246212

4-Benzyloxyindole

98%

• Synonym(s): NSC 92539
• Empirical Formula (Hill Notation): C₁₅H₁₃NO
• CAS Number: 20289-26-3
• Molecular Weight: 223.27
• EC Number: 243-690-0
• MDL number: MFCD00047200
• UNSPSC Code: 12352100
• PubChem Substance ID: 24854794

Properties

• assay: 98%
• mp: 57-61 °C (lit.)
• SMILES string: C(Oc1cccc2[nH]ccc12)c3ccccc3
• InChI: 1S/C15H13NO/c1-2-5-12(6-3-1)11-17-15-8-4-7-14-13(15)9-10-16-14/h1-10,16H,11H2
• InChI key: LJFVSIDBFJPKLD-UHFFFAOYSA-N

Description

Application

4-Benzyloxyindole was used in the synthesis of 4-alkyloxy-aminoalkyl indole derivatives.

• Reactant for regioselective synthesis of oxopyrrolidine analogs via iodine-catalyzed Markovnikov addition
• Reactant for preparation of indoles by Bartoli reductive cyclization as useful intermediates in medicinal chemistry research
• Reactant for synthesis of carbon-11-labeled 4-aryl-4H-chromenes as new PET agents for imaging of apoptosis in cancer
• Reactant for preparation of HCV inhibitors
• Reactant for preparation of indol-3-yl tetramethylcyclopropyl ketones as CB2 cannabinoid receptor ligands
• Reactant for preparation of 4-aryl-4H-chromenes as apoptosis inducers

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves