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B27803

5-(Benzyloxy)indole

Name: 5-(Benzyloxy)indole
Brand: ALDRICH

95%

Synonym(s):

NSC 62895

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About This Item

Empirical Formula (Hill Notation):

C₁₅H₁₃NO

CAS Number:

1215-59-4

Molecular Weight:

223.27

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24891673

MDL number:

MFCD00005676

Beilstein/REAXYS Number:

173532

Assay:

95%

Form:

powder

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Properties

Quality Level

100

assay

95%

form

powder

impurities

5% various solvents of crystallization

mp

100-104 °C (lit.)

SMILES string

C(Oc1ccc2[nH]ccc2c1)c3ccccc3

InChI

1S/C15H13NO/c1-2-4-12(5-3-1)11-17-14-6-7-15-13(10-14)8-9-16-15/h1-10,16H,11H2

InChI key

JCQLPDZCNSVBMS-UHFFFAOYSA-N

Description

Application

Reactant in regio- and stereoselective morpholine-catalyzed direct C-3 alkenylation with α,β-unsaturated aldehydes
Reactant in selective debenzylation of protective groups using SiliaCat-palladium under mild reaction conditions
Reactant in metal-free Friedel-Crafts alkylation reactions
Reactant in preparation of protein kinase (PKC) inhibitors
Reactant in preparation of indole/quinoline carbothioic acid amide derivatives

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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5-benzyloxytryptamine as an antagonist of TRPM8.

Jeff DeFalco et al.

Bioorganic & medicinal chemistry letters, 20(23), 7076-7079 (2010-10-23)

5-Benzyloxytryptamine 19 was found to act as an antagonist of the TRPM8 ion-channel. For example, 19 had an IC(50) of 0.34 μM when menthol was used as the stimulating agonist. Related commercially-available tryptamine derivatives showed diminished, or no antagonist activity

Global Trade Item Number

SKU	GTIN
B27803-5G	04061832842455
B27803-25G	04061832842448