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TRP Channels pp 207-221 | Cite as

Drug Discovery for Soft Drugs on TRPV1 and TRPM8 Channels Using the Passerini Reaction

  • Tracey Pirali
  • Ubaldina Galli
  • Marta Serafini
  • Alessia Griglio
  • Armando A. Genazzani
  • Gian Cesare TronEmail author
Protocol
Part of the Methods in Molecular Biology book series (MIMB, volume 1987)

Abstract

Multicomponent transformations, such as Ugi and Passerini reactions, allow for the fast synthesis of libraries of medium complexity, avoiding the formation of waste residues and significantly reducing time and money expenditure. Although the Ugi reaction has found a vast number of uses in medicinal chemistry, the employment of the Passerini reaction has received scant attention due to the formation of an α-acyloxyamide, which hardly resists the hydrolytic enzymes in the body. On the other hand, an overlooked possibility with the Passerini products is to exploit the presence of an ester group in the design and synthesis of soft drugs. We started to fill this gap, designing and synthesizing a series of TRPV1 and TRPM8 agonists able to act as soft drugs by using the Passerini reaction.

Key words

TRPV1 TRPM8 Passerini reaction Isocyanide Multicomponent reactions Soft drugs 

Notes

Acknowledgments

Financial support from Università del Piemonte Orientale—Novara—Italy and from Compagnia di San Paolo (Grant No. C61J12000280007) is acknowledged.

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Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2019

Authors and Affiliations

  • Tracey Pirali
    • 1
  • Ubaldina Galli
    • 1
  • Marta Serafini
    • 1
  • Alessia Griglio
    • 1
  • Armando A. Genazzani
    • 1
  • Gian Cesare Tron
    • 1
    Email author
  1. 1.Dipartimento di Scienze del FarmacoUniversità del Piemonte OrientaleNovaraItaly

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