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246263 Sigma-Aldrich

Indole-4-carboxylic acid

98%

Synonym: 4-Carboxyindole

  • CAS Number 2124-55-2

  • Empirical Formula (Hill Notation) C9H7NO2

  • Molecular Weight 161.16

  •  MDL number MFCD00009739

  •  PubChem Substance ID 24854799

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Properties

Related Categories Building Blocks, C7 to C9, Chemical Synthesis, Heterocyclic Building Blocks, Indoles More...
Quality Level   100
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

Description

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

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Indoles

Sigma-Aldrich is proud to offer a new series of ChemFiles—called Privileged Structures, to our Drug Discovery and Organic Synthesis customers. Each piece will highlight a specific motif, selected app...
Chemfiles Volume 4 Article 8
Keywords: Building blocks, Cardiovascular, Diabetes, Diseases, Drug discovery, Medicinal chemistry, Organic synthesis, Respiratory

Peer-Reviewed Papers
15

References

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