2-<(dimethylamino)methyl>-1,3-dioxane | 4740-66-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二恶烷
• 英文名称: 2-<(dimethylamino)methyl>-1,3-dioxane
• 英文别名: 2-Dimethylaminomethyl-1,3-dioxan；2-Dimethylaminomethyl-1,3-dioxane；1-(1,3-dioxan-2-yl)-N,N-dimethylmethanamine
• CAS: 4740-66-3
• 化学式: C₇H₁₅NO₂
• 分子量: 145.202
• InChiKey: BXQAEJRHGWNRMN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4,4'-二(2-溴乙酰基)联苯 、 2-<(dimethylamino)methyl>-1,3-dioxane 以 水 、 乙腈 为溶剂， 以77%的产率得到4,4'-bis<<(1,3-dioxan-2-ylmethyl)methylamino>acetyl>biphenyl dimethobromide
  参考文献：
  名称：

  Hemicholinium-3 congeners as potential antagonists to organophosphate-induced toxicity

  摘要：

  A series of congeners of hemicholinium-3, in which the 1,4-oxazinium rings of hemicholinium are replaced by pyrrolidine, piperidine, 1,3-dioxane, or 1,4-oxazine rings, is described. Several of the target compounds produced blockade of neuromuscular transmission in the rabbit, and three heterocyclic derivatives, 10, 11, and 13, significantly antagonized paraoxon-induced lethality in mice. 1,3-Dioxane derivative 11 was an extremely potent antagonist of paraoxon-induced toxicity in mice, compared with prototypical protective agents physostigmine and pyridostigmine. Compound 11 exhibited a much more favorable therapeutic ratio than the reference drugs. The mechanism of action of 11 has not been elucidated, although it is concluded that it differs from that of hemicholinium-3 (inhibition of high-affinity, sodium-dependent uptake of choline into nerve terminals).

  DOI：

  10.1021/jm00164a017
• 作为产物：
  描述：

  二甲氨基乙醛缩二乙醇 、 1,3-丙二醇 在 盐酸 作用下， 以70%的产率得到2-<(dimethylamino)methyl>-1,3-dioxane
  参考文献：
  名称：

  Hemicholinium-3 congeners as potential antagonists to organophosphate-induced toxicity

  摘要：

  A series of congeners of hemicholinium-3, in which the 1,4-oxazinium rings of hemicholinium are replaced by pyrrolidine, piperidine, 1,3-dioxane, or 1,4-oxazine rings, is described. Several of the target compounds produced blockade of neuromuscular transmission in the rabbit, and three heterocyclic derivatives, 10, 11, and 13, significantly antagonized paraoxon-induced lethality in mice. 1,3-Dioxane derivative 11 was an extremely potent antagonist of paraoxon-induced toxicity in mice, compared with prototypical protective agents physostigmine and pyridostigmine. Compound 11 exhibited a much more favorable therapeutic ratio than the reference drugs. The mechanism of action of 11 has not been elucidated, although it is concluded that it differs from that of hemicholinium-3 (inhibition of high-affinity, sodium-dependent uptake of choline into nerve terminals).

  DOI：

  10.1021/jm00164a017

文献信息

• Antagonists of organophosphate-induced toxicity
  申请人：University of Iowa Research Foundation

  公开号：US05017602A1

  公开（公告）日：1991-05-21

  Analogs and congeners of 4,4'-bis-[(1,3-dioxan-2-ylmethyl)aminoacetyl]biphenyl Dimethbromide. The compounds are effective antagonists of paraoxon induced toxicity and antagonized physiological response to certain nerve gas.

  4,4'-双[(1,3-二氧杂环-2-甲基)氨基乙酰基]联苯二溴化物的类似物和同系物。这些化合物是对氯酰甲磷引起的毒性有效的拮抗剂，并且对某些神经毒气的生理反应产生拮抗作用。
• CANNON, JOSEPH G.;SAHIN, M. FETHI;BHATNAGAR, RANBIR K.;FLYNN, JAN R.;PAUL+, J. MED. CHEM., 34,(1991) N, C. 1582-1584
  作者：CANNON, JOSEPH G.、SAHIN, M. FETHI、BHATNAGAR, RANBIR K.、FLYNN, JAN R.、PAUL+

  DOI：——

  日期：——
• US5017602A
  申请人：——

  公开号：US5017602A

  公开（公告）日：1991-05-21