5586-92-5

Basic information

• Product Name: 4-Benzyloxyphenylacetone
• Synonyms: 1-(4-Benzyloxy-phenyl)-propan-2-one;2-PROPANONE, 1-[4-(PHENYLMETHOXY)PHENYL]-
• CAS NO: 5586-92-5
• Molecular Formula: C₁₆H₁₆O₂
• Molecular Weight: 240.3
• Mol File: 5586-92-5.mol
• Article Data: 10

Chemical Properties

• Melting Point: 59-60 °C
• Boiling Point: 372.521°C at 760 mmHg
• Flash Point: 162.208°C
• Appearance: /
• Density: 1.089g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.563
• CAS DataBase Reference: 4-Benzyloxyphenylacetone(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Benzyloxyphenylacetone(5586-92-5)
• EPA Substance Registry System: 4-Benzyloxyphenylacetone(5586-92-5)

Safety Data

• Hazardous Substances Data: 5586-92-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C16H16O2/c1-13(17)11-14-7-9-16(10-8-14)18-12-15-5-3-2-4-6-15/h2-10H,11-12H2,1H3

Upstream product

• 770-39-8 4-methoxyphenylacetone 
• 100780-36-7 (E)-1-(benzyloxy)-4-(2-nitroprop-1-enyl)benzene 
• 4397-53-9 p-benzyloxybenzaldehyde 
• 6547-53-1 2-[4-(benzyloxy)benzyl]acetic acid 
• 108-24-7 acetic anhydride 
• 93969-55-2 1-benzyloxy-4-(2-nitropropyl)benzene 
• 56441-69-1 2-<4-(phenylmethoxy)phenyl>acetic acid ethyl ester 
• 917-54-4 methyllithium 

Downstream Products

• 65033-31-0 1-(4-benzyloxyphenyl)-2-benzylaminopropane 
• 78069-47-3 1-(4-benzyloxyphenyl) propan-2-one ethylene ketal 
• 130156-24-0 (R,R)-(-)-Fenoterol 
• 130156-24-0 (S,S)-(+)-Fenoterol 
• 130156-24-0 (S,R)-5-(1-hydroxy-2-{[2-(4-hydroxyphenyl)-1-methylethyl]amino}ethyl)benzene-1,3-diol 
• 391234-97-2 (R,S)-5-(1-hydroxy-2-{[2-(4-hydroxyphenyl)-1-methylethyl]amino}ethyl)benzene-1,3-diol 
• 1026431-76-4 C₄₅H₄₅NO₄ 
• 1026647-78-8 C₄₅H₄₅NO₄ 
• 1026184-18-8 C₄₅H₄₅NO₄ 
• 943962-12-7 (S)-(+)-1-(4-benzyloxyphenyl)-2-benzylaminopropane 
• 943962-11-6 (R)-(-)-1-(4-benzyloxyphenyl)-2-benzylaminopropane 
• 770-39-8 4-methoxyphenylacetone 

Relevant articles and documents

Use of fenoterol and fenoterol analogues in the treatment of glioblastomas and astrocytomas

This disclosure concerns the discovery of the use of fenoterol and (R,R)- and (R,S)-fenoterol analogs for the treatment of a tumor expressing a β2-adrenergic receptor, such as a primary brain tumor, including a glioblastoma or astrocytoma expressing a β2-adrenergic receptor. In one example, the method includes administering to a subject a therapeutically effective amount of fenoterol, a specific fenoterol analog or a combination thereof to reduce one or more symptoms associated with the tumor, thereby treating the tumor in the subject.

Pyrazolo[1,5-a]pyrimidine-based inhibitors of HCV polymerase

The present paper describes a novel series of HCV RNA polymerase inhibitors based on a pyrazolo[1,5-a]pyrimidine scaffold bearing hydrophobic groups and an acidic functionality. Several compounds were optimized to low nanomolar potencies in a biochemical RdRp assay. SAR trends clearly reveal a stringent preference for a cyclohexyl group as one of the hydrophobes, and improved activities for carboxylic acid derivatives.

Comparative molecular field analysis of the binding of the stereoisomers of fenoterol and fenoterol derivatives to the β2 adrenergic receptor

Stereoisomers of fenoterol and six fenoterol derivatives have been synthesized and their binding affinities for the β2 adrenergic receptor (Kiβ2-AR), the subtype selectivity relative to the β1-AR (Kiβ1-AR/K iβ2-AR) and their functional activities were determined. Of the 26 compounds synthesized in the study, submicromolar binding affinities were observed for (R,R)-fenoterol, the (R,R)-isomer of the p-methoxy, and (R,R)- and (R,S)-isomers of 1-naphthyl derivatives and all of these compounds were active at submicromolar concentrations in cardiomyocyte contractility tests. The Kiβ1-AR/K iβ2-AR ratios were >40 for (R,R)-fenoterol and the (R,R)-p-methoxy and (R,S)-1-naphthyl derivatives and 14 for the (R,R)-1-napthyl derivative. The binding data was analyzed using comparative molecular field analysis (CoMFA), and the resulting model indicated that the fenoterol derivatives interacted with two separate binding sites and one steric restricted site on the pseudo-receptor and that the chirality of the second stereogenic center affected Kiβ2 and subtype selectivity.