Chemistry of Heterocyclic Compounds

, Volume 53, Issue 3, pp 329–334 | Cite as

2-Arylazetidines as ligands for nicotinic acetylcholine receptors

  • Leonardo Degennaro
  • Marina Zenzola
  • Annunziatina Laurino
  • Maria Maddalena Cavalluzzi
  • Carlo Franchini
  • Solomon Habtemariam
  • Rosanna Matucci
  • Renzo LuisiEmail author
  • Giovanni LentiniEmail author
Alternative and complementary procedures were adopted for preparing 2-arylazetidine derivatives in moderate to good yields. Preliminary biological evaluation of 2-arylazetidines as ligands of nicotinic acetylcholine receptors allowed to identify chloro-substituted analogs as the most interesting congeners. The title compounds may be considered as suitable hit compounds for developing new nicotinic acetylcholine receptor ligands that may be safer than the currently available drugs targeting nicotinic acetylcholine receptors. Our described synthetic approaches enable facile access to a large number of diversely decorated azetidines for studying the structure–activity relationships and for refining the toxico-pharmacological profile of these agents.


azetidine ligand efficiency metrics lipophilicity neurodegeneration nicotinic acetylcholine receptors pain schizophrenia smoking cessation 


We thank the University of Bari for support. We are grateful to Dr. Laura Carroccia for precious contribution to the work.

Supplementary material

10593_2017_2061_MOESM1_ESM.pdf (1.4 mb)
ESM 1 (PDF 1445 kb)


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Copyright information

© Springer Science+Business Media New York 2017

Authors and Affiliations

  • Leonardo Degennaro
    • 1
  • Marina Zenzola
    • 1
  • Annunziatina Laurino
    • 2
  • Maria Maddalena Cavalluzzi
    • 1
  • Carlo Franchini
    • 1
  • Solomon Habtemariam
    • 3
  • Rosanna Matucci
    • 2
  • Renzo Luisi
    • 1
    Email author
  • Giovanni Lentini
    • 1
    Email author
  1. 1.Department of Pharmacy – Drug SciencesUniversity of Studies of Bari Aldo MoroBariItaly
  2. 2.Department of NeuroscienceArea del Farmaco e Salute del Bambino (NEUROFARBA)FirenzeItaly
  3. 3.Pharmacognosy Research Laboratories, Medway School of ScienceUniversity of GreenwichKentUnited Kingdom

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