246263

Sigma-Aldrich

Indole-4-carboxylic acid

98%

Synonym(s):
4-Carboxyindole
Empirical Formula (Hill Notation):
C9H7NO2
CAS Number:
Molecular Weight:
161.16
MDL number:
PubChem Substance ID:

Quality Level

assay

98%

mp

213-214 °C (lit.)

SMILES string

OC(=O)c1cccc2[nH]ccc12

InChI

1S/C9H7NO2/c11-9(12)7-2-1-3-8-6(7)4-5-10-8/h1-5,10H,(H,11,12)

InChI key

ROGHUJUFCRFUSO-UHFFFAOYSA-N

Application

  • Reactant for preparation of substituted indole derivatives as histamine H3 antagonists
  • Reactant for preparation of potent and selective inhibitors of human reticulocyte 15-lipoxygenase-1
  • Reactant for preparation of inhibitors of Gli1-mediated transcription in Hedgehog pathway
  • Reactant for preparation of pyridinyl carboxylates as SARS-CoV 3CL proinhibitors
  • Reactant for preparation of substituted bipiperidinylmethyl amides as CCR3 membrane binding ligands
  • Reactant for preparation of indole amide hydroxamic acids as potent inhibitors of histone deacetylases
  • Reactant for preparation of 2-[[[4′-chloro-[1,1-biphenyl]-4-yl]thio]methyl]-N-hydroxybutanamide derivatives as specific metalloproteinase
tert-butyl esters of indole and pyrrolecarboylic acids are readily prepared by direct treatment with N,N-dimethylformamide di-tert-butyl acetal (Cat. No. 395005).

Packaging

500 mg in glass bottle

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

hazcat

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

storage_class_code

11 - Combustible Solids

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

SOLVENT EFFECTS ON THE ELECTRONIC ABSORPTION AND FLUORESCENCE SPECTRA OF INDOLE?4?CARBOXYLIC ACID: PROTOTROPIC EQUILIBRIA IN AQUEOUS SOLUTIONS.
Krishnamurthy M.
Photochemistry and Photobiology, 45(3), 359-364 (1987)
Synthetic Communications, 34, 3691-3691 (2005)

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