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4-(4-methoxyphenyl)oxazole, also known as p-methoxyphenyl oxazole, is a chemical compound with the molecular formula C11H9NO2. It belongs to the oxazole class of compounds and is characterized by its unique chemical properties and structure.

54289-74-6

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54289-74-6 Usage

Uses

Used in Organic Chemistry:
4-(4-methoxyphenyl)oxazole is used as a building block for creating other compounds in the field of organic chemistry. Its unique structure allows for the synthesis of various organic molecules with potential applications in different industries.
Used in Chemical Reactions:
4-(4-methoxyphenyl)oxazole serves as a reagent in chemical reactions, facilitating the formation of desired products and improving the efficiency of the reaction process.
Used in Analytical and Spectroscopic Techniques:
4-(4-methoxyphenyl)oxazole is used as a reference standard in analytical and spectroscopic techniques, helping to ensure accurate measurements and comparisons in various experimental setups.
Used in Pharmaceutical Industry:
Due to its unique chemical properties, 4-(4-methoxyphenyl)oxazole has potential applications in the pharmaceutical industry, where it can be used in the development of new drugs and therapeutic agents.
Used in Materials Science:
4-(4-methoxyphenyl)oxazole also has potential applications in materials science, where it can be utilized in the design and synthesis of new materials with specific properties for various applications.

Check Digit Verification of cas no

The CAS Registry Mumber 54289-74-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,4,2,8 and 9 respectively; the second part has 2 digits, 7 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 54289-74:
(7*5)+(6*4)+(5*2)+(4*8)+(3*9)+(2*7)+(1*4)=146
146 % 10 = 6
So 54289-74-6 is a valid CAS Registry Number.

54289-74-6Relevant academic research and scientific papers

VASCULAR ADHESION PROTEIN-1 (VAP-1) MODULATORS AND THERAPEUTIC USES THEREOF

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Paragraph 0264, (2020/01/24)

Disclosed herein are small molecule Vascular Adhesion Protein- 1 (VAP-1) modulator compositions, pharmaceutical compositions, the use and preparation thereof.

Synthesis of Triarylpyridines in Thiopeptide Antibiotics by Using a C-H Arylation/Ring-Transformation Strategy

Amaike, Kazuma,Itami, Kenichiro,Yamaguchi, Junichiro

supporting information, p. 4384 - 4388 (2016/03/22)

We have described a C-H arylation/ring-transformation strategy for the synthesis of triarylpyridines, which form the core structure of thiopeptide antibiotics. This synthetic method readily gave 2,3,6-triarylpyridines in a regioselective manner by a two-p

Synthesis and biological activity of 5-(4-methoxyphenyl)-oxazole derivatives

Yamamuro, Daisuke,Uchida, Ryuji,Ohtawa, Masaki,Arima, Shiho,Futamura, Yushi,Katane, Masumi,Homma, Hiroshi,Nagamitsu, Tohru,Osada, Hiroyuki,Tomoda, Hiroshi

supporting information, p. 313 - 316 (2015/04/13)

5-(4′-Methoxyphenyl)-oxazole (MPO), originally reported as a synthetic compound, was isolated from fungal culture broth as an inhibitor of hatch and growth of Caenorhabditis elegans. Nineteen MPO derivatives were chemically synthesized, but showed no effect on C. elegans hatch and growth. These findings strongly suggested that the whole structure of MPO is essential for anti-C. elegans activity.

Discovery of potent and orally bioavailable heterocycle-based β3-adrenergic receptor agonists, potential therapeutics for the treatment of obesity

Lafontaine, Jennifer A.,Day, Robert F.,Dibrino, Joe,Hadcock, John R.,Hargrove, Diane M.,Linhares, Michael,Martin, Kelly A.,Maurer, Tristan S.,Nardone, Nancy A.,Tess, David A.,DaSilva-Jardine, Paul

, p. 5245 - 5250 (2008/03/13)

A novel series of heterocycle-based analogs were prepared and evaluated for their in vitro and in vivo biological activity as human β3-adrenergic receptor (AR) agonists. Several analogs demonstrated potent agonist activity at the β3-

Benzyne-Oxazole Cycloadducts: Isolation and Retro-Diels-Alder Reactions

Whitney, Scott E.,Winters, Michael,Rickborn, Bruce

, p. 929 - 935 (2007/10/02)

A literature procedure for generating benzyne from 1-aminobenzotriazole and lead tetraacetate was modified by the use of two syringe pumps to effect simultaneous addition through opposing ports of a three-neck flask.Applied to the reaction of benzyne with 4-phenyloxazole at 0 deg C, this modification resulted in essentially quantitative formation of cycloadduct.Retro-Diels-Alder expulsion of benzonitrile with concurrent formation of isobenzofuran occurred when the adduct was heated.The sequence constitutes a useful method of preparation of isobenzofuran, which may be utilized in situ or isolated as a solution for subsequent application.Benzyne cycloadducts were also prepared from 4-(4-nitrophenyl)- and 4-(4-methoxyphenyl)oxazoles, in order to assess the effect of remote substituents on the retro-Diels-Alder reaction.First-order rate constants were determined at three temperatures in the range of 40-70 deg C.The order of reactivity was p-NO2 > p-H > p-OMe; the substituent effects were small, with a factor 4 separating the p-NO2 from p-OMe rate.All three substrates exhibited small ΔS(excit.) values.Expulsion of the nitrile is believed to occur as a concerted reaction with little charge development.The modified benzyne procedure was also applied to 2,5-diphenyloxazole, at 0 and -78 deg C.Oxazole was recovered (59percent and 43percent at the higher and lower temperature, respectively).No bis(benzyne) adduct was formed, showing that 1,3-diphenylisobenzofuran is not generated during the course of the reaction.The 1:1 benzyne-diphenyloxazole cycloadduct is not observed in the crude product of the0 deg C reaction, but an absorption at 6.09 ppm in the NMR spectrum of crude product from the -78 deg C reaction is attributed to this material.The latter crude product on standing at room temperature forms the isobenzofuran.Both reaction mixtures form 1,3-diphenylisobenzofuran by another mechanism involving a second intermediate.This more polar intermediate, which appears to be the major product at 0 deg C, slowly gives 1,3-diphenylisobenzofuran.The overall more efficient cycloaddition at - 78 deg C is attributed to entropy effects, which tend to favor Diels-Alder over other second-order reactions as the temperature is lowered.

Synthesis and analgesic-antiinflammatory activity of some 4- and 5-substituted heteroarylsalicylic acids

Jones,Fordice,Greenwald,Hannah,Jacobs,Ruyle,Walford,Shen

, p. 1100 - 1104 (2007/10/05)

We have made a series of 4- and 5-aryl- and 4- and 5-heteroarylsalicylic acid derivatives with the objective of reducing gastric irritation and increasing potency. Here we describe a series of 4- and 5-heterocyclic salicylic acids and their antiinflammatory-analgesic potencies measured in comparison to aspirin. An improvement of the therapeutic index over aspirin of 100 was achieved; however, the heterocyclic salicylic acids lacked antipyretic activity. Some physicochemical parameters which may bear on the antiinflammatory activity of these compounds are discussed.

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