1676-63-7

Usage

Uses

Used in Pharmaceutical Industry:
4'-Ethoxyacetophenone is used as an intermediate in the synthesis of various pharmaceutical compounds. One of its primary applications is in the production of 4-(4-ethoxy-phenyl)-thiazol-2-ylamine, which is a compound with potential therapeutic properties. The versatility of 4'-Ethoxyacetophenone in chemical reactions allows for the creation of a wide range of pharmaceutical products.
Used in Chemical Synthesis:
In the field of organic chemistry, 4'-Ethoxyacetophenone serves as a valuable building block for the synthesis of various organic compounds. Its unique structure allows for further functionalization and modification, making it a useful starting material for the development of new molecules with specific properties and applications.
Used in Research and Development:
4'-Ethoxyacetophenone is also utilized in research and development settings, where it can be employed to study the properties and reactivity of similar compounds. Its use in this context helps scientists gain a better understanding of the underlying chemical principles and can lead to the discovery of new compounds with novel applications.

InChI:InChI=1/C10H12O2/c1-3-12-10-6-4-9(5-7-10)8(2)11/h4-7H,3H2,1-2H3

Upstream product

• 141-82-2 malonic acid 
• 108-24-7 acetic anhydride 
• 103-73-1 Phenetole 
• 56-23-5 tetrachloromethane 
• 855618-25-6 1-(4-ethoxy-cyclohexa-1,4-dienyl)-ethanone 
• 118-75-2 chloranil 
• 855618-27-8 1-(4-ethoxy-cyclohexa-1,3-dienyl)-ethanone 
• 64-19-7 acetic acid 
• 75-36-5 acetyl chloride 
• 96-63-9 trifluoroacetic anhydride 
• 76-05-1 trifluoroacetic acid 
• 5539-53-7 Acetyl methanesulfonate 
• 86119-84-8 phosphoric acid 
• 71-43-2 benzene 

Downstream Products

• 102953-44-6 1-(4-ethoxy-phenyl)-3-(4-propyl-piperidino)-propan-1-one 
• 51842-68-3 2-(4-ethoxyphenyl)quinoline-4-carboxylic acid 
• 93877-79-3 (E)-1-(4-ethoxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one 
• 51944-10-6 1-(4-ethoxyphenyl)butane-1,3-dione 
• 60131-72-8 1-(4-ethoxy-phenyl)-1-(4-methoxy-phenyl)-ethene 
• 2675-27-6 1-(4-ethoxy-phenyl)-ethanone-(4-nitro-phenylhydrazone) 
• 101356-82-5 1-(4-ethoxy-phenyl)-3-diethylamino-propan-1-one; hydrochloride 
• 63815-42-9 1-(4-ethoxy-phenyl)-3-piperidino-propan-1-one; hydrochloride 
• 78927-73-8 5-acetyl-2-ethoxybenzyl chloride 
• 72770-46-8 3-(4-ethoxy-phenyl)-crotonic acid 
• 51725-83-8 ethyl 4-ethoxybenzoylacetate 
• 116071-56-8 1-(4-ethoxyphenyl)ethyl alcohol 
• 7252-58-6 1-(4-ethoxy-phenyl)-ethanone semicarbazone 
• 14333-52-9 (4-ethoxy-phenyl)-glyoxal 

Relevant academic research and scientific papers

Photoinduced Acetylation of Anilines under Aqueous and Catalyst-Free Conditions

A green and efficient visible-light induced functionalization of anilines under mild conditions has been reported. Utilizing nontoxic, cost-effective, and water-soluble diacetyl as photosensitizer and acetylating reagent, and water as the solvent, a variety of anilines were converted into the corresponding aryl ketones, iodides, and bromides. With advantages of environmentally friendly conditions, simple operation, broad substrate scope, and functional group tolerance, this reaction represents a valuable method in organic synthesis.

Selective Electrochemical Oxygenation of Alkylarenes to Carbonyls

An efficient electrochemical method for benzylic C(sp3)-H bond oxidation has been developed. A variety of methylarenes, methylheteroarenes, and benzylic (hetero)methylenes could be converted into the desired aryl aldehydes and aryl ketones in moderate to excellent yields in an undivided cell, using O2 as the oxygen source and lutidinium perchlorate as an electrolyte. On the basis of cyclic voltammetry studies, 18O labeling experiments, and radical trapping experiments, a possible single-electron transfer mechanism has been proposed for the electrooxidation reaction.

Facile preparation of 5-alkyl-1-aryltetrazoles with arenes, acyl chlorides, hydroxylamine, and diphenylphosphoryl azide

Successive treatment of arenes with acyl chlorides and AlCl3, the addition of water and removal of solvent, the reaction with NH2OH?HCl and K2CO3, and the reaction with diphenylphosphoryl azide and DBU under warming conditions gave the corresponding 5-alkyl-1-aryltetrazoles efficiently in good to moderate yields. The present method is one-pot transformation of arenes into 5-alkyl-1-aryltetrazoles using the Friedel-Crafts acylation and the Beckmann rearrangement under transition-metal-free conditions.

