129445

Indole-3-carboxaldehyde

97%

• Synonym(s): β-Indolylaldehyde, 3-Formylindole, 3-Indolylformaldehyde, Indole-3-carbaldehyde, NSC 10118
• Empirical Formula (Hill Notation): C₉H₇NO
• CAS Number: 487-89-8
• Molecular Weight: 145.16
• Beilstein: 114117
• EC Number: 207-665-8
• MDL number: MFCD00005622
• UNSPSC Code: 12352100
• PubChem Substance ID: 24847903
• NACRES: NA.22

Properties

• Quality Level: 200
• Assay: 97%
• form: solid
• mp: 193-198 °C (lit.)
• functional group: aldehyde
• 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

Description

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

Safety Information

• 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