68062-88-4

Basic information

• Product Name: N-ACETYL-5-BENZYLOXYTRYPTAMINE
• Synonyms: 3-(N-ACETYL-2-AMINOETHYL)-5-BENZYLOXYINDOLE;N-ACETYL-5-BENZYLOXYTRYPTAMINE;3-(N-Acetyl-2-aminoethyl)-5-benzyloxy-1H-indole
• CAS NO: 68062-88-4
• Molecular Formula: C₁₉H₂₀N₂O₂
• Molecular Weight: 308.37
• Mol File: 68062-88-4.mol
• Article Data: 9

Chemical Properties

• Melting Point: 132-133 °C(Solv: benzene (71-43-2))
• Boiling Point: 592.9±45.0 °C(Predicted)
• Appearance: /
• Density: 1.193±0.06 g/cm3(Predicted)
• PKA: 16.25±0.46(Predicted)
• CAS DataBase Reference: N-ACETYL-5-BENZYLOXYTRYPTAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-ACETYL-5-BENZYLOXYTRYPTAMINE(68062-88-4)
• EPA Substance Registry System: N-ACETYL-5-BENZYLOXYTRYPTAMINE(68062-88-4)

Safety Data

• Hazardous Substances Data: 68062-88-4(Hazardous Substances Data)

Upstream product

• 2436-15-9 NSC 73391 
• 1453-97-0 5-benzyloxygramine 
• 1215-59-4 5-benzyloxy-1H-indole 
• 108-24-7 acetic anhydride 
• 20776-45-8 5-benzyloxytryptamine 
• 72-89-9 acetylcoenzyme A 

Downstream Products

• 1345995-63-2 C₂₀H₂₂N₂O₂ 
• 1345995-64-3 C₂₁H₂₄N₂O₂ 
• 1345995-65-4 C₂₂H₂₆N₂O₂ 
• 1345995-66-5 C₂₃H₂₈N₂O₂ 
• 1346011-08-2 C₂₀H₂₂N₂O₃ 
• 1346011-09-3 C₂₁H₂₄N₂O₃ 
• 157798-12-4 5-(Nonyloxy)tryptamine 
• 1210-83-9 N-acetyl-5-hydroxytryptamine 

Relevant articles and documents

BIOMARKER PANEL TARGETED TO DISEASES DUE TO MULTIFACTORIAL ONTOLOGY OF GLYCOCALYX DISRUPTION

The present disclosure provides biomarkers useful as companion diagnostics for detecting glycocalyx-based disease that is amenable to treatment using compounds designed for improving the condition of the glycocalyx and/or reducing inflammation and/or oxidative damage, as well as related compositions, kits, and methods.

Biocatalytic C3-Indole Methylation—A Useful Tool for the Natural-Product-Inspired Stereoselective Synthesis of Pyrroloindoles

Enantioselective synthesis of bioactive compounds bearing a pyrroloindole framework is often laborious. In contrast, there are several S-adenosyl methionine (SAM)-dependent methyl transferases known for stereo- and regioselective methylation at the C3 position of various indoles, directly leading to the formation of the desired pyrroloindole moiety. Herein, the SAM-dependent methyl transferase PsmD from Streptomyces griseofuscus, a key enzyme in the biosynthesis of physostigmine, is characterized in detail. The biochemical properties of PsmD and its substrate scope were demonstrated. Preparative scale enzymatic methylation including SAM regeneration was achieved for three selected substrates after a design-of-experiment optimization.

N-acetyl-5-arylalkoxytryptamine analogs: Probing the melatonin receptors for MT1-selectivity

A series of melatonin analogs obtained by the replacement of the ether methyl group with larger arylalkyl and aryloxyalkyl substituents was prepared in order to probe the melatonin receptors for MT1-selectivity. The most MT1-selective agents 11 and 15 were substituted with a Ph(CH 2)3 or a PhO(CH2)3 group. Compounds 11 and 15 displayed 11.5-fold and 11-fold higher affinity for the MT1 receptors than for the MT2 subtype. Interestingly, in our binding assay 11 and 15 have shown considerably higher MT1-affinity and selectivity than the reference ligand, the dimeric agomelatine 1a. The synthesis and pharmacological evaluation of a novel series of MLT analogs obtained by replacing the ether methyl group with arylalkyl and aryloxyalkyl moieties is described here. The results indicate for compounds 11 and 15 considerably higher MT1-affinity and selectivity than the reference ligand, the dimeric agomelatine 1a. Copyright