1450713-16-2

Basic information

• Product Name: 1-(2-hydroxy-5-((trimethylsilyl)ethynyl)phenyl)ethan-1-one
• Synonyms: 1-(2-hydroxy-5-((trimethylsilyl)ethynyl)phenyl)ethan-1-one
• CAS NO: 1450713-16-2
• Molecular Weight: 232.354
• Mol File: 1450713-16-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1-(2-hydroxy-5-((trimethylsilyl)ethynyl)phenyl)ethan-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-hydroxy-5-((trimethylsilyl)ethynyl)phenyl)ethan-1-one(1450713-16-2)
• EPA Substance Registry System: 1-(2-hydroxy-5-((trimethylsilyl)ethynyl)phenyl)ethan-1-one(1450713-16-2)

Safety Data

• Hazardous Substances Data: 1450713-16-2(Hazardous Substances Data)

Upstream product

• 540-38-5 p-Iodophenol 
• 7191-41-5 1-(2-hydroxy-5-iodophenyl)ethan-1-one 
• 1066-54-2 trimethylsilylacetylene 
• 1450-75-5 5-Bromo-2-hydroxyacetophenone 
• 1927-95-3 4-bromophenyl acetate 
• 106-41-2 4-bromo-phenol 

Downstream Products

• 1350803-03-0 5-ethynyl-2-hydroxyacetophenone 
• 1450713-17-3 5,5'-(ethyne-1,2-diyl)bis(2-hydroxyacetophenone) 

Relevant articles and documents

A facile strategy for accessing 3-alkynylchromones through gold-catalyzed alkynylation/cyclization of o-hydroxyarylenaminones

A strategy based on tandem alkynylation of o-hydroxyarylenaminones followed by intramolecular cyclization has been developed to generate a diverse array of 3-alkynyl chromones. The functionality embedded in these key intermediates enables their facile elaboration into more diverse structures by a variety of functionalizations and ring-forming processes.

1-(2-Hydroxy-5-((trimethylsilyl)ethynyl)phenyl)ethanone based α,β-unsaturated derivatives an alternate to non-sulfonamide carbonic anhydrase II inhibitors, synthesis via Sonogashira coupling, binding analysis, Lipinsk's rule validation

A novel series of silyl-yne containing chalcone derivatives 5a-5j was synthesized by exploiting Sonogashira coupling reaction and Claisen-Schimdt condensation reaction. The synthesized derivative were characterized by spectroscopic and elemental analysis. The selective inhibition of carbonic anhydrases is considered critical in the field of medicinal chemistry because carbonic anhydrases exits in several isoforms. Synthesized compounds were subjected to carbonic anhydrase –II assay. Except 5j, the other derivatives exhibited better potential than standard acetazolamide. Compound 5e was found to be potent derivative in the series with IC50 value 0.054 ± 0.001 μM. Binding analysis revealed that most potent derivative 5e binds in the active site of CA-II and single π-π stacking interaction was observed between ring structure of ligand and Phe129 having bond length 4.90 ?. Pharmacokinetics elicited that compounds obey Lipinski's rule and show significant drug score.