52446-51-2

Basic information

• Product Name: 4-Phenoxy-benzeneethanol
• Synonyms: 4-Phenoxy-benzeneethanol;2-(4-phenoxyphenyl)ethanol
• CAS NO: 52446-51-2
• Molecular Formula: C₁₄H₁₄O₂
• Molecular Weight: 214.25976
• Mol File: 52446-51-2.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4-Phenoxy-benzeneethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Phenoxy-benzeneethanol(52446-51-2)
• EPA Substance Registry System: 4-Phenoxy-benzeneethanol(52446-51-2)

Safety Data

• Hazardous Substances Data: 52446-51-2(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of Medicinal Chemistry, 25, p. 57, 1982 DOI: 10.1021/jm00343a011

Upstream product

• 75-21-8 oxirane 
• 591-50-4 iodobenzene 
• 3240-34-4 [bis(acetoxy)iodo]benzene 
• 4664-61-3 methyl [p-(phenoxy)phenyl]acetate 
• 14199-15-6 Methyl 4-hydroxyphenylacetate 
• 4973-29-9 4-phenoxystyrene 
• 67-36-7 4-phenoxy benzaldehyde 
• 14062-26-1 ethyl 2-(4-phenoxyphenyl)acetate 
• 101-55-3 4-Bromodiphenyl ether 

Downstream Products

• 344596-80-1 Na⁽¹⁺⁾*C₁₄H₁₃O₄S^(1-) 
• 1433545-97-1 C₁₇H₁₉NO₅S 
• 1433543-94-2 N-hydroxy-2-(2-(4-phenoxyphenyl)ethylsulfonamido)acetamide 
• 64723-44-0 Toluene-4-sulfonic acid 2-(4-phenoxy-phenyl)-ethyl ester 
• 36207-23-5 1-ethyl-4-phenoxybenzene 
• 107291-94-1 7-Phenoxy-isothiochroman-1-carboxylic acid ethyl ester 
• 107291-86-1 Chloro-[2-(4-phenoxy-phenyl)-ethylsulfanyl]-acetic acid ethyl ester 
• 107291-79-2 [2-(4-Phenoxy-phenyl)-ethylsulfanyl]-acetic acid ethyl ester 
• 107292-00-2 7-phenoxyisothiochroman-1-carboxylic acid 
• 79807-87-7 2-({3-[2-(4-Phenoxy-phenyl)-ethoxy]-phenylamino}-methylene)-malonic acid diethyl ester 
• 79807-88-8 ethyl 7-<(4-phenoxyphenethyl)oxy>-4-hydroxyquinoline-3-carboxylate 

Relevant articles and documents

Ligand- and Counterion-Assisted Phenol O-Arylation with TMP-Iodonium(III) Acetates

High reactivity of trimethoxyphenyl (TMP)-iodonium(III) acetate for phenol O-arylation was achieved. It was first determined that the TMP ligand and acetate anion cooperatively enhance the electrophilic reactivity toward phenol oxygen atoms. The proposed method provides access to various diaryl ethers in significantly higher yields than the previously reported techniques. Various functional groups, including aliphatic alcohol, boronic ester, and sterically hindered groups, were tolerated during O-arylation, verifying the applicability of this ligand- and counterion-assisted strategy.

Synthesis and structure activity relationships of cyanopyridone based anti-tuberculosis agents

Mycobacterium tuberculosis, the causative agent of tuberculosis, relies on thymidylate kinase (MtbTMPK) for the synthesis of thymidine triphosphates and thus also DNA synthesis. Therefore, this enzyme constitutes a potential Achilles heel of the pathogen. Based on a previously reported MtbTMPK 6-aryl-substituted pyridone inhibitor and guided by two co-crystal structures of MtbTMPK with pyridone- and thymine-based inhibitors, we report the synthesis of a series of aryl-shifted cyanopyridone analogues. These compounds generally lacked significant MtbTMPK inhibitory potency, but some analogues did exhibit promising antitubercular activity. Analogue 11i demonstrated a 10-fold increased antitubercular activity (MIC H37Rv, 1.2 μM) compared to literature compound 5. Many analogues with whole-cell antimycobacterial activity were devoid of significant cytotoxicity.

COMPOUNDS

Disclosed are compounds that inhibit Lp-PLA2 activity, processes for their preparation, compositions containing them and their use in the treatment of diseases associated with the activity of Lp-PLA2, for example atherosclerosis, Alzheimer's disease, and/or diabetic macular edema.