1453-97-0

Basic information

• Product Name: 5-BENZYLOXYGRAMINE
• Synonyms: N-[[5-(BENZYLOXY)-1H-INDOL-3-YL]METHYL]-N,N-DIMETHYLAMINE;TIMTEC-BB SBB003021;5-BENZYLOXY-3-(DIMETHYLAMINOMETHYL)INDOLE;5-BENZYLOXYGRAMINE;5-benzyloxy-N,N-dimethylamino-3-methylindole;5-BENZYLOXYGRAMINE CRYSTALLINE;5-Benzyloxygramine, 99+%;3-(Dimethylaminomethyl)-5-(benzyloxy)-1H-indole
• CAS NO: 1453-97-0
• Molecular Formula: C₁₈H₂₀N₂O
• Molecular Weight: 280.36
• EINECS: 215-927-8
• Product Categories: Indoles and derivatives
• Mol File: 1453-97-0.mol
• Article Data: 7

Chemical Properties

• Melting Point: 137-139 °C(lit.)
• Boiling Point: 442.3 °C at 760 mmHg
• Flash Point: 221.3 °C
• Appearance: white to off-white fine crystalline powder
• Density: 1.153g/cm³
• Vapor Pressure: 5.06E-08mmHg at 25°C
• PKA: 16.63±0.30(Predicted)
• CAS DataBase Reference: 5-BENZYLOXYGRAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BENZYLOXYGRAMINE(1453-97-0)
• EPA Substance Registry System: 5-BENZYLOXYGRAMINE(1453-97-0)

Safety Data

• Hazard Codes: C,Xi
• Statements: 34-36/37/38
• Safety Statements: 45-36/37/39-26
• Hazardous Substances Data: 1453-97-0(Hazardous Substances Data)

Usage

Chemical Properties

white to off-white fine crystalline powder

Synthesis Reference(s)

Journal of the American Chemical Society, 76, p. 5579, 1954 DOI: 10.1021/ja01651a001

InChI:InChI=1/C18H20N2O/c1-20(2)12-15-11-19-18-9-8-16(10-17(15)18)21-13-14-6-4-3-5-7-14/h3-11,19H,12-13H2,1-2H3/p+1

Upstream product

• 50-00-0 formaldehyd 
• 1215-59-4 5-benzyloxy-1H-indole 
• 124-40-3 dimethyl amine 
• 22424-59-5 (5-benzyloxy-2-nitro-phenyl)-pyruvic acid 
• 92438-11-4 5-Benzyloxy-2,ω-dinitro-styrol 
• 6640-09-1 5-benzyloxy-1H-indole-2-carboxylic acid 

Downstream Products

• 50-67-9 3-(2-aminoethyl)-1H-indol-5-ol 
• 54-16-0 5-Hydroxyindole-3-acetic acid 
• 20776-45-8 5-benzyloxytryptamine 
• 4382-53-0 2-(5-benzyloxy-1H-indol-3-yl)acetic acid 
• 1956-25-8 5-Benzyloxy-tryptophan 
• 109934-57-8 5-Benzyloxy-N^α,N^α-dimethyl-tryptophan 
• 5933-28-8 5-benzyloxyindole-3-acetamide 
• 1210-83-9 N-acetyl-5-hydroxytryptamine 
• 68062-88-4 N‐{2‐[5‐(benzyloxy)‐1H‐indol‐3‐yl]ethyl}acetamide 
• 119768-45-5 (S)-2-((tert-butoxycarbonyl)amino)-3-(5-hydroxy-1H-indol-3-yl)propanoic acid 
• 1292285-76-7 C₂₀H₂₂N₂O₃ 
• 1252592-53-2 4-{[(5-hydroxy-1H-indol-3-yl)methyl](4H-1,2,4-triazol-4-yl)amino}benzonitrile 
• 1252592-52-1 4-({[5-(benzyloxy)-1H-indol-3-yl]methyl}(4H-1,2,4-triazol-4-yl)amino)benzonitrile 

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.

SEPIAPTERIN REDUCTASE INHIBITORS FOR THE TREATMENT OF PAIN

Disclosed herein are small molecule heterocyclic inhibitors of sepiapterin reductase (SPR), and pro-drugs and pharmaceutically acceptable salts thereof. The Also featured are pharmaceutical compositions of the compounds and uses of these compounds for the treatment or prevention of pain (e.g., inflammatory pain, nociceptive pain, functional pain, and neuropathic pain)

Enantioselective gold-catalyzed allylic alkylation of indoles with ALcohols: An efficient route to functionalized tetrahydrocarbazoles

[Chemical equation presented] Breaking the taboo: The direct use of allylic alcohols in catalytic and enantioselective Friedel-Crafts alkylation is described for the first time In the presence of chiral gold complexes. This intramolecular Friedel-Crafts reaction was used to prepare a broad range of functionalized tetrahydrocarbazoles (see scheme; X=Me, F, Br, Cl, OMe; R=Me, Et, tBu; R′=H, Me).