1316228-50-8

Basic information

• Product Name: 3-(1-benzyl-1H-1,2,3-triazol-4-yl)-1H-indole
• Synonyms: 3-(1-benzyl-1H-1,2,3-triazol-4-yl)-1H-indole
• CAS NO: 1316228-50-8
• Molecular Weight: 274.325
• Mol File: 1316228-50-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3-(1-benzyl-1H-1,2,3-triazol-4-yl)-1H-indole(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(1-benzyl-1H-1,2,3-triazol-4-yl)-1H-indole(1316228-50-8)
• EPA Substance Registry System: 3-(1-benzyl-1H-1,2,3-triazol-4-yl)-1H-indole(1316228-50-8)

Safety Data

• Hazardous Substances Data: 1316228-50-8(Hazardous Substances Data)

Upstream product

• 192189-07-4 tert-butyl 3-iodo-1H-indol-1-carboxylate 
• 129896-49-7 tert-butyl 3-ethynyl-1H-indole-1-carboxylate 
• 1316228-27-9 C₂₂H₂₂N₄O₂ 
• 1308378-58-6 3-trimethylsilanylethynylindole-1-carboxylic acid tert-butyl ester 
• 26340-47-6 3-Iodo-1H-indole 
• 120-72-9 indole 

Relevant articles and documents

Rapid preparation of triazolyl substituted NH-heterocyclic kinase inhibitors via one-pot Sonogashira coupling-TMS-deprotection-CuAAC sequence

The one-pot, three-component Sonogashira coupling-TMS-deprotection-CuAAC ("click") sequence is the key reaction for the rapid synthesis of triazolyl substituted N-Boc protected NH-heterocycles, such as indole, indazole, 4-, 5-, 6-, and 7-azaindoles, 4,7-diazaindole, 7-deazapurines, pyrrole, pyrazole, and imidazole. Subsequently, the protective group was readily removed to give the corresponding triazolyl derivatives of these tremendously important NH-heterocycles. All compounds have been tested in a broad panel of kinase assays. Several compounds, 8f, 8h, 8k, and 8l, have been shown to inhibit the kinase PDK1, a target with high oncology relevance, and thus they are promising lead structures for the development of more active derivatives. The X-ray structure analysis of compound 8f in complex with PDK1 has revealed the detailed binding mode of the molecule in the kinase. The Royal Society of Chemistry 2011.