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Merck
CN

516414

Sigma-Aldrich

1-(Phenylsulfonyl)-3-indolecarboxaldehyde

97%

Synonym(s):

1-(Benzenesulfonyl)indole-3-carboxaldehyde, 1-(Phenylsulfonyl)-3-formylindole, NSC 628191

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About This Item

Empirical Formula (Hill Notation):
C15H11NO3S
CAS Number:
Molecular Weight:
285.32
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
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Assay

97%

form

solid

mp

157-161 °C (lit.)

SMILES string

[H]C(=O)c1cn(c2ccccc12)S(=O)(=O)c3ccccc3

InChI

1S/C15H11NO3S/c17-11-12-10-16(15-9-5-4-8-14(12)15)20(18,19)13-6-2-1-3-7-13/h1-11H

InChI key

ZLARITBCJILRBL-UHFFFAOYSA-N

Application

Reactant for:
  • Peterson olefination

Reactant for preparation of:
  • Antifungal agents
  • Potential topoisomerase II inhibitors
  • Anti-inflammatory, analgesic and anticonvulsant agents
  • Bacteriorhodopsin analogs
  • Antitumor agents
  • Antitubercular agents
  • Inhibitors of human dUTPase and UNG2
  • Uracil DNA glycosylase inhibitor
  • Anti-HIV and anti-tumor β-carbolines

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Ming-Zhi Zhang et al.
European journal of medicinal chemistry, 53, 283-291 (2012-05-09)
A simple and efficient synthetic protocol for 5-(3-indolyl)-oxazoles has been developed and further used to synthesize a series of novel analogues of natural product pimprinine. All new compounds were identified by (1)H NMR, high resolution mass spectrometry, and the structures
Bo Cheng et al.
Organic letters, 12(16), 3622-3625 (2010-08-14)
A concise synthesis of (+/-)-pseudotabersonine from commercially available 1-(phenylsulfonyl)-3-indolecarboxaldehyde has been accomplished. This synthesis features the convergent assembly of a key intermediate via a stepwise variant of a Mannich-type multicomponent coupling process, a double ring-closing metathesis, and a one-pot deprotection/cyclization

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