21218-94-0

Basic information

• Product Name: 4-Phenoxybenzoic acid methyl ester
• Synonyms: 4-Phenoxybenzoic acid methyl ester;methyl 4-phenoxybenzoate
• CAS NO: 21218-94-0
• Molecular Formula: C₁₄H₁₂O₃
• Molecular Weight: 228.24
• Mol File: 21218-94-0.mol
• Article Data: 30

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-Phenoxybenzoic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Phenoxybenzoic acid methyl ester(21218-94-0)
• EPA Substance Registry System: 4-Phenoxybenzoic acid methyl ester(21218-94-0)

Safety Data

• Hazardous Substances Data: 21218-94-0(Hazardous Substances Data)

Usage

Uses

Methyl 4-Phenoxybenzoate is useful for preparing potential InhA reductase inhibitors.

Synthesis Reference(s)

Tetrahedron, 43, p. 323, 1987 DOI: 10.1016/S0040-4020(01)89960-9

Upstream product

• 67-56-1 methanol 
• 2215-77-2 4-Phenoxybenzoic acid 
• 619-50-1 4-nitrobenzoic acid methyl ester 
• 139-02-6 sodium phenoxide 
• 28899-97-0 triphenylbismuth(V) diacetate 
• 99-76-3 methyl 4-hydroxylbenzoate 
• 619-42-1 4-methoxycarbonylphenyl bromide 
• 108-95-2 phenol 
• 108-86-1 bromobenzene 
• 1126-46-1 Methyl 4-chlorobenzoate 
• 98-80-6 phenylboronic acid 
• 67-36-7 4-phenoxy benzaldehyde 
• 591-50-4 iodobenzene 
• 201230-82-2 carbon monoxide 

Downstream Products

• 1592-38-7 2-Naphthalenemethanol 
• 2215-78-3 (4-phenoxyphenyl)methanol 
• 2215-77-2 4-Phenoxybenzoic acid 
• 1382992-67-7 N-(2-(5-chloro-1H-indol-3-yl)ethyl)-4-phenoxybenzamide 
• 1612774-47-6 tert-butyl 3-(5-amino-4-cyano-3-(4-phenoxyphenyl)-1H-pyrazol-1-yl)-piperidine-1-carboxylate 
• 1612774-48-7 tert-butyl 3-(5-(tert-butoxycarbonylamino)-4-cyano-3-(4-phenoxyphenyl)-1H-pyrazol-1-yl)piperidine-1-carboxylate 
• 1612777-08-8 tert-butyl 3-(5-(tert-butoxycarbonyl(methyl)amino)-4-cyano-3-(4-phenoxyphenyl)-1H-pyrazol-1-yl)piperidine-1-carboxylate 
• 1612773-99-5 1-(1-acryloylpiperidin-3-yl)-5-(methylamino)-3-(4-phenoxyphenyl)-1H-pyrazole-4-carboxamide 
• 1612774-50-1 (R)-tert-butyl 3-(5-amino-4-cyano-3-(4-phenoxyphenyl)-1H-pyrazol-1-yl)piperidine-1-carboxylate 
• 1612774-51-2 (R)-tert-butyl 3-(5-amino-4-carbamoyl-3-(4-phenoxyphenyl)-1H-pyrazol-1-yl)piperidine-1-carboxylate 
• 1612774-53-4 (R)-tert-butyl 3-(3-amino-4-cyano-5-(4-phenoxyphenyl)-1H-pyrazol-1-yl)piperidine-1-carboxylate 

Relevant articles and documents

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Nickel-Catalyzed Etherification of Phenols and Aryl Halides through Visible-Light-Induced Energy Transfer

Notwithstanding some progress in nickel-catalyzed etherification of alkanols and arylhalides, the ability of such a Ni-catalyzed transformation employing phenols to diaryl ethers is unsuccessful due to phenolates with much lower reduction potentials, which suppress the oxidation of nickel(II) intermediates into requisite Ni(III) species. We herein report visible-light-initiated, nickel-catalyzed O-arylation of phenols with arylhalides using t-BuNH(i-Pr) as the base and thioxanthen-9-one as the photosensitizer under visible light. This photocoupling exhibits a broad substrate scope.

In vitro antimycobacterial activity and physicochemical characterization of diaryl ether triclosan analogues as potential inhA reductase inhibitors

Two sets of diphenyl ether derivatives incorporating five-membered 1,3,4-oxadiazoles, and their open-chain aryl hydrazone analogs were synthesized in good yields. Most of the synthesized compounds showed promising in vitro antimycobacterial activity against Mycobacterium tuberculosis H37Rv. Three diphenyl ether derivatives, namely hydrazide 3, oxadiazole 4 and naphthylarylidene 8g exhibited pronounced activity with minimum inhibitory concentrations (MICs) of 0.61, 0.86 and 0.99 μg/mL, respectively compared to triclosan (10 μg/mL) and isoniazid (INH) (0.2 μg/mL). Compounds 3, 4, and 8g showed the InhA reductase enzyme inhibition with higher IC50 values (3.28-4.23 μM) in comparison to triclosan (1.10 μM). Correlation between calculated physicochemical parameters and biological activity has been discussed which justifies a strong correlation with respect to the inhibition of InhA reductase enzyme. Molecular modeling and drug-likeness studies showed good agreement with the obtained biological evaluation. The structural and experimental information concerning these three InhA inhibitors will likely contribute to the lead optimization of new antibiotics for M. tuberculosis.