2436-15-9

Basic information

• Product Name: 5-Benzyloxyindole-3-acetonitrile
• Synonyms: 5-Benzyloxyindole-3-acelonitrile;5-BENZOLOXY-3-INDOLEACETONITRILE;5-BENZYLOXYINDOLE-3-ACETONITRILE;(5-BENZYLOXYINDOL-3-YL)ACETONITRILE;5-BENZYLOXY-3-INDOLYLACETONITRILE;5-Benyloxyindole-3-Acetonitrile;5-(Benzyloxy)-3-(cyanomethyl)-1H-indole;(5-BENZYLOXYINDOL-3-YL)ACETONITRILE 97%
• CAS NO: 2436-15-9
• Molecular Formula: C₁₇H₁₄N₂O
• Molecular Weight: 262.31
• EINECS: 1592732-453-0
• Product Categories: Indoles and derivatives;Heterocyclic Compounds;Indoles;Building Blocks;Heterocyclic Building Blocks
• Mol File: 2436-15-9.mol
• Article Data: 5

Chemical Properties

• Melting Point: 76-80 °C(lit.)
• Boiling Point: 502.3 °C at 760 mmHg
• Flash Point: 257.6 °C
• Appearance: off-white crystalline powder / Light yellow crystalline powder
• Density: 1.232 g/cm³
• Vapor Pressure: 3.21E-10mmHg at 25°C
• Refractive Index: 1.666
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 15.95±0.30(Predicted)
• CAS DataBase Reference: 5-Benzyloxyindole-3-acetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Benzyloxyindole-3-acetonitrile(2436-15-9)
• EPA Substance Registry System: 5-Benzyloxyindole-3-acetonitrile(2436-15-9)

Safety Data

• Hazard Codes: Xi
• WGK Germany: 3
• Hazardous Substances Data: 2436-15-9(Hazardous Substances Data)

Usage

Chemical Properties

Crystalline powder

Uses

Different sources of media describe the Uses of 2436-15-9 differently. You can refer to the following data:
1. Reactant for preparation of of β-carboline derivatives as antioxidants in the LDL oxidation model 1 Reactant for preparation of indole-N-acetic acid derivatives as aldose reductase inhibitors for diabetic complications treatment 2 Reactant for preparation of tryptamine analogs as antihypertensive agents.
2. Reactant for preparation of of β-carboline derivatives as antioxidants in the LDL oxidation modelReactant for preparation of indole-N-acetic acid derivatives as aldose reductase inhibitors for diabetic complications treatmentReactant for preparation of tryptamine analogs as antihypertensive agents

InChI:InChI=1/C17H14N2O/c18-9-8-14-11-19-17-7-6-15(10-16(14)17)20-12-13-4-2-1-3-5-13/h1-7,10-11,19H,8,12H2

Upstream product

• 1215-59-4 5-benzyloxy-1H-indole 
• 1453-97-0 5-benzyloxygramine 
• 20776-45-8 5-benzyloxytryptamine 
• 773837-37-9 sodium cyanide 
• 22424-59-5 (5-benzyloxy-2-nitro-phenyl)-pyruvic acid 
• 6640-09-1 5-benzyloxy-1H-indole-2-carboxylic acid 
• 190182-62-8 3-(diethylaminomethyl)-5-benzyloxyindol 
• 74-88-4 methyl iodide 
• 6953-22-6 5-benzyloxyindole-3-carboxaldehyde 

Downstream Products

• 20776-45-8 5-benzyloxytryptamine 
• 4382-53-0 2-(5-benzyloxy-1H-indol-3-yl)acetic acid 
• 190182-63-9 ethyl 2-cyano-2-(5-benzyloxy-1-ethoxycarbonyl-1H-indol-3-yl)acetate 
• 50-67-9 3-(2-aminoethyl)-1H-indol-5-ol 
• 2521-10-0 (5-benzyloxy-1-methyl-indol-3-yl)-acetonitrile 
• 68062-88-4 N‐{2‐[5‐(benzyloxy)‐1H‐indol‐3‐yl]ethyl}acetamide 
• 2453-75-0 N-[2-(5-benzyloxy-indol-3-yl)-ethyl]-benzamide 
• 224180-90-9 N-[2-(5-benzyloxyindol-3-yl)ethyl]propanamide 
• 1258850-04-2 (Z)-2-(5-benzyloxy-1H-indol-3-yl)-3-pyridin-3-yl-acrylonitrile 
• 1210-83-9 N-acetyl-5-hydroxytryptamine 
• 1346011-09-3 C₂₁H₂₄N₂O₃ 
• 1346011-08-2 C₂₀H₂₂N₂O₃ 
• 1345995-66-5 C₂₃H₂₈N₂O₂ 
• 1345995-65-4 C₂₂H₂₆N₂O₂ 

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.

Synthesis of indolyl-3-acetonitrile derivatives and their inhibitory effects on nitric oxide and PGE2 productions in LPS-induced RAW 264.7 cells

Arvelexin is one of major constituents of Brassica rapa that exerts anti-inflammatory activities. Several indolyl-3-acetonitrile derivatives were synthesized as arvelexin analogs and evaluated for their abilities to inhibit NO and PGE2 productions in LPS-induced RAW 264.7 cells. Of the indolyl-3-acetonitriles synthesized, compound 2k, which possesses a hydroxyl group at C-7 position of the indole ring and an N-methyl substituent, more potently inhibited NO and PGE2 productions and was less cytotoxic than arvelexin on macrophage cells.

Synthesis of 3-Amino-2-(3-indolyl)propanol and propanoate derivatives and preliminary cardiovascular evaluation in rats

A series of tryptamine analogues has been prepared and tested for their 5-HT1 receptor agonist properties. The incorporation of an alkoxy group at the C-5 position of the indole nucleus resulted in a short-lived and dose-dependent immediate ant