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246298 Sigma-Aldrich

4-Methoxyindole

99%

  • CAS Number 4837-90-5

  • Empirical Formula (Hill Notation) C9H9NO

  • Molecular Weight 147.17

  •  MDL number MFCD00009737

  •  PubChem Substance ID 24854800

  •  NACRES NA.22

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Properties

Related Categories Building Blocks, C7 to C9, Chemical Synthesis, Heterocyclic Building Blocks, Indoles More...
Quality Level   100
assay   99%
bp   181-183 °C/24 mmHg (lit.)
mp   69-70 °C (lit.)
solubility   ethanol: 50 mg/mL, clear, faintly yellow
SMILES string   COc1cccc2[nH]ccc12
InChI   1S/C9H9NO/c1-11-9-4-2-3-8-7(9)5-6-10-8/h2-6,10H,1H3
InChI key   LUNOXNMCFPFPMO-UHFFFAOYSA-N

Description

Application

4-Methoxyindole was used for comparing the complexation reaction of β-cyclodextrin (β-CD) with pindolol using reversed-phase liquid chromatography.

Reactant for preparation of:
• GABA analogs
• Sodium-Dependent Glucose Co-transporter 2 (SGLT2) Inhibitors for the Management of Hyperglycemia in Diabetes
• Anticancer agents
• Integrase strand-transfer inhibitors (INSTIs)
• Inhibitor of Proliferation of Colon Cancer Cells
• Isomeridianin G as GSK-3ß inhibitors
• HIV-1 integrase inhibitors
• Inhibitors of mitogen activated protein kinase-activated protein kinase 2 (MK-2)

Packaging

1 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable
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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