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129445 Sigma-Aldrich

Indole-3-carboxaldehyde

97%

Synonym: β-Indolylaldehyde, 3-Indolylformaldehyde, 3-Formylindole, Indole-3-carbaldehyde, NSC 10118

  • CAS Number 487-89-8

  • Empirical Formula (Hill Notation) C9H7NO

  • Molecular Weight 145.16

  •  Beilstein/REAXYS Number 114117

  •  EC Number 207-665-8

  •  MDL number MFCD00005622

  •  PubChem Substance ID 24847903

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Properties

Related Categories Aldehydes, Building Blocks, C7 to C9, C9, Carbonyl Compounds,
InChI Key   OLNJUISKUQQNIM-UHFFFAOYSA-N
assay   97%
mp   193-198 °C (lit.)

Description

General description

Indole-3-carboxaldehyde can undergo Schiff bases condensation to form multifunctional silica nano-vehicles and magnetic nanoparticles.

Application

Indole-3-carboxaldehyde was used to prepare analogs of the indole phytoalexin cyclobrassinin with NR1R2 group. It was also used as the starting material for the synthesis of higher order indoles including isoindolo[2,1-a]indoles, aplysinopsins, and 4-substituted-tetrahydrobenz[cd]indoles.

Reactant for preparation of:
• Analgesic agents
• Hypoglycemic agents
• Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators
• Antibacterial and antifungal agents
• Antiamoebic and cytotoxic agents
• Inhibitors of the Dengue virus protease with antiviral activity in cell-culture
• Curcumin analogues as possible anti-proliferative & anti-inflammatory agents
• Inhibitors of Bcl-2 family proteins
• Inhibitors of the C-terminal domain of RNA Polymerase II as antitumor agents
• Inhibitors of TNF-α and IL-6 with anti-tubercular activity

Packaging

25 g in poly bottle

5 g in glass bottle

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
3
RTECS 
NL5993600

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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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

OAMLS Online Plate Map

OAMLS compounds are conveniently provided at 5µg per well, enough for multiple injections. These are high purity (>95%) compounds supplied in an economical, ready to use format. Compounds are arrange...
Keywords: Metabolites

Peer-Reviewed Papers
15

References

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