(3S,4R)-3-エチル-4,5-ジヒドロ-4-[(1H-イミダゾール-5-イル)メチル]-2(3H)-フラノン

(3S,4R)-3-エチル-4,5-ジヒドロ-4-[(1H-イミダゾール-5-イル)メチル]-2(3H)-フラノン 化学特性,用途語,生産方法

• 説明

  The leaves of Pilocarpus Jaborandi contain this alkaloid but not those of P. microphyllus. The alkaloid is a viscous oil which decomposes on attempted distillation. It has [α]²⁰_D + 81.3° (H20) falling to + 35.2° on the addition of alkali. The salts are well crystallized and include the hydrochloride which has [α]~O + 72° (H20); nitrate, m.p. 137°C; [α]²⁰_D + 73.2° (H20); aurichloride, m.p. 125 C and the platinichloride tetrahydrate, m.p. 187°C (dry, dec.). In contrast to the corresponding salts of pilocarpine and isopilocarpine (q.v.) the picrate is a non-crystallizable oil. When heated with alkalies, the salts evolve dimethylamine and on treatment with alcoholic sodium methoxide, the base gives isopilocarpidine, characterized as the nitrate, m.p. 109-111 °C. The latter, on quaternary methylation furnishes isopilocarpine metho-salts, e.g. the methopicrate, m.p. 119-120°C.

• 参考文献

  Harnack., Annalen, 238,230 (1887)
  Jowett., J. Chem. Soc., 77,474 (1900)
  Burtles, Pyman, Roylance., ibid, 127,581 (1925)
  Spath, Kunz., Ber., 58,513 (1925)
  Preobrashenski et al., ibid, 69, 1837 (1936)
  

(3S,4R)-3-エチル-4,5-ジヒドロ-4-[(1H-イミダゾール-5-イル)メチル]-2(3H)-フラノン 生産企業

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