MilliporeSigma
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129445

Sigma-Aldrich

Indole-3-carboxaldehyde

97%

Synonym(s):
β-Indolylaldehyde, 3-Formylindole, 3-Indolylformaldehyde, Indole-3-carbaldehyde, NSC 10118
Empirical Formula (Hill Notation):
C9H7NO
CAS Number:
Molecular Weight:
145.16
Beilstein:
114117
EC Number:
MDL number:
PubChem Substance ID:

Quality Level

assay

97%

form

solid

mp

193-198 °C (lit.)

SMILES string

O=Cc1c[nH]c2ccccc12

InChI

1S/C9H7NO/c11-6-7-5-10-9-4-2-1-3-8(7)9/h1-6,10H

InChI key

OLNJUISKUQQNIM-UHFFFAOYSA-N

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General description

Indole-3-carboxaldehyde can undergo Schiff bases condensation to form multifunctional silica nano-vehicles and magnetic nanoparticles.

Application

Indole-3-carboxaldehyde was used to prepare analogs of the indole phytoalexin cyclobrassinin with NR1R2 group. It was also used as the starting material for the synthesis of higher order indoles including isoindolo[2,1-a]indoles, aplysinopsins, and 4-substituted-tetrahydrobenz[cd]indoles.
Reactant for preparation of:
  • Analgesic agents
  • Hypoglycemic agents
  • Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators
  • Antibacterial and antifungal agents
  • Antiamoebic and cytotoxic agents
  • Inhibitors of the Dengue virus protease with antiviral activity in cell-culture
  • Curcumin analogues as possible anti-proliferative & anti-inflammatory agents
  • Inhibitors of Bcl-2 family proteins
  • Inhibitors of the C-terminal domain of RNA Polymerase II as antitumor agents
  • Inhibitors of TNF-α and IL-6 with anti-tubercular activity

Packaging

5 g in glass bottle
25 g in poly bottle

Storage Class Code

13 - Non 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

Certificate of Analysis

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Certificate of Origin

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