78725-47-0

Usage

Uses

Used in Chemical and Pharmaceutical Research:
4-(4-Methoxyphenoxy)benzaldehyde 97 is used as a key intermediate in various chemical reactions and organic synthesis processes. Its unique molecular structure allows for the manipulation of its properties under different conditions, making it a valuable component in the development of new compounds and materials.
Used in Substance Reaction Studies:
4-(4-Methoxyphenoxy)benzaldehyde 97 is employed as a reactant in substance reaction studies, where its reactivity and interaction with other compounds can be investigated. This helps in understanding the underlying mechanisms of various chemical reactions and contributes to the advancement of chemical knowledge.
Used in Drug Development:
4-(4-Methoxyphenoxy)benzaldehyde 97 is used as a building block in the synthesis of pharmaceutical compounds. Its versatility in organic synthesis makes it a promising candidate for the development of new drugs, particularly in the fields of medicine and healthcare. Its properties can be tailored to target specific biological pathways or to improve the efficacy and safety of existing medications.

InChI:InChI=1/C14H12O3/c1-16-12-6-8-14(9-7-12)17-13-4-2-11(10-15)3-5-13/h2-10H,1H3

Upstream product

• 74-90-8 hydrogen cyanide 
• 1655-69-2 1-methoxy-4-phenoxy-benzene 
• 3402-85-5 1-methoxy-4-(p-tolyloxy)benzene 
• 459-57-4 4-fluorobenzaldehyde 
• 150-76-5 4-methoxy-phenol 
• 555-16-8 4-nitrobenzaldehdye 
• 93-61-8 N-methyl-N-phenylformamide 
• 10025-87-3 trichlorophosphate 
• 7647-01-0 hydrogenchloride 
• 7446-70-0 aluminium trichloride 
• 71-43-2 benzene 
• 1122-91-4 4-bromo-benzaldehyde 
• 5720-07-0 4-methoxyphenylboronic acid 
• 123-08-0 4-hydroxy-benzaldehyde 

Downstream Products

• 246867-11-8 4-(4-methoxy-phenoxy)-trans-cinnamic acid 
• 3525-22-2 4'-(4-methoxyphenoxy)benzoic acid 
• 101091-62-7 4-(4-methoxy-phenoxy)-benzaldehyde-semicarbazone 
• 91378-31-3 4-(4-hydroxyphenoxy)benzaldehyde 
• 855272-33-2 1-(4-(4-methoxyphenoxy)phenyl)propan-1-ol 
• 70151-69-8 1-(bromomethyl)-4-(4-methoxyphenoxy)benzene 
• 101097-62-5 4-(4-methoxy-phenoxy)-1-(2t-nitro-vinyl-(1r))-benzene 
• 70151-68-7 4-(4-methoxy-phenoxy)-benzyl alcohol 

Relevant academic research and scientific papers

Discovery of highly potent and selective influenza virus neuraminidase inhibitors targeting 150-cavity

Encouraged by our earlier discovery of N1-selective inhibitors, the 150-cavity of influenza virus neuraminidases (NAs) could be further exploited to yield more potent oseltamivir derivatives. Herein, we report the design, synthesis and biological evaluation of a series of novel oseltamivir derivatives via the structural modifications at C5–NH2 of oseltamivir targeting 150-cavity. Among them, compound 5c bearing 4-(3-methoxybenzyloxy)benzyl group exhibited the most potent activity, which was lower or modestly improved activities than oseltamivir carboxylate (OSC) against N1 (H1N1), N1 (H5N1) and N1 (H5N1–H274Y). Specifically, there was 30-fold loss of activity against the wild-type strain H1N1. However, 5c displayed 4.85-fold more potent activity than OSC against H5N1–H274Y NA. Also, 5c demonstrated low cytotoxicity in vitro and no acute toxicity in mice. Molecular docking studies provided insights into the high potency of 5c against N1 and N1–H274Y mutant NAs. Besides, the in silico prediction of physicochemical properties and CYP enzymatic inhibitory ability of representative compounds were conducted to evaluate their drug-like properties.

Design and synthesis of methoxyphenyl- and coumarin-based chalcone derivatives as anti-inflammatory agents by inhibition of NO production and down-regulation of NF-κB in LPS-induced RAW264.7 macrophage cells

Exaggerated inflammatory responses may cause serious and debilitating diseases such as acute lung injury and rheumatoid arthritis. Two series of chalcone derivatives were prepared as anti-inflammatory agents. Methoxylated phenyl-based chalcones 2a-l and c

Homologation of Electron-Rich Benzyl Bromide Derivatives via Diazo C-C Bond Insertion

The ability to manipulate C-C bonds for selective chemical transformations is challenging and represents a growing area of research. Here, we report a formal insertion of diazo compounds into the "unactivated"C-C bond of benzyl bromide derivatives catalyzed by a simple Lewis acid. The homologation reaction proceeds via the intermediacy of a phenonium ion, and the products contain benzylic quaternary centers and an alkyl bromide amenable to further derivatization. Computational analysis provides critical insight into the reaction mechanism, in particular the key selectivity-determining step.

