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395307 Aldrich

Methyl indole-3-carboxylate

99%

Synonym: 3-Methoxycarbonylindole, 3-Carbomethoxyindole, Methyl indolyl-3-carboxylate

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Properties

Related Categories Building Blocks, C10, Chemical Synthesis, Heterocyclic Building Blocks, Indoles More...
InChI Key   QXAUTQFAWKKNLM-UHFFFAOYSA-N
assay   99%
mp   149-152 °C(lit.)

Description

Packaging

25 g in glass bottle

Application

Reactant for preparation of:
• Nitric oxide synthase (nNOS) inhibitorS
• Protein kinase c alpha (PKCα) inhibitors
• Inhibitors of the C-terminal domain of RNA polymerase II as antitumor agents
• Kinase insert domain receptor (KDR) inhibitors
• Organocatalysts for the anti-Mannich reaction
• Very late antigen-4 (VLA-4) antagonists
• Inhibitors of Human 5-Lipoxygenase
• Serotonin 5-HT4 receptor antagonists
• Hyaluronidase inhibitors

Reactant for:
• Enantioselective Meerwein-Eschenmoser Claisen rearrangement reactions†

General description

Methyl indole-3-carboxylate (3-Methoxycarbonylindole, 3-Carbomethoxyindole, Methyl indolyl-3-carboxylate) has been extracted from the marine Streptomyces sp. 060524. Its crystal structure indicates the presence of inter­molecular N-H…O hydrogen bond. It is also obtained during the isolation of sorazinones A and B from Sorangium cellulosum strain Soce895. It undergoes regioselective dibromination with bromine in acetic acid to afford methyl 5,6-dibromoindole-3-carboxylate.

Price and Availability

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis

Certificate of Origin

Protocols & Articles

Articles

Indoles

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Peer-Reviewed Papers
15

References

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