PEG 400/Cerium Ammonium Nitrate Combined with Microwave-Assisted Synthesis for Rapid Access to Beta-Amino Ketones. An Easy-to-Use Protocol for Discovering New Hit Compounds

6533b872fe1ef96bd12d2ec8

RESEARCH PRODUCT

PEG 400/Cerium Ammonium Nitrate Combined with Microwave-Assisted Synthesis for Rapid Access to Beta-Amino Ketones. An Easy-to-Use Protocol for Discovering New Hit Compounds

Maria Valeria Raimondi Marcello Di Giacomo Giacomo Rossino Simona Collina Marta Rui Daniela Rossi

subject

3003 Transcription Factor Pharmaceutical Science Nitrate Polyethylene Glycol 01 natural sciences Polyethylene Glycols Polymer-assisted solution phase synthesi Analytical Chemistry chemistry.chemical_compound Drug Discovery Mannich reaction Solid phase extraction Microwaves β-aminoketones Cerium Ketones Ketone DNA-Binding Proteins Solvent Cerium Chemistry (miscellaneous)Molecular Medicine Dimethylformamide Microwave-assisted organic synthesi Mannich reaction; β-aminoketones; microwave-assisted organic synthesis; polymer-assisted solution phase synthesis; solid phase extraction; drug discovery DNA-Binding Protein Bacterial Protein chemistry.chemical_element Polyethylene glycol 010402 general chemistry Article lcsh:QD241-441 Bacterial Proteins lcsh:Organic chemistry Β-aminoketone Physical and Theoretical Chemistry Solid phase extraction polymer-assisted solution phase synthesis PEG 400 Nitrates 010405 organic chemistry Drug Discovery3003 Pharmaceutical Science Organic Chemistry Settore CHIM/08 - Chimica Farmaceutica Combinatorial chemistry 0104 chemical sciences chemistry Yield (chemistry)microwave-assisted organic synthesis Organic synthesis Microwave Transcription Factors

description

Compound libraries are important requirement in target-based drug discovery. In the present work, a small focused compound library based on β-aminoketone scaffold has been prepared combining microwave-assisted organic synthesis (MAOS) with polymer-assisted solution phase synthesis (PASPS) and replacing reaction workup standard purification procedures with solid phase extraction (SPE). Specifically, the effects of solvent, such as dioxane, dimethylformamide (DMF), polyethylene glycol 400 (PEG 400), temperature, irradiation time, stoichiometric ratio of reagents, and catalysts (HCl, acetic acid, cerium ammonium nitrate (CAN)) were investigated to maximize both conversion and yield. The optimized protocol generally afforded the desired products in satisfying yields and purities. The designed library is a part of our current research on sigma 1 receptor modulators, a valuable tool for the identification of novel potential hit compounds.

year	journal	country	edition	language
2018-03-28	Molecules

https://doi.org/10.3390/molecules23040775