2-(2-Naphthyloxy)acetate derivatives. I. A new class of antiamnesic agents.

Abstract

The title compounds 1-(2-naphthyloxymethylcarbonyl)piperidine, C(17)H(19)NO(2), (I), and 3-methyl-1-(2-naphthyloxymethylcarbonyl)piperidine, C(18)H(21)NO(2), (II), are potential antiamnesics. In (II), the methyl-substituted piperidine ring is disordered over two conformations. The piperidine ring has a chair conformation in both compounds. In (I), the molecules are linked by weak intermolecular C-H.O interactions to give networks represented by C(4), C(6) and R(4)(4)(18) graph-set motifs, while in (II), weak intermolecular C-H.O interactions generate R(1)(2)(5), C(4) and C(7) graph-set motifs. The dihedral angle between the naphthalene moiety and the piperidine ring is 33.83 (7) degrees in (I), while it is 31.78 (11) and 19.38 (19) degrees for the major and minor conformations, respectively, in (II).