202811-08-3

Basic information

• Product Name: 2-(2-hydroxyphenyl)-N-methylacetamide
• Synonyms: 2-(2-hydroxyphenyl)-N-methylacetamide
• CAS NO: 202811-08-3
• Molecular Weight: 165.192
• Mol File: 202811-08-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-(2-hydroxyphenyl)-N-methylacetamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-hydroxyphenyl)-N-methylacetamide(202811-08-3)
• EPA Substance Registry System: 2-(2-hydroxyphenyl)-N-methylacetamide(202811-08-3)

Safety Data

• Hazardous Substances Data: 202811-08-3(Hazardous Substances Data)

Upstream product

• 74-89-5 methylamine 
• 614-75-5 2-Hydroxyphenylacetic acid 
• 1443440-70-7 N-methyl-N-phenoxyacetamide 
• 98-80-6 phenylboronic acid 

Downstream Products

• 202811-09-4 ethyl 2-(2-((N-methylcarbamoyl)methyl)phenoxy)acetate 
• 852951-38-3 N-methyl-2-{2-[(2S)-oxiran-2-ylmethoxy]phenyl}acetamide 
• 202811-13-0 (3E)-4-(N-((1R)-1-(N-(2-(2-(2-Hydroxyethoxy)phenyl)ethyl)-N-methylcarbamoyl)-2-(2-naphthyl)ethyl)-N-methylcarbamoyl)-1,1-dimethylbut-3-enylcarbamic acid tert-butyl ester 
• 202811-24-3 N-((3E)-4-(N-((1R)-1-(N-(2-(2-(2-hydroxyethoxy)phenyl)ethyl)-N-methylcarbamoyl)-2-(2-naphthyl)ethyl)-N-methylcarbamoyl)-1,1-dimethylbut-3-enyl)-N-methylcarbamic acid tert-butyl ester 
• 202811-11-8 N-((1R)-1-(N-(2-(2-(2-hydroxyethoxy)phenyl)ethyl)-N-methylcarbamoyl)-2-(2-naphthyl)ethyl)-N-methylcarbamic acid tert-butyl ester 
• 202811-12-9 (2R)-N-(2-(2-(2-hydroxyethoxy)phenyl)ethyl)-N-methyl-2-(methylamino)-3-(2-naphthyl)propionamide 
• 202811-10-7 2-(2-(2-(methylamino)ethyl)phenoxy)ethanol 

Relevant articles and documents

Base-promoted aromatic [3,3] sigmatropic rearrangement of N-acyl-O-arylhydroxylamine derivatives

The base-promoted aromatic [3,3] sigmatropic rearrangement of N-acyl-O-arylhydroxylamines giving α-(2-hydroxyphenyl)amides was successfully demonstrated. The substrates were prepared from N-substituted hydroxylamines by N-acylation followed by copper(I)-mediated O-arylation with boronic acids. Treatment of the substrates with lithium hexamethyldisilazide (LiHMDS) in THF at 0 °C to room temperature generated the corresponding amide enolates. The aromatic [3,3] rearrangement of the enolates provided the desired products in moderate to good yields. A crossover experiment produced only intramolecular products and clarified that the reaction proceeds via the aromatic [3,3] sigmatropic rearrangement, not a bond-cleavage–recombination process. Our method is a formal α-arylation of amides.

New highly potent dipeptidic growth hormone secretagogues with low molecular weight

Based on NN703, low molecular weight growth hormone secretagouges (GHSs) with a reduced number of hydrogen binding sites were designed by removal of the C-terminal amide group. The compounds were highly potent in combination with high efficacy in a rat pituitary cell assay, being characterized with EC50 values down to 0.8 nM. Selected compounds were tested in in vivo animal models. The oral bioavailability in dogs was 16-44%. Also, the ED50 values of the compounds were determined both in dog and swine. (C) 2000 Editions scientifiques et medicales Elsevier SAS.