2-(hydroxyimino-methyl)-isonicotinic acid methyl ester | 22794-97-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-(hydroxyimino-methyl)-isonicotinic acid methyl ester
• 英文别名: Methyl 2-(hydroxyiminomethyl)pyridine-4-carboxylate
• CAS: 22794-97-4
• 化学式: C₈H₈N₂O₃
• 分子量: 180.163
• InChiKey: BZVUIJSHYKNYLZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  71.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(hydroxyimino-methyl)-isonicotinic acid methyl ester 在 氨 、 水 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 生成 2-hydroxyiminomethyl-4-carbamoyl-1-methylpyridinium iodide
  参考文献：
  名称：

  Cholinesterase Reactivators Derived from Pyridine-2-carbaldoxime

  摘要：

  单季铵胆碱酯酶再激活剂3a-3c通过对取代吡啶-2-甲酰羟肟与酯（1a、1b）或羰基（2）在4位位置进行季铵化制备。一种新的双季铵再激活剂，4-羰基-2'-[(羟肟)甲基]-1,1'-(丁-2-烯-1,4-二基)双吡啶盐（5），由未取代的吡啶-2-甲酰羟肟衍生而来。这些化合物通过紫外光谱和电离常数进行了表征。这些物质在有机磷酯酶抑制剂中毒时表现出解毒效果。

  DOI：

  10.1135/cccc19980199
• 作为产物：
  描述：

  2-甲酰基吡啶-4-羧酸甲酯 在 盐酸羟胺 、 碳酸氢钠 作用下， 以 水 为溶剂， 生成 2-(hydroxyimino-methyl)-isonicotinic acid methyl ester
  参考文献：
  名称：

  Cholinesterase Reactivators Derived from Pyridine-2-carbaldoxime

  摘要：

  单季铵胆碱酯酶再激活剂3a-3c通过对取代吡啶-2-甲酰羟肟与酯（1a、1b）或羰基（2）在4位位置进行季铵化制备。一种新的双季铵再激活剂，4-羰基-2'-[(羟肟)甲基]-1,1'-(丁-2-烯-1,4-二基)双吡啶盐（5），由未取代的吡啶-2-甲酰羟肟衍生而来。这些化合物通过紫外光谱和电离常数进行了表征。这些物质在有机磷酯酶抑制剂中毒时表现出解毒效果。

  DOI：

  10.1135/cccc19980199

文献信息

• The Efficacy of Monopyridinium (2-PAAM, 2-PAEM) and Bispyridinium (Obidoxime, HI-6) Oximes against Mevinphos in Mice
  作者：Jiří Kassa、Jiří Bielavský

  DOI：10.1111/j.1600-0773.1997.tb00044.x

  日期：1997.9

  Abstract: The efficacy of two new monopyridinium oximes (2‐PAAM, 2‐PAEM) and two bispyridinium oximes (obidoxime. HI‐6) was tested in combination with atropine sulphate against acute poisoning with the organophosphorus insecticide mevinphos in mice. When mice were treated two min. after mevinphos poisoning, no significant differences in the therapeutic effect of tested oximes were observed. The oximes increased the 24 hr LD50 values of mevinphos about two times in comparison with the 24 hr LD50 values of mevinphos in mice protected with atropine sulphate alone and more than three times in comparison with non‐treated intoxicated animals. On the other hand, both monopyridinium oximes were significantly more efficacious than HI‐6 and as efficacious as obidoxime when they were administered 30 sec. after mevinphos poisoning. Both monopyridinium oximes and obidoxime increased the 24 hr values of mevinphos almost three times in comparison with the 24 hr values of mevinphos in mice protected with atropine sulphate alone and about twenty‐five times in comparison with non‐treated intoxicated animals, while the oxime HI‐6 less than two times in comparison with the 24 hr values of mevinphos in mice protected with atropine sulphate alone and about fifteen times in comparison with non‐treated intoxicated animals. (change‐para‐here) Use of new monopyridinium oximes seems to be the improvement in the antidotal treatment of poisoning with organophosphorus insecticide mevinphos in comparison with HI‐6 but not in comparison with obidoxime when oximes are used in equimolar doses.