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465321 Sigma-Aldrich

1-Methyl-3-indoleacetic acid

98%

Synonym: 2-(N-Methylindole-3-yl)acetic acid, NSC 78007

  • CAS Number 1912-48-7

  • Empirical Formula (Hill Notation) C11H11NO2

  • Molecular Weight 189.21

  •  MDL number MFCD00130160

  •  PubChem Substance ID 24870268

  •  NACRES NA.22

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Properties

Related Categories Building Blocks, C11, Chemical Synthesis, Heterocyclic Building Blocks, Indoles More...
InChI Key   NAIPEFIYIQFVFC-UHFFFAOYSA-N
assay   98%
mp   126-128 °C (lit.)

Description

General description

1-Methyl-3-indoleacetic acid is an indole derivative. Direct and riboflavin- or Rose-Bengal-sensitized photo-oxidation of 1-methyl-3-indoleacetic acid in aqueous buffer (pH 5 or pH 8) containing 10% methanol has been studied.

Application

• Reactant for enantioselective preparation of α-aryl alkylcarboxylic acids
• Reactant for preparation of PKC inhibitor methylindolylpyridinylmethylpiperidinylindolylpyrroledione for protein kinase C imaging
• Reactant for stereoselective preparation of δ-lactones via Michael addition/lactonization with unsaturated carboxylates
• Reactant for stereoselective preparation of vindorosine, vindoline, and analogs
• Reactant for preparation of (indolyl)pyrrol-2-ones as VEGF-R inhibitors, antiangiogenic agents, and protein kinase inhibitors
• Reactant for synthesis of 3-aryl-5-alkyl-2,5-dihydrofuran-2-ones and their carbanalogues as antifungal agents

Packaging

5 g in glass bottle

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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