2,3-dihydro-2-(4-chlorophenyl)-3-(N-methylpiperazinyl)-1H-naphth[1,2-e][1,3,2]oxazaphosphorine 3-sulfide

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2,3-dihydro-2-(4-chlorophenyl)-3-(N-methylpiperazinyl)-1H-naphth[1,2-e][1,3,2]oxazaphosphorine 3-sulfide
• 英文别名: 2-(4-chlorophenyl)-3-(4-methylpiperazin-1-yl)-3-sulfanylidene-1H-benzo[f][1,3,2]benzoxazaphosphinine
• 化学式: C₂₂H₂₃ClN₃OPS
• 分子量: 443.937
• InChiKey: OUFHSEJBKUYXKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  29
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  51
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-[(4-氯苯基氨基)甲基]-2-萘酚 在 三乙胺 、 三氯氧磷 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 7.0h， 生成 2,3-dihydro-2-(4-chlorophenyl)-3-(N-methylpiperazinyl)-1H-naphth[1,2-e][1,3,2]oxazaphosphorine 3-sulfide
  参考文献：
  名称：

  In Search of new Organophosphorus Pesticides and Insecticides. Part III: Synthesis and Anticholinesterase Studies of 3-(Subs)-Quinoxy/Pyridinoxy/Cyclica Mino-2,3- Dihydro-2-(4-Chlorophenyl)-1H-Naphth [1,2-E][1,3,2] Oxazaphosphorine 3-Sulfides

  摘要：

  In situ treatment of (cyclic) amino derivatives with the product obtained from the cyclocondensation of 1-p-chloroanilinomethyl naphthol-2 and thiophosphoryl chloride in dry benzene-THF afforded the titled oxazaphosphorine sulfides in good yield. Subsequently, the reaction of pyridinoky/quioxythiophosphorodi chloridates and 1-p-chloro anilino methyl naphthol-2 in dry benzene-THF mixture gave the corresponding pyridinoxy/quinoxy oxaza phosphorine 3-sulfides in quantitative yield. All the condensations proceeded smoothly by employing triethylamine to scavenge the liberated hydrogen chloride gas. Anticholinestease studies of these compounds indicated very high degree of inhibition several times higher than the reference standard-methyl parathion.

  DOI：

  10.1080/10426500008082383

文献信息

• In Search of new Organophosphorus Pesticides and Insecticides. Part III: Synthesis and Anticholinesterase Studies of 3-(Subs)-Quinoxy/Pyridinoxy/Cyclica Mino-2,3- Dihydro-2-(4-Chlorophenyl)-1<i>H</i>-Naphth [1,2-E][1,3,2] Oxazaphosphorine 3-Sulfides
  作者：E. O. John Bull、M. S. R. Naidu

  DOI：10.1080/10426500008082383

  日期：2000.1.1

  In situ treatment of (cyclic) amino derivatives with the product obtained from the cyclocondensation of 1-p-chloroanilinomethyl naphthol-2 and thiophosphoryl chloride in dry benzene-THF afforded the titled oxazaphosphorine sulfides in good yield. Subsequently, the reaction of pyridinoky/quioxythiophosphorodi chloridates and 1-p-chloro anilino methyl naphthol-2 in dry benzene-THF mixture gave the corresponding pyridinoxy/quinoxy oxaza phosphorine 3-sulfides in quantitative yield. All the condensations proceeded smoothly by employing triethylamine to scavenge the liberated hydrogen chloride gas. Anticholinestease studies of these compounds indicated very high degree of inhibition several times higher than the reference standard-methyl parathion.