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HomeProduct name list4-Benzyloxyindole

4-Benzyloxyindole

Synonym(s):NSC 92539

  • CAS NO.:20289-26-3
  • Empirical Formula: C15H13NO
  • Molecular Weight: 223.27
  • MDL number: MFCD00047200
  • EINECS: 243-690-0
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-12-17 18:24:26
4-Benzyloxyindole Structural

What is 4-Benzyloxyindole?

Chemical properties

Off-White Crystalline Solid with Few Darker (Brown) Particles

The Uses of 4-Benzyloxyindole

4-Benzyloxyindole was used in the synthesis of 4-alkyloxy-aminoalkyl indole derivatives.

The Uses of 4-Benzyloxyindole

Indole derivative as substrate-binding; N297Q and I300V mutants of cytochrome P 450 2A6 display expansion of substrate specificity of cytochrome P 450 2A6 to oxidize substituted indoles

Reactions

4-Benzyloxyindole was used in the synthesis of 4-alkyloxy-aminoalkyl indole derivatives.

  1. Reactant for regioselective synthesis of oxopyrrolidine analogs via iodine-catalyzed Markovnikov addition
  2. Reactant for preparation of indoles by Bartoli reductive cyclization as useful intermediates in medicinal chemistry research
  3. Reactant for synthesis of carbon-11-labeled 4-aryl-4H-chromenes as new PET agents for imaging of apoptosis in cancer
  4. Reactant for preparation of HCV inhibitors.
  5. Reactant for preparation of indol-3-yl tetramethylcyclopropyl ketones as CB2 cannabinoid receptor ligands
  6. Reactant for preparation of 4-aryl-4H-chromenes as apoptosis inducers

Synthesis Reference(s)

Organic Syntheses, Coll. Vol. 7, p. 34, 1990
The Journal of Organic Chemistry, 51, p. 4294, 1986 DOI: 10.1021/jo00372a037
Tetrahedron Letters, 24, p. 4561, 1983 DOI: 10.1016/S0040-4039(00)85955-9

Properties of 4-Benzyloxyindole

Melting point: 57-61 °C (lit.)
Boiling point: 364.56°C (rough estimate)
Density  1.0707 (rough estimate)
refractive index  1.5500 (estimate)
storage temp.  Sealed in dry,Room Temperature
solubility  Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
pka 17.17±0.30(Predicted)
form  Solid
color  Beige to Brown
BRN  183150
CAS DataBase Reference 20289-26-3(CAS DataBase Reference)

Safety information for 4-Benzyloxyindole

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P271:Use only outdoors or in a well-ventilated area.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for 4-Benzyloxyindole

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