We synthesized new N-phenylethyl-1H-indole-2-carboxamides as the first SAR study of allosteric modulators of the CB1 receptor. The presence of the carboxamide functionality was required in order to obtain a stimulatory effect. The maximum stimulatory activity on CB1 was exerted by carboxamides 13 (EC50 = 50 nM) and 21 (EC50 = 90 nM) bearing a dimethylamino or piperidinyl group, respectively, at position 4 of the phenethyl moiety and a chlorine atom at position 5 of the indole.
Indole-2-carboxamides as Allosteric Modulators of the Cannabinoid CB1 Receptor / Piscitelli, Francesco; A., Ligresti; LA REGINA, Giuseppe; Coluccia, Antonio; L., Morera; M., Allara; E., Novellino; V., Di Marzo; Silvestri, Romano. - In: JOURNAL OF MEDICINAL CHEMISTRY. - ISSN 0022-2623. - 55:(2012), pp. 5627-5631. [10.1021/jm201485c]
Indole-2-carboxamides as Allosteric Modulators of the Cannabinoid CB1 Receptor
PISCITELLI, FRANCESCO;LA REGINA, GIUSEPPE;COLUCCIA, Antonio;SILVESTRI, Romano
2012
Abstract
We synthesized new N-phenylethyl-1H-indole-2-carboxamides as the first SAR study of allosteric modulators of the CB1 receptor. The presence of the carboxamide functionality was required in order to obtain a stimulatory effect. The maximum stimulatory activity on CB1 was exerted by carboxamides 13 (EC50 = 50 nM) and 21 (EC50 = 90 nM) bearing a dimethylamino or piperidinyl group, respectively, at position 4 of the phenethyl moiety and a chlorine atom at position 5 of the indole.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