Design, synthesis, biological evaluation and inhibition mechanism of 3-/4-alkoxy phenylethylidenethiosemicarbazides as new, potent and safe tyrosinase inhibitors

Tyrosinase plays important roles in many different disease related processes, and the development of its inhibitors is particularly important in biotechnology. In this study, thirty-nine 3-/4-alkoxyphenylethyli-denethiosemicarbazides were synthesized as novel tyrosinase inhibitors based on structure-based molecular design. Our experimental results demonstrated that thirty-one of them possess remarkable tyrosinase inhibitory activities with IC50 value below 1μM, and 5a, 6e, 6g and 6t did not display any toxicity to 293T cell line at the concentration of 1000μmol/L. According to the inhibitory activities, several compounds were selected for detail investigation on the structure–activity relationships (SARs), mechanisms of enzyme inhibition, inhibitory kinetics and cytotoxicity. In particular, the interaction between the selected inhibitors and the active center of tyrosinase was considered and discussed in detail based on their structural characteristics. Taken together, the results presented here demonstrated that the newly designed compounds are promising candidates for the treatment of tyrosinase-related disorders and further development of them may have significant contribution in biomedical science.

Metal-organic layers as multifunctional two-dimensional nanomaterials for enhanced photoredox catalysis

Metal-organic layers (MOLs) have recently emerged as a novel class of molecular two-dimensional (2D) materials with significant potential for catalytic applications. Herein we report the design of a new multifunctional MOL, Hf12-Ir-Ni, by laterally linking Hf12 secondary building units (SBUs) with photosensitizing Ir(DBB)[dF(CF3)ppy]2+ [DBB-Ir-F, DBB = 4,4′-di(4-benzoato)-2,2′-bipyridine; dF(CF3)ppy = 2-(2,4-difluorophenyl)-5-(trifluoromethyl)pyridine] bridging ligands and vertically terminating the SBUs with catalytic Ni(MBA)Cl2 [MBA = 2-(4′-methyl-[2,2′-bipyridin]-4-yl)acetate] capping agents. Hf12-Ir-Ni was synthesized in a bottom-up approach and characterized by TEM, AFM, PXRD, TGA, NMR, ICP-MS, UV-vis, and luminescence spectroscopy. The proximity between photosensitizing Ir centers and catalytic Ni centers (～0.85 nm) in Hf12-Ir-Ni facilitates single electron transfer, leading to a 15-fold increase in photoredox reactivity. Hf12-Ir-Ni was highly effective in catalytic C-S, C-O, and C-C cross-coupling reactions with broad substrate scopes and turnover numbers of ～4500, ～1900, and ～450, respectively.

A molybdenum based metallomicellar catalyst for controlled and chemoselective oxidation of activated alcohols in aqueous medium

A surfactant based oxodiperoxo molybdenum complex, which could activate molecular oxygen, has been employed as a catalyst for controlled oxidation of benzylic alcohols to corresponding carbonyls. The oxidation reactions were carried out under aqueous environment, however, in the absence of any extraneous base or co-catalyst. Sensitive/oxidizable functional groups like cyano, sulfide, hydroxyl, aryl-hydroxyl, alkene (internal/terminal), alkyne (internal/terminal), and acetal were tolerated during the transformations. Such selectivity is attributed to the mild nature of the catalyst. The methodology could also be scaled-up for multi-gram synthesis and the protocol is likely to find practical use since it requires an inexpensive recyclable-catalyst and easily available oxidant (under green conditions). A plausible mechanism is proposed with the help of preliminary computational study.

Metal-Free Photoinduced Transformation of Aryl Halides and Diketones into Aryl Ketones

The acylation of aryl halides to prepare aryl ketones without metal catalyst represents an important yet challenging topic towards more sustainable ketone synthesis. Herein, we describe a simple and efficient metal-free protocol for the acylation of aryl halides with diketone under the irradiation of light utilizing N-methylpiperidine as base under an air atmosphere. This reaction can tolerate a wide range of functional groups and the corresponding ketones can be obtained in modest to good yields.

Design, synthesis, docking studies and monoamine oxidase inhibition of a small library of 1-acetyl- and 1-thiocarbamoyl-3,5-diphenyl-4,5-dihydro-(1h)-pyrazoles

New N-acetyl/N-thiocarbamoylpyrazoline derivatives were designed and synthesized in high yields to assess their inhibitory activity and selectivity against human monoamine oxidase A and B. The most important chiral compounds were separated into their single enantiomers and tested. The impact of the substituents at N1, C3 and C5 positions as well the influence of the configuration of the C5 on the biological activity were analyzed. Bulky aromatic groups at C5 were not tolerated. p-Prenyloxyaryl moiety at C3 oriented the selectivity toward the B isoform. The results were also corroborated by molecular modelling studies providing new suggestions for the synthesis of privileged structures to serve as lead compounds for the treatment of mood disorders and neurodegenerative diseases.

NOVEL COMPOUND AND PHARMACEUTICAL COMPOSITION CONTAINING THE SAME

Disclosed are compounds of formula (I) below and pharmaceutically acceptable salts thereof: Formula (I), in which each of variables L, R3, R4, Y, Z1, Z2 and Z3 is defined herein. Also disclosed is a method for treating a cancer with a compound of formula (I) or a salt thereof and a pharmaceutical composition containing same.