Synthesis of Quinolizine Derivatives. IX. Synthesis of 3,3'-Polymethylenediquinolizidine

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概要

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• In expectation of a curariform activity with little side effects, methiodide of 3,3'-polymethylenediquinolizidines (I : n=4,6,8,and 10) were synthesized. Condensation of the potassium salt of 3-ethoxycarbony1-4-oxoquinolizidine and polymethylene bromide, followed by saponification and decarboxylation, and reduction with lithium aluminum hydride of the lactam compound so obtained afforded the objective compounds (I). (I : n=4) was also obtained through 3-(4-phenoxybutyl) quinolizidine (IX) as an intermediate and compounds obtained by the two procedures were found to be identical. The curariform activity of (I) (n=4 and 6) was one-quarter that of tubocurarine chloride while their toxicity was 6 and 10 times, respectively, of tubocurarine. The compound with n=10 had a strong antibacterial and antifungal activity.

• 公益社団法人日本薬学会の論文
• 1959-12-20

著者

• 大木 貞雄

  Tokyo College of Pharmacy

• 松尾 市郎

  Junsei Pure Chemicals Co. Ltd.

• 大木 貞雄

  Faculty Of Pharmaceutical Sciences University Of Tokyo

• 松尾 市郎

  Central Hospital of Self Defense Force

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