Synthesis and biological evaluation of 1,8-naphthyridin-4(1H)-on-3-carboxamide derivatives as new ligands of cannabinoid receptors.

摘要: Cannabinoid receptors have been studied extensively in view of their potential functional role several physiological and pathological processes. For this reason, the search for new potent, selective ligands subtype CB receptors, CB(1) CB(2), is still great importance, order to investigate various functions. The present study describes synthesis biological properties a series 1,8-naphthyridine derivatives, characterised by presence some important structural requirements exhibited other classes cannabinoid ligands, such as an aliphatic or aromatic carboxamide group position 3, alkyl arylalkyl substituent 1. These compounds were assayed binding both brain peripheral (CB(1) CB(2)). results obtained indicate that naphthyridine derivatives examined possess greater affinity CB(2) receptor than receptor. In particular, 6a 7a appreciable receptor, with K(i) values 5.5 8.0 nM respectively; also 4a, 5a 8a exhibit good affinity, range 10-44 nM. Furthermore, 3g-i 18 revealed selectivity, CB(1)/CB(2) ratio >20.