4-hydroxy-N,N,N-trimethyl-8-(phenylmethoxy)-3,5,10-trioxa-4-phosphahexacosan-1-aminium 4-oxide, hydroxide | 97150-20-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-hydroxy-N,N,N-trimethyl-8-(phenylmethoxy)-3,5,10-trioxa-4-phosphahexacosan-1-aminium 4-oxide, hydroxide
• 英文别名: (4-hexadecoxy-3-phenylmethoxybutyl) 2-(trimethylazaniumyl)ethyl phosphate
• CAS: 97150-20-4
• 化学式: C₃₂H₆₀NO₆P
• 分子量: 585.805
• InChiKey: HMMBMJKTYCDXAW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.67
• 重原子数：
  40.0
• 可旋转键数：
  28.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  77.05
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  4-hydroxy-N,N,N-trimethyl-8-(phenylmethoxy)-3,5,10-trioxa-4-phosphahexacosan-1-aminium 4-oxide, hydroxide 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 、 溶剂黄146 为溶剂， 反应 17.0h， 以99%的产率得到4,8-dihydroxy-N,N,N-trimethyl-3,5,10-trioxa-4-phosphahexacosan-1-aminium 4-oxide, hydroxide
  参考文献：
  名称：

  Analogs of platelet activating factor (PAF). 2. Some modifications of the glycerine backbone

  摘要：

  Racemic analogues of platelet activating factor (PAF) that contain a methylene group between the C2 and C3 carbon atoms (39) or between the C1 and C2 carbon atoms (40) have been synthesized. These compounds show reduced platelet aggregation and hypotensive activity as measured against racemic C16 PAF. Compounds in which the C1 carbon atom of PAF is substituted with one or two methyl groups (41 and 42, respectively) or the C3 carbon is substituted with a single methyl group (43) have been synthesized. Platelet aggregation and hypotensive responses produced by these compounds are significantly less than those obtained with racemic C16 PAF. None of the above compounds exhibit a separation of the platelet aggregation and hypotensive activities.

  DOI：

  10.1021/jm00147a010
• 作为产物：
  描述：

  α-氢化-ω-羟基异十六烷醇聚(氧-1,2-乙烷二基) 在 sodium hydroxide 、 草酰氯 、 硼烷 、 双氧水 、 sodium acetate 、 sodium hydride 、 magnesium 、 二甲基亚砜 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.83h， 生成 4-hydroxy-N,N,N-trimethyl-8-(phenylmethoxy)-3,5,10-trioxa-4-phosphahexacosan-1-aminium 4-oxide, hydroxide
  参考文献：
  名称：

  Analogs of platelet activating factor (PAF). 2. Some modifications of the glycerine backbone

  摘要：

  Racemic analogues of platelet activating factor (PAF) that contain a methylene group between the C2 and C3 carbon atoms (39) or between the C1 and C2 carbon atoms (40) have been synthesized. These compounds show reduced platelet aggregation and hypotensive activity as measured against racemic C16 PAF. Compounds in which the C1 carbon atom of PAF is substituted with one or two methyl groups (41 and 42, respectively) or the C3 carbon is substituted with a single methyl group (43) have been synthesized. Platelet aggregation and hypotensive responses produced by these compounds are significantly less than those obtained with racemic C16 PAF. None of the above compounds exhibit a separation of the platelet aggregation and hypotensive activities.

  DOI：

  10.1021/jm00147a010