4-Phenyl-4-Δ¹-cyclohexenyl-6-diethylaminohexanone-(3) の合成

抄録

As a compound similar to amidone, 4-phenyl-4-Δ¹-cyclohexenyl-6-diethylaminohexanone-3 (I) was prepared. From the facts that the substitution of one phenyl in 1-diphenyl-3-piperidinopropane (II) increases the analgesic activities of both musculotropic and neurotropic types and that the double bond in morphine is between C₇ and C₈ of the phenanthrene nucleus, the synthesis was carried out to find the pharmacological action of (I). (I), b.p.₁ 159-161°, was obtained in a good yield from α-phenyl-α-Δ¹-cyclohexenyl-γ-diethylaminobutyronitrile (IV) with ethylmagnesium bromide. Oxalate, m.p. 132-134°; succinate, m.p. 99-100°; ethobromide, m.p. 120-121°. No crystalline salts were obtained of hydrochloride, sulfate, perchlorate, tartrate, camphor-sulfonate and picrate.