52061-51-5

Basic information

• Product Name: 4-(Benzyloxy)-N,N-dimethyl-indole-3-glyoxylamide
• Synonyms: 4-(Benzyloxy)-N,N-dimethyl-indole-3-glyoxylamide;N,N-DiMethyl-α-oxo-4-(phenylMethoxy)-1H-indole-3-acetaMide;2-(4-(benzyloxy)-1H-indol-3-yl)-N,N-dimethyl-2-oxoacetamide(WXG00094)
• CAS NO: 52061-51-5
• Molecular Formula: C₁₉H₁₈N₂O₃
• Molecular Weight: 322.35782
• Product Categories: Indole Derivatives;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 52061-51-5.mol

Chemical Properties

• Melting Point: 148-150 °C
• Boiling Point: 527.6±58.0 °C(Predicted)
• Appearance: /
• Density: 1.261±0.06 g/cm3(Predicted)
• Solubility: DMSO
• PKA: 14.92±0.30(Predicted)
• CAS DataBase Reference: 4-(Benzyloxy)-N,N-dimethyl-indole-3-glyoxylamide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(Benzyloxy)-N,N-dimethyl-indole-3-glyoxylamide(52061-51-5)
• EPA Substance Registry System: 4-(Benzyloxy)-N,N-dimethyl-indole-3-glyoxylamide(52061-51-5)

Safety Data

• Hazardous Substances Data: 52061-51-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-(Benzyloxy)-N,N-dimethyl-indole-3-glyoxylamide is used as an intermediate for the synthesis of pharmaceutically active indole derivatives. Its role in the industry is crucial as it aids in the development of new drugs with potential therapeutic applications.
As an intermediate, 4-(Benzyloxy)-N,N-dimethyl-indole-3-glyoxylamide contributes to the creation of various indole-based compounds that can be utilized in the treatment of different medical conditions. 4-(Benzyloxy)-N,N-dimethyl-indole-3-glyoxylamide's chemical properties make it a valuable building block in the synthesis of these pharmaceutically relevant molecules.

Upstream product

• 79-37-8 oxalyl dichloride 
• 20289-26-3 4-benzyloxy-1H-indole 
• 124-40-3 dimethyl amine 
• 60-29-7 diethyl ether 

Downstream Products

• 1179983-74-4 2-(4-benzyloxy-5,7-difluoro-1H-indol-3-yl)-N,N-dimethyl-2-oxoacetamide 
• 520-52-5 psilocybin 
• 92292-84-7 2-Acetoxy-N,N-dimethyltryptamine 
• 520-53-6 psilocin 
• 1640-04-6 [2-(4-benzyloxy-1-methyl-indol-3-yl)-ethyl]-dimethyl-amine 
• 18483-72-2 phosphoric acid mono-[3-(2-dimethylamino-ethyl)-1-methyl-indol-4-yl ester] 
• 1465-16-3 1-methylpsilocin 
• 879485-07-1 2-(4-(benzyloxy)-1-butyl-1H-indol-3-yl)-N,N-dimethylethan-1-amine 
• 28383-23-5 2-(4-(benzyloxy)-1H-indol-3-yl)-N,N-dimethylethan-1-amine 
• 110049-59-7 1-(4-benzyloxy-indol-3-yl)-2-dimethylamino-ethanol 
• 1179983-75-5 2-(4-benzyloxy-5,7-difluoro-1H-indol-3-yl)-N,N-dimethylethanamine 
• 1179983-76-6 2-(4-(benzyloxy)-5,7-difluoro-1-methyl-1H-indol-3-yl)-N,N-dimethylethanamine 

Relevant articles and documents

3-(2-(AMINOETHYL)-INDOL-4-OL DERIVATIVES, METHODS OF PREPARATION THEREOF, AND THE USE AS 5-HT2 RECEPTOR MODULATORS

A compound of Formula I, which possesses 5-HT2A and/or 5-HT2c selective receptor activity, but lacks at least some of the undesirable characteristics of 5-HT2B-agonist related activities, is disclosed. Methods of preparing said compo

SAR of psilocybin analogs: Discovery of a selective 5-HT2C agonist

An SAR study of psilocybin and psilocin derivatives reveals that 1-methylpsilocin is a selective agonist at the h5-HT2C receptor. The corresponding phosphate derivative, 1-methylpsilocybin, shows efficacy in an animal model for obsessive-compul

Improvements to the synthesis of psilocybin and a facile method for preparing the O-acetyl prodrug of psilocin

An improved procedure to accomplish the O-phosphorylation of 4-hydroxy- N,N-dimethyltryptamine (psilocin 5) is reported that utilizes reaction between the O-lithium salt of 5 and tetra-O-benzylpyrophosphate. The O- benzyl groups were removed by catalytic hydrogenation over palladium on carbon to afford N,N-dimethyl-4-phosphoryloxytryptamine (psilocybin, 1). In view of difficulties encountered in the preparation of 1, it is suggested that 4-acetoxy-N,N-dimethyltryptamine (2) may be a useful alternative for pharmacological studies. The latter was obtained following catalytic O- debenzylation of 4-benzyloxy-N,N-dimethyltryptamine in the presence of acetic anhydride and sodium acetate.