Method for preparing diarylether compound

The invention relates to a method for preparing a diarylether compound. The method comprises the following steps: dispersing an aromatic heterocyclic borate compound, a nitrobenzene compound, a coppercatalyst, an alkaline compound and an additive in an organic solvent, heating and stirring, and extracting, separating and purifying the obtained reaction solution by using an organic solvent after the reaction is completed to obtain the diarylether compound. Compared with the prior art, the method has the following advantages: the efficient preparation of the diarylether compound can be realizedunder the catalysis of bivalent copper with stable properties and low price; extra protection of inert gas is not needed, and the reaction is carried out under a heating condition in the air, so environmental friendliness is achieved; and expensive catalysis and ligands are not needed in the reaction, the reaction selectivity is high, the functional group tolerance of a substrate is good, the whole reaction process is simple and easy to implement, and the method is a brand-new synthesis method of the diarylether compound.

Pyrimidine onium compound and application thereof

The invention relates to a pyrimidine onium compound, nitride oxides, salt of the nitride oxides and a composition comprising the compound. The invention further relates to an application of the compound to plant pest control.

Nickel-catalyzed denitrative etherification of activated nitrobenzenes

Electron-deficient nitrobenzenes were coupled with phenols/alcohols to form diaryl/alkyl aryl ethers by the aid of NiCl2 as the catalyst. The reactions were conducted under ligand- and oxidant-free conditions without the exclusion of air or moisture. The initial studies upon the mechanism of the reaction revealed two solvent-dependent approaches. In molten TBAB, SNAr mechanism seems to be predominated, while, in DMF, the reaction might include the radical species.

Synthesis and biological evaluation of new thiosemicarbazone derivative schiff bases as monoamine oxidase inhibitory agents

Twenty-six novel thiosemicarbazone derivative B1–B26 were synthesized via condensation reactions between the corresponding thiosemicarbazides and aldehydes. The chemical characterization of the compounds was carried out by infrared (IR), mass (MS), proton and carbon nuclear magnetic resonance (1H- and 13C-NMR) spectroscopic analyses. The compounds were investigated for their monoamine oxidase A (MAO-A) and monoamine oxidase B (MAO-B) inhibitory activity and most of them were more potent against MAO-A enzyme when compared with MAO-B enzyme. N-Cyclohexyl-2-[4-[(4-chlorophenyl)thio]benzylidene]hydrazine-1-carbothioamide (B24) was the most active compound against MAO-A. The enzyme kinetics study revealed that compound B24 has a reversible and competitive mode of binding. Interaction modes between compound B24 and MAO-A were clarified by docking studies. In addition, the favourable absorption, distribution, metabolism, and excretion (ADME) properties and non-toxic nature of compound B24 make this compound a promising MAO-A inhibitor.

Synthesis and anticandidal activity of new imidazole-chalcones

In the present work, 15 new 1-(4-(1H-imidazol-1-yl)phenyl)-3-(4-substituedphenyl)prop-2-en-1-one derivatives (3a–3o) were synthesized to evaluate their antifungal activity. Structures of newly synthesized imidazole derivatives (3a–3o) were characterized by IR,1H-NMR,13C-NMR, and LCMSMS spectroscopic methods. The anticandidal activity of compounds (3a–3o) against C. albicans (ATCC 24433), C. krusei (ATCC 6258), C. parapsilosis (ATCC 22019), and C. glabrata (ATCC 90030) was elucidated according to the EUCAST definitive (EDef 7.1) method. Consistent with the activity studies, 3a–3d were found to be more potent derivatives with their MIC50 values (0.78 μg/mL–3.125 μg/mL) against Candida strains. Compound 3c indicated similar antifungal activity to ketoconazole against all Candida species and was evaluated as the most active derivative in the series. Effects of the most potent derivatives 3a–3d on ergosterol biosynthesis were observed by LC-MS-MS method, which is based on quantification of the ergosterol level in C. krusei. Moreover, these compounds were subjected to a cytotoxicity test for the preliminary toxicological profiles and were found as non-cytotoxic. Furthermore, docking studies for the most active derivative 3c were performed to evaluate its binding modes on lanosterol 14-α-demethylase. In addition to in vitro tests, docking studies also revealed that Compound 3c is a potential ergosterol biosynthesis inhibitor.

Immobilized palladium nanoparticles on MNPs@A-N-AEB as an efficient catalyst for C-O bond formation in water as a green Solvent

Palladium nanoparticles immobilized on the magnetic nanoparticles@2-amino-N-(2-aminoethyl) benzamide (MNPs@A-N-AEB.Pd0) have been presented as an efficient, and reusable magnetically heterogeneous catalyst for the C-O coupling reaction, namely Ullmann condensation reactions in an aqueous medium. This heterogeneous catalyst shows superior reactivity for the C-O arylation of different aryl halide (chloride, bromide, and iodide) with phenol derivatives to afford the desired products in good to excellent yields within short reaction time. Moreover, the catalyst can be easily recovered and reused for seven runs without loss of catalytic activity. The catalyst was characterized by several techniques, such as FT-IR, SEM, TEM, EDS, XRD, TGA and ICP-OES.

Synthesis and MAO inhibitory activity of novel thiazole-hydrazones

A series of new thiazole-hydrazones (3a-3n) were synthesized, characterized, and screened for their hMAO-A and hMAO-B inhibitory activity by an in vitro uorometric method. Selectivity indexes (SIs) were expressed as IC50 (MAO-A) / IC50/su