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B27803

Sigma-Aldrich

5-(Benzyloxy)indole

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
Beilstein/REAXYS Number:
173532
MDL number:
MFCD00005676
UNSPSC Code:
12352100
PubChem Substance ID:
24891673
NACRES:
NA.22
Pricing and availability is not currently available.

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

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1 of 4

This Item
NIST2557NIST1775NIST1772
Recycled pellet (autocatalyst) NIST® SRM® 2556

NIST2556

Recycled pellet (autocatalyst)

Used auto catalyst (Monolith) NIST® SRM® 2557

NIST2557

Used auto catalyst (Monolith)

Refractory alloy MP-35-N NIST® SRM® 1775

NIST1775

Refractory alloy MP-35-N

Tool steel NIST® SRM® 1772, (S-7)

NIST1772

Tool steel

manufacturer/tradename

NIST®

manufacturer/tradename

NIST®

manufacturer/tradename

NIST®

manufacturer/tradename

NIST®

grade

certified reference material

grade

certified reference material

grade

certified reference material

grade

certified reference material

format

matrix material

format

matrix material

format

matrix material

format

matrix material

packaging

pkg of 70 g

packaging

pkg of 70 g

packaging

pkg of disk

packaging

pkg of disk

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

  • Specification Sheet

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    Certificates of Analysis (COA)

    Lot/Batch Number
    STBJ1747
    00127DX
    S33542
    23114JB
    17619LQ

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    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

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