2-Methylindole-3-carboxaldehyde

Chemical Properties

Brown powder

Uses

Reactant for preparation of:

• Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators
• Fluorescent sensors (BODIPY)
• Antimicrobial agents against methicillin-resistant Staphylococcus aureus
• G protein-coupled receptor CRTh2 antagonists
• Inhibitors of PI3 kinase-α
• Antitubercular agents
• Anti-inflammatory agents
• Mycobacterium tuberculosis protein tyrosine phosphatase B
• Glucocorticoid receptor ligands
• Agents stimulating neurite outgrowth

Uses

Reactant for preparation of:• ;Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators1• ;Fluorescent sensors (BODIPY)2• ;Antimicrobial agents against methicillin-resistant Staphylococcus aureus3• ;G protein-coupled receptor CRTh2 antagonists4• ;Inhibitors of PI3 kinase-α5• ;Antitubercular agents6• ;Anti-inflammatory agents7• ;Mycobacterium tuberculosis protein tyrosine phosphatase B8• ;Glucocorticoid receptor ligands9• ;Agents stimulating neurite outgrowth10

Synthesis Reference(s)

Chemical and Pharmaceutical Bulletin, 31, p. 2892, 1983 DOI: 10.1248/cpb.31.2892

General Description

Oxidative activation of 2-methylindole-3-carboxaldehyde via N-heterocyclic carbene organocatalysis generates heterocyclic ortho-quinodimethane as a key intermediate.