. Basic structure-activity relationships are also presented.

Photoassisted Synthesis of Complex Molecular Architectures: Dearomatization of Benzenoid Arenes with Aza-o-xylylenes via an Unprecedented [2+4] Reaction Topology

A new method was developed for the photoinduced dearomatization of arenes through an intramolecular cycloaddition with aza-o-xylylenes generated by excited-state intramolecular proton transfer (ESIPT) in the readily available photoprecursors. The [2+4] topology of this cycloaddition is unprecedented for photo-dearomatizations of benzenoid aromatic carbocycles. It provides rapid access to novel heterocycles, cyclohexadieno-oxazolidino-quinolinols, as valuable synthons for a broad range of post-photochemical transformations. I'm so excited: Photoinduced dearomatization of arenes was achieved through intramolecular cycloaddition with aza-o-xylylenes generated by excited-state intramolecular proton transfer in the readily available photoprecursors. The [2+4] topology of this cycloaddition is unprecedented for photo-dearomatizations of benzenoid aromatic carbocycles and produces the novel heterocycles cyclohexadieno-oxazolidino-quinolinols.

A methyl benzofuranacetic [...] biological probe and its preparation method and application

The invention discloses a benzofuran quinoline type biological probe and a preparation method thereof, and application of the benzofuran quinoline type biological probe in detecting a G-quadruplex structure and in the mechanism of action of cryptolepine and G-quadruplex, wherein the biological probe is high in fluorescence intensity and excellent in fluorescence property, and can be applied to specially detecting the G-quadruplex structure and researching the mechanism of action of a cryptolepine derivative and the G-quadruplex. The invention relates to the research whether the cryptolepine derivative acts on the telomere G-quadruplex or the C-MYCG-quadruplex in the promoter region, or on other G-quadruplex structures in vivo; the detection method has the advantages of simple, convenient and quick operation, good selectivity and obvious visualization; the shortcomings of unavailable in-vivo detection, high price, high requirement equipment, relatively complex technical operations and the like of other detection methods are overcome.