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113980 Sigma-Aldrich

7-Methoxyindole

97%

Synonym: NSC 100739

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Properties

Related Categories Building Blocks, C7 to C9, Chemical Synthesis, Heterocyclic Building Blocks, Indoles More...
assay   97%
refractive index   n20/D 1.612 (lit.)
bp   108-110 °C/0.3 mmHg (lit.)
density   1.126 g/mL at 25 °C (lit.)
SMILES string   COc1cccc2cc[nH]c12
InChI   1S/C9H9NO/c1-11-8-4-2-3-7-5-6-10-9(7)8/h2-6,10H,1H3
InChI key   FSOPPXYMWZOKRM-UHFFFAOYSA-N

Description

Application

• Reactant for preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators
• Reactant for preparation of indolylindazoles and indolylpyrazolopyridines as interleukin-2 inducible T cell kinase inhibitors
• Reactant for preparation of benzoylpiperazinyl-indolyl ethane dione derivatives as HIV-1 inhibitors
• Reactant for preparation of bis(indolyl)alkanehydroxamic acids as histone deacetylase inhibitors
• Reactant for preparation of β-carboline-1-carboxylic acids as inhibitors of mitogen activated protein kinase-activated protein kinase 2

7-Methoxyindole is used to study the effects of methoxy and amino substitution on the indole ring.

Packaging

1 g in glass bottle

Biochem/physiol Actions

7-Methoxyindole inhibits tobacco cell growth that can be partially reversed by indole and tryptophan.

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
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

Related Products

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