Synthesis and pharmacology of 1-alkyl-3-(1-naphthoyl) indoles: steric and electronic effects of 4-and 8-halogenated naphthoyl substituents

…, VJ Smith, J Chen, BR Martin, JW Huffman

Index: Wiley, Jenny L.; Smith, Valerie J.; Chen, Jianhong; Martin, Billy R.; Huffman, John W. Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 6 p. 2067 - 2081

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Citation Number: 9

Abstract

To develop SAR at both the cannabinoid CB1 and CB2 receptors for 3-(1-naphthoyl) indoles bearing moderately electron withdrawing substituents at C-4 of the naphthoyl moiety, 1- propyl and 1-pentyl-3-(4-fluoro, chloro, bromo and iodo-1-naphthoyl) derivatives were prepared. To study the steric and electronic effects of substituents at the 8-position of the naphthoyl group, the 3-(4-chloro, bromo and iodo-1-naphthoyl) indoles were also ...