ピラゾロン誘導体の合成研究(第40報)4-Alkoxyimino(or alkylamino-methylene)-3-methylcarbamoyl-1-methyl(or phenyl)-2-pyrazolin-5-one-の合成と鎮痛作用について

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概要

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• Syntheses of 4-alkoxyimino (or alkylaminomethylene)-3-methylcarbamoyl-1-methyl (or phenyl)-2-pyrazolin-5-ones were carried out to test their analgesic activity. The reaction of 3-ethoxycarbonyl-1-methyl (or phenyl)-5-hydroxypyrazole (Ia, b) with sodium nitrite in hydrochloric acid or acetic acid gave 3-ethoxycarbonyl-4-hydroxyimino-1-methyl (or phenyl)-2-pyrazolin-5-one (IIIa, b), which were converted to amides (Va, b). The reaction of Ib with N, N'-diphenylformamidine in acetic anhydride gave 4-anilinomethylene-3-ethoxycarbonyl-1-phenyl-2-pyrazolin-5-one (VII), whose reaction with 30% methylamine methanol solution gave 4-anilinomethylene-3-methylcarbamoyl-1-phenyl-2-pyrazolin-5-one (VIII) (9.4%) and 4-(N-methylaminomethylene)-3-methylcarbamoyl-1-phenyl-2-pyrazolin-5-one (IX) (64.9%). VIII showed analgesic activity in mice.

• 公益社団法人日本薬学会の論文
• 1982-03-25

著者

• 織田 範一

  Faculty of Pharmaceutical Sciences, Nagoya City University

• 伊藤 磯雄

  名古屋市立大学薬学部

• 織田 範一

  名古屋市立大学薬学部

• 織田 範一

  Faculty Of Pharmaceutical Sciences Nagoya City University

• 間瀬 英志

  名古屋市立大学薬学部

• 古田 敦子

  名古屋市立大学薬学部

• 植田 泰誠

  Faculty Of Pharmaceutical Sciences Nagoya City University

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