New 1,8-naphthyridine and quinoline derivatives as CB2 selective agonists

Clementina Manera; Maria Grazia Cascio; Veronica Benetti; Marco Allarà; Tiziano Tuccinardi; Adriano Martinelli; Giuseppe Saccomanni; Elisa Vivoli; Carla Ghelardini; Vincenzo Di Marzo; Pier Luigi Ferrarini

doi:10.1016/j.bmcl.2007.09.089

New 1,8-naphthyridine and quinoline derivatives as CB2 selective agonists

Bioorg Med Chem Lett. 2007 Dec 1;17(23):6505-10. doi: 10.1016/j.bmcl.2007.09.089. Epub 2007 Oct 1.

Authors

Clementina Manera¹, Maria Grazia Cascio, Veronica Benetti, Marco Allarà, Tiziano Tuccinardi, Adriano Martinelli, Giuseppe Saccomanni, Elisa Vivoli, Carla Ghelardini, Vincenzo Di Marzo, Pier Luigi Ferrarini

Affiliation

¹ Dipartimento di Scienze Farmaceutiche, Università di Pisa, Via Bonanno 6, 56126 Pisa, Italy. manera@farm.unipi.it

PMID: 17942307
DOI: 10.1016/j.bmcl.2007.09.089

Abstract

A series of new 1,8-naphthyridine and quinoline derivatives were synthesized and evaluated for their cannabinoid receptor affinity. In particular, compounds 2, 5, 11, and 13 showed a high CB(2) affinity and CB(2) versus CB(1) selectivity, in agreement with molecular modeling studies. Furthermore, compound 2 also exhibited in vivo antinociceptive effects.

Publication types

Comparative Study

MeSH terms

Animals
Cell Line
Humans
Mice
Naphthyridines / chemistry*
Naphthyridines / pharmacology
Pain Measurement / drug effects
Pain Measurement / methods
Quinolines / chemistry*
Quinolines / pharmacology
Receptor, Cannabinoid, CB1 / agonists
Receptor, Cannabinoid, CB1 / biosynthesis
Receptor, Cannabinoid, CB1 / genetics
Receptor, Cannabinoid, CB1 / physiology
Receptor, Cannabinoid, CB2 / agonists*
Receptor, Cannabinoid, CB2 / biosynthesis
Receptor, Cannabinoid, CB2 / genetics
Receptor, Cannabinoid, CB2 / physiology

Substances

Naphthyridines
Quinolines
Receptor, Cannabinoid, CB1
Receptor, Cannabinoid, CB2