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366633

Sigma-Aldrich

1-(Phenylsulfonyl)indole

98%

Synonym(s):

1-(Benzenesulfonyl)indole, Benzenesulfonic acid indolide, NSC 237040, NSC 683530

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About This Item

Empirical Formula (Hill Notation):
C14H11NO2S
CAS Number:
40899-71-6
Molecular Weight:
257.31
MDL number:
MFCD00134318
UNSPSC Code:
12352100
PubChem Substance ID:
24862680
NACRES:
NA.22

assay

98%

mp

78-80 °C (lit.)

SMILES string

O=S(=O)(c1ccccc1)n2ccc3ccccc23

InChI

1S/C14H11NO2S/c16-18(17,13-7-2-1-3-8-13)15-11-10-12-6-4-5-9-14(12)15/h1-11H

InChI key

VDWLCYCWLIKWBV-UHFFFAOYSA-N

Application

1-(Phenylsulfonyl)indole may be used in the preparation of 2-acyl-1-(phenylsulfonyl)indoles. It may be used in the synthesis of starting reagent required for the synthesis of the potentially useful intermediate, 1-(phenylsulfonyl)indol-3-yl trifluoromethanesulfonate (triflate).
Reactant for preparation of:
  • Antiplasmodial agents
  • Antifungal agents
  • Anti HIV-1 agents
  • Agonists of the histamine H4 receptor
  • Antibacterial agents
  • Camalexin analogs
  • CDK inhibitors and cytotoxic agents
  • Histone Deacetylase inhibitors

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Synthesis of 1-(phenylsulfonyl) indol-3-YL trifluoromethanesulfonate.
Conway SC and Gribble GW.
Heterocycles, 30(1), 627-633 (1990)
A direct lithiation route to 2-acyl-1-(phenylsulfonyl) indoles.
Jiang J and Gribble GW.
Synthetic Communications, 32(13), 2035-2040 (2002)

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