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578495 Sigma-Aldrich

Methyl indole-6-carboxylate

97%

Synonym: Indole-6-carboxylic acid methyl ester

  • CAS Number 50820-65-0

  • Empirical Formula (Hill Notation) C10H9NO2

  • Molecular Weight 175.18

  •  MDL number MFCD00211063

  •  PubChem Substance ID 24880929

  •  NACRES NA.22

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Properties

Related Categories Building Blocks, C10, Chemical Synthesis, Heterocyclic Building Blocks, Indoles More...
Quality Level   100
assay   97%
mp   76-80 °C (lit.)
SMILES string   COC(=O)c1ccc2cc[nH]c2c1
InChI   1S/C10H9NO2/c1-13-10(12)8-3-2-7-4-5-11-9(7)6-8/h2-6,11H,1H3
InChI key   AYYOZKHMSABVRP-UHFFFAOYSA-N

Description

Application

Reactant for preparation of:
Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators
Inhibitor of botulinum neurotoxin
ITK inhibitors
Antibacterial agents
CB2 cannabinoid receptor ligands
Inhibitors of hepatitis C virus NS5B polymerase
Inhibitors with histamine H1-blocking activity

Packaging

5 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

Documents

Certificate of Analysis (COA)

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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

Related Products

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