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134155

Sigma-Aldrich

1-Methylindole-2-carboxylic acid

98%

Synonym(s):
NSC 68357
Empirical Formula (Hill Notation):
C10H9NO2
CAS Number:
Molecular Weight:
175.18
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

form

powder

mp

212-213 °C (dec.) (lit.)

SMILES string

Cn1c(cc2ccccc12)C(O)=O

InChI

1S/C10H9NO2/c1-11-8-5-3-2-4-7(8)6-9(11)10(12)13/h2-6H,1H3,(H,12,13)

InChI key

MAHAMBLNIDMREX-UHFFFAOYSA-N

General description

1-Methylindole-2-carboxylic acid reacts with thionyl chloride to yield sulfinyl chlorides.

Application

  • Reactant for preparation of keto-indoles as novel indoleamine 2,3-dioxygenase (IDO) inhibitors
  • Reactant for synthesis of fenbufen and ethacrynic acid derivatives as potential antitumor agents via amide coupling reactions
  • Reactant for diastereoselective synthesis of vinylated heterocycles via ruthenium-catalyzed oxidative vinylation with alkenes
  • Reactant for synthesis of 2,3-dihalo indoles via hypervalent iodine mediated decarboxylative halogenation
  • Reactant for preparation of α-ketoamides as cathepsin S inhibitors with potential applications against tumor invasion and angiogenesis
  • Reactant for preparation of anthranilic acid mimics as bacterial translation inhibitors

Packaging

1, 5 g in glass bottle

Certificate of Analysis

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Certificate of Origin

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