1464-11-5

Basic information

• Product Name: 4-BENZYLOXY-3-INDOLEACETONITRILE
• Synonyms: 4-BENZYLOXY-3-INDOLEACETONITRILE;4-BENZYLOXY-3-INDOLYL ACETONITRILE;4-BENZYLOXYINDOLE-3-ACETONITRILE;4-(PhenylMethoxy)-1H-indole-3-acetonitrile;2-(4-(Benzyloxy)-1H-indol-3-yl)acetonitrile
• CAS NO: 1464-11-5
• Molecular Formula: C₁₇H₁₄N₂O
• Molecular Weight: 262.31
• Product Categories: Aromatics;Indole Derivative;Intermediates
• Mol File: 1464-11-5.mol
• Article Data: 4

Chemical Properties

• Melting Point: 97-100 °C
• Boiling Point: 502.331 °C at 760 mmHg
• Flash Point: 257.601 °C
• Appearance: Light brown solid
• Density: 1.233 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.667
• Storage Temp.: 2-8°C
• Solubility: DCM, Ethyl Acetate,
• PKA: 16.48±0.30(Predicted)
• CAS DataBase Reference: 4-BENZYLOXY-3-INDOLEACETONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BENZYLOXY-3-INDOLEACETONITRILE(1464-11-5)
• EPA Substance Registry System: 4-BENZYLOXY-3-INDOLEACETONITRILE(1464-11-5)

Safety Data

• Hazardous Substances Data: 1464-11-5(Hazardous Substances Data)

Usage

Chemical Properties

Light Brown Solid

Uses

A tryptamine derivative, also an intermediate in the synthesis of the neurotransmitter agonist 4-Hydroxytryptamine Creatinine

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

Upstream product

• 100-44-7 benzyl chloride 
• 773837-37-9 sodium cyanide 
• 7042-71-9 4-benzyloxyindole-3-carbaldehyde 
• 20876-37-3 2-benzyloxy-6-nitrotoluene 
• 39731-09-4 4-benzyloxylindole-2-carboxylic acid 
• 100-39-0 benzyl bromide 
• 2380-94-1 1H-indol-4-ol 
• 143-33-9 sodium cyanide 
• 13523-95-0 4-benzyloxy-3-dimethylaminomethylindole 
• 20289-26-3 4-benzyloxy-1H-indole 

Downstream Products

• 109249-04-9 2-(4-(benzyloxy)-1H-indol-3-yl)ethanamine 
• 1464-12-6 2-(4-(benzyloxy)-1H-indol-3-yl)acetic acid 
• 404887-95-2 4-benzyloxy-7-bromoindole-3-acetonitrile 
• 1748-41-0 2-(4-(benzyloxy)-1H-indol-3-yl)-N-methylethan-1-amine 
• 1464-13-7 (4-benzyloxy-indol-3-yl)-acetic acid methylamide 
• 1467-95-4 ethyl-[2-(4-benzyloxy-indol-3-yl)-ethyl]-amine 
• 1748-42-1 (4-benzyloxy-indol-3-yl)-acetic acid ethylamide 
• 152916-20-6 25-<4-benzyloxy-1H-indol-3-yl>-2,2-dimethyl-4,24-dioxo-3-oxa-5,9,13,17,23-pentaazapentacosane-9,13-dicarboxylic acid bis(1,1-dimethylethyl) ester 
• 144923-49-9 N-(5-{3-[3-(3-Amino-propylamino)-propylamino]-propylamino}-pentyl)-2-(4-benzyloxy-1H-indol-3-yl)-acetamide 
• 144923-56-8 4-Nitrophenyl <(4-Benzyloxy)-1H-indol-3-yl>acetate 
• 404888-07-9 4-benzyloxy-7-bromotryptamine 
• 118573-52-7 4-hydroxyindole-3-acetonirile 

Relevant articles and documents

Simple one step syntheses of indole-3-acetonitriles from indole-3-carboxaldehydes

One step conversion method of indole-3-carboxaldehydes into indole-3-acetonitriles is developed. Applying the method, 4-nitro- (7 a), 4-phenyl-(7 b), 4-iodo- (7 c), 4-methoxy- (7 d), and 4-benzyloxyindole-3-acetonitrile (7 e) are available in two steps from indole-3-carboxaldehyde (4).

Facile synthesis of 6-hydroxyindole-3-acetic acid: On the structure of the aromatic subunit of nephilatoxin-1~6

A facile synthesis of 6-hydroxyindole-3-acetic acid 1a, which is the proposed aromatic subunit of NPTX-1~6, is described. Radical cyclization of isonitrile 2 successfully afforded 9 in high yield. The aromatic subunit of NPTX-1~6 was confirmed as 4-hydroxyindole-3-acetic acid 12 by comparison of the 1H-NMR spectra with those of authentic 4- and 6-hydroxyindole-3-acetic acids.