Indole-2-carboxamides as Allosteric Modulators of the Cannabinoid CB1 Receptor

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Indole-2-carboxamides as Allosteric Modulators of the Cannabinoid CB1 Receptor

Piscitelli, Francesco; Ligresti, Alessia; La Regina, Giuseppe; Coluccia, Antonio; Morera, Ludovica; Allarà, Marco; Novellino, Ettore; Di Marzo, Vincenzo; Silvestri, Romano

Journal of medicinal chemistry, 06/2012, Volume: 55, Issue: 11

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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.

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