吲哚-3-甲酸甲酯

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.

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†