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246255 Sigma-Aldrich

5,6-Dimethoxyindole

99%

  • CAS Number 14430-23-0

  • Empirical Formula (Hill Notation) C10H11NO2

  • Molecular Weight 177.20

  •  Beilstein/REAXYS Number 5683

  •  EC Number 238-402-5

  •  MDL number MFCD00005675

  •  PubChem Substance ID 24854798

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Properties

Related Categories Building Blocks, C10, Chemical Synthesis, Heterocyclic Building Blocks, Indoles More...
InChI Key   QODBZRNBPUPLEZ-UHFFFAOYSA-N
assay   99%
mp   154-157 °C (lit.)

Description

Application

• Reactant in synthesis of indolylhydroxyoxindoles via enantioselective Friedel-Crafts reaction
• Reactant in synthesis of benzyl trimethoxyindoles
• Reactant for synthesis of benzoylpiperazinyl-indolyl ethane dione derivatives as HIV-1 inhibitors
• Reactant for synthesis of 1-aroylindole 3-aroylindoles combretastatin A-4 analogs as antitumor agents and tubulin polymerization inhibitors
• Reactant for preparation of tryptophanol derivatives via the Grignard reaction

5,6-Dimethoxyindole was used in the synthesis of N-benzyl-N-cyclopropyl-5,6-dimethoxyindole-3-glyoxalamide.

Packaging

1 g in glass bottle

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis

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Protocols & Articles

Articles

Indoles

Sigma-Aldrich is proud to offer a new series of ChemFiles—called Privileged Structures, to our Drug Discovery and Organic Synthesis customers. Each piece will highlight a specific motif, selected app...
Chemfiles Volume 4 Article 8
Keywords: Building blocks, Cardiovascular, Diabetes, Diseases, Drug discovery, Medicinal chemistry, Organic synthesis, Respiratory

Peer-Reviewed Papers
15

References

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