Synthetic Study of 4‐Substituted Piperidine Ring in Elarofiban, RWJ‐50042, Tirofiban and Paroxetine

Hybrid inhibitors of acetyl-and butyrylcholinesterase are compounds that combine structural motifs of two different classical inhibitors, leading to a dual binding ligand. A rapidly growing collection of those compounds involves a wide diversity of structural motifs, but the way of linking two active fragments and its impact on the affinity toward cholinesterases usually remains beyond the extent of investigation. We present hereby a detailed analysis of this aspect using melatonin-donepezil hybrids. A new series of compounds, in which two fragments are connected using a carbamate linker, exhibits excellent activity and selectivity toward butyrylcholinesterase. K E Y W O R D S biological activity, drug design, hydrolases, medicinal chemistry, structure-activity relationship Arch Pharm Chem Life Sci. 2018;351:e1800194.wileyonlinelibrary.com/journal/ardp

show abstract

Donepezil–melatonin hybrids as butyrylcholinesterase inhibitors: Improving binding affinity through varying mode of linking fragments

Łozińska

Świerczyńska

Molęda

et al. 2018

Archiv der Pharmazie

View full text Add to dashboard Cite

show abstract

A Formal [3 + 3] Cycloaddition Approach to Natural‐Product Synthesis

2004

View full text Add to dashboard Cite

A formal [3 + 3] cycloaddition strategy for constructing complex heterocycles is reviewed here. This formal cycloaddition involves condensation of α,β-unsaturated iminium salts with 1,3-dicarbonyl equivalents. These reactions consist of a Knoevenagel-type condensation followed by a reversible 6π-electron electrocyclic ring-closure. They constitute a stepwise formal [3 + 3] cycloaddition protocol with the net result being the formation of two σ-bonds in addition to a new ste-

show abstract

Solid Phase Synthesis of 3‐Toluenesulfonylglutarimides

Chang

Lin

Chen

et al. 2003

J Chinese Chemical Soc

View full text Add to dashboard Cite

show abstract

scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.

Contact Info

customersupport@researchsolutions.com

10624 S. Eastern Ave., Ste. A-614

Henderson, NV 89052, USA

This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.

Blog Terms and Conditions API Terms Privacy Policy Contact Cookie Preferences Do Not Sell or Share My Personal Information

Made with 💙 for researchers

Part of the Research Solutions Family.

Synthetic Study of 4‐Substituted Piperidine Ring in Elarofiban, RWJ‐50042, Tirofiban and Paroxetine

Abstract: A new strategy for synthesizing a 4‐substituted piperidine ring uses the formal [3+3] cycloaddition reaction as the key protocol. This method provides a convenient formal synthesis of elarofiban, RWJ‐50042, tirofiban and paroxetine.

Cited by 10 publications

References 45 publications

Donepezil–melatonin hybrids as butyrylcholinesterase inhibitors: Improving binding affinity through varying mode of linking fragments

Donepezil–melatonin hybrids as butyrylcholinesterase inhibitors: Improving binding affinity through varying mode of linking fragments

A Formal [3 + 3] Cycloaddition Approach to Natural‐Product Synthesis

Solid Phase Synthesis of 3‐Toluenesulfonylglutarimides

Contact Info

Product

Resources

About