Affinity of fentanyl and its derivatives for the σ1-receptor

Piotr F.J. Lipiński, Edina Szucs, Małgorzata Jarończyk, Piotr Kosson, Sándor Benyhe, Aleksandra Misicka, Ján Cz Dobrowolski, Joanna Sadlej

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Abstract

Fentanyl and its 11 commercially available derivatives were investigated as to their affinity for the σ1 receptor. The parent compound is a rather poor binder (IC50 = 4973 nM), but its close derivatives (benzylfentanyl or p-fluorofentanyl) have submicromolar affinities. Modelling provides a structural basis for the observed trends in activity.

Original languageEnglish
Pages (from-to)1187-1191
Number of pages5
JournalMedChemComm
Volume10
Issue number7
DOIs
Publication statusPublished - Jan 1 2019

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ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Pharmacology
  • Pharmaceutical Science
  • Drug Discovery
  • Organic Chemistry

Cite this

Lipiński, P. F. J., Szucs, E., Jarończyk, M., Kosson, P., Benyhe, S., Misicka, A., Dobrowolski, J. C., & Sadlej, J. (2019). Affinity of fentanyl and its derivatives for the σ1-receptor. MedChemComm, 10(7), 1187-1191. https://doi.org/10.1039/c9md00222g