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134139 Sigma-Aldrich

5-Methylindole-3-carboxaldehyde

97%

Synonym: NSC 88872

  • CAS Number 52562-50-2

  • Empirical Formula (Hill Notation) C10H9NO

  • Molecular Weight 159.18

  •  MDL number MFCD00022720

  •  PubChem Substance ID 24848132

  •  NACRES NA.22

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Properties

Related Categories Aldehydes, Building Blocks, C10, C10-C12, Carbonyl Compounds,
assay   97%
mp   148-151 °C (lit.)
SMILES string   Cc1ccc2[nH]cc(C=O)c2c1
InChI   1S/C10H9NO/c1-7-2-3-10-9(4-7)8(6-12)5-11-10/h2-6,11H,1H3
InChI key   ZTNQWTPWKNDRNF-UHFFFAOYSA-N

Description

Application

5-Methylindole-3-carboxaldehyde was used in the synthesis of novel flexible tripodal ligand derived from 3-methylindole and its mononuclear Zn(II),Cu(II), Ni(II), Hg(II) and Pd(II) complexes.

Reactant for preparation of:
• Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators
• Antimicrobial agents
• Anti-proliferative agents
• Antiandrogens effective against multiple clinically relevant androgen receptor mutants
• Anticancer agents
• Inhibitors of Mycobacterium tuberculosis protein tyrosine phosphatase B
• Bovine viral diarrhea virus (BVDV) inhibitors
• Potent thermal sensitizing agents
• Analogues of marine alkaloid nortopsentin as anticancer agents
• β3-adrenergic receptor agonists

Packaging

1, 5 g 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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