52055-22-8

Basic information

• Product Name: 2-(5-methoxy-1H-indol-3-yl)-2-oxoacetamide
• Synonyms: 2-(5-methoxy-1H-indol-3-yl)-2-oxoacetamide;5-Methoxyindole-3-glyoxylamide;5-methoxy-alpha-oxo-1H-Indole-3-acetamide
• CAS NO: 52055-22-8
• Molecular Formula: C₁₁H₁₀N₂O₃
• Molecular Weight: 218
• Mol File: 52055-22-8.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 475.803°C at 760 mmHg
• Flash Point: 241.557°C
• Appearance: /
• Density: 1.379g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.666
• Storage Temp.: 2-8°C
• Solubility: Dimethylsulfoxide, Methanol
• CAS DataBase Reference: 2-(5-methoxy-1H-indol-3-yl)-2-oxoacetamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(5-methoxy-1H-indol-3-yl)-2-oxoacetamide(52055-22-8)
• EPA Substance Registry System: 2-(5-methoxy-1H-indol-3-yl)-2-oxoacetamide(52055-22-8)

Safety Data

• Hazardous Substances Data: 52055-22-8(Hazardous Substances Data)

Usage

Description

2-(5-methoxy-1H-indol-3-yl)-2-oxoacetamide is an organic compound that serves as an intermediate in the preparation of Serotonin derivatives. It is characterized by its green-yellow solid appearance and is known for its chemical properties that make it a valuable component in the synthesis of various pharmaceutical compounds.

Uses

Used in Pharmaceutical Industry:
2-(5-methoxy-1H-indol-3-yl)-2-oxoacetamide is used as an intermediate for the synthesis of Serotonin derivatives, which are crucial in the development of medications targeting a wide range of conditions. Its role in the pharmaceutical industry is to facilitate the creation of drugs that can potentially treat various disorders related to Serotonin imbalances.
Used in Chemical Research:
As a green-yellow solid with unique chemical properties, 2-(5-methoxy-1H-indol-3-yl)-2-oxoacetamide is also utilized in chemical research for the study of its reactivity, stability, and potential applications in the development of new compounds and materials. Its properties make it an interesting subject for further investigation and potential use in various chemical processes.

InChI:InChI=1/C11H10N2O3/c1-16-6-2-3-9-7(4-6)8(5-13-9)10(14)11(12)15/h2-5,13H,1H3,(H2,12,15)

Upstream product

• 1006-94-6 5-methoxylindole 
• 2426-19-9 (5-methoxy-1H-indol-3-yl)oxoacetyl chloride 

Downstream Products

• 608-07-1 2-(5-methoxyindol-3-yl)ethylamine 
• 96236-05-4 5-methoxytryptamine-α,α,β,β-d₄ 

Relevant articles and documents

2-(1H-INDOLE-3-CARBONYL)-THIAZOLE-4-CARBOXAMIDE DERIVATIVES AND RELATED COMPOUNDS AS ARYL HYDROCARBON RECEPTOR (AHR) AGONISTS FOR THE TREATMENT OF E.G. ANGIOGENESIS IMPLICATED OR INFLAMMATORY DISORDERS

2-(1H-lndole-3-carbonyl)-thiazole-4-carboxamide derivatives and the corresponding imidazole, oxazole and thiophene derivatives and related compounds as aryl hydrocarbon receptor (AHR) agonists for the treatment of angiogenesis implicated disorders, such as e.g. retinopathy, psoriasis, rheumatoid arthritis, obesity and cancer, or inflammatory disorders. The present description discloses the synthesis and characterisation of exemplary compounds as well as pharmacological data thereof (e.g. pages 27 to 32 and 59 to 219; examples 1 to 8; compounds 1-1 to 1-97; tables 1-a, 2 and 3).

Alpha-ethyltryptamines as dual dopamine-serotonin releasers

The dopamine (DA), serotonin (5-HT), and norepinephrine (NE) transporter releasing activity and serotonin-2A (5-HT2A) receptor agonist activity of a series of substituted tryptamines are reported. Three compounds, 7b, (+)-7d and 7f, were found to be potent dual DA/5-HT releasers and were >10-fold less potent as NE releasers. Additionally, these compounds had different activity profiles at the 5-HT2Areceptor. The unique combination of dual DA/5-HT releasing activity and 5-HT2Areceptor activity suggests that these compounds could represent a new class of neurotransmitter releasers with therapeutic potential.

Electron Impact and Chemical Ionization Fragmentation of 5-Methoxytryptamine and Some 6-Methoxy-β-carbolines

Electron impact (EI) and chemical ionization (CI) mass spectra of 5-methoxytryptamine (5-MT) and seven 6-methoxy-β-carbolines have been recorded and interpreted.Proposed fragmentation pathways are depicted on the basis of spectra of deuterium labelled analogs of 5-MT, 6-methoxy-1,2,3,4-tetrahydro-β-carboline (6-MeO-THBC) and 6-Methoxy-1-methyl-1,2,3,4-tetrahydro-β-carboline (6-MeO-1-Me-THBC).In the EI mass spectrum of 5-MT, the base peak m/z 160 is formed by the expulsion of CH4N.The positive ion so formed is suggested to have a quinolinium structure.In chemical ionization with CH4 as the reaction gas, the most abundant ion is produced by cleavage of NH3.The ion m/z 173 yields the base peak in the EI mass spectrum of 6-MeO-THBC.This ion is formed by a retro Diels-Alder reaction, an important fragmentation pathway of 6-MeO-1-Me-THBC, too. 6-MeO-harmalan easily loses one hydrogen atom in EI fragmentation followed by methyl loss from the methoxy group, this latter process yielding the base peak, m/z 197 in the EI mass spectrum of 6-MeO-harman.M+1 is the base peak in the CI mass spectra of all 6-MeO-β-carbolines.