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134139

Sigma-Aldrich

5-Methylindole-3-carboxaldehyde

97%

Synonym(s):

NSC 88872

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About This Item

Empirical Formula (Hill Notation):
C10H9NO
CAS Number:
52562-50-2
Molecular Weight:
159.18
MDL number:
MFCD00022720
UNSPSC Code:
12352100
PubChem Substance ID:
24848132
NACRES:
NA.22

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

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

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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A new tripodal poly-imine indole-containing ligand: Synthesis, complexation, spectroscopic and theoretical studies.
Pedras B, et al.
Inorgorganica Chimica Acta, 362(8), 2627-2635 (2009)

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