4,7-dihydroxy-N,N,N-trimethyl-3,5,9,12,15-pentaoxa-4-phosphapentacosan-1-aminium, 4-oxide, hydroxide, inner salt | 113581-63-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油磷脂
• 英文名称: 4,7-dihydroxy-N,N,N-trimethyl-3,5,9,12,15-pentaoxa-4-phosphapentacosan-1-aminium, 4-oxide, hydroxide, inner salt
• CAS: 113581-63-8
• 化学式: C₂₂H₄₈NO₈P
• 分子量: 485.599
• InChiKey: HEEDDEHRPRUAMU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.75
• 重原子数：
  32.0
• 可旋转键数：
  24.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  106.51
• 氢给体数：
  1.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 4,7-dihydroxy-N,N,N-trimethyl-3,5,9,12,15-pentaoxa-4-phosphapentacosan-1-aminium, 4-oxide, hydroxide, inner salt 在 三乙胺 作用下， 以 氯仿 为溶剂， 反应 4.0h， 以89%的产率得到7-(acetoxy)-4-hydroxy-N,N,N-trimethyl-3,5,9,12,15-pentaoxa-4-phosphapentacosan-1-aminium, 4-oxide, hydroxide, inner salt
  参考文献：
  名称：

  Analogs of platelet activating factor. 5. Multiple oxygen substitution of the alkoxy chain

  摘要：

  Racemic analogues of platelet activating factor (PAF) in which the alkoxy chain (R = -O(CH2)15CH3) has been replaced with a chain containing multiple ether linkages near the end (17, R = -O(CH2)8O(CH2)2O(CH2)2OCH3) or at the beginning (18, R = -O(CH2)2O(CH2)2O(CH2)9CH3) of the chain have been prepared. Both compounds exhibit reduced hypotensive and platelet aggregation responses compared to racemic C16-PAF (1a). This reduction in the biological activities is more apparent when the new oxygen atoms are located near the end of the chain. This substitution of additional oxygen atoms into the alkoxy chain does not result in any dramatic gains in selectivity of the biological responses.

  DOI：

  10.1021/jm00157a038
• 作为产物：
  描述：

  癸基溴 在 palladium on activated charcoal 吡啶 、 Amberlyst-15 ion-exchange resin 、 氢气 、 sodium acetate 、 sodium hydride 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 四氯化碳 、 氯仿 、 溶剂黄146 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 5.0 ℃ 、275.79 kPa 条件下， 反应 14.25h， 生成 4,7-dihydroxy-N,N,N-trimethyl-3,5,9,12,15-pentaoxa-4-phosphapentacosan-1-aminium, 4-oxide, hydroxide, inner salt
  参考文献：
  名称：

  Analogs of platelet activating factor. 5. Multiple oxygen substitution of the alkoxy chain

  摘要：

  Racemic analogues of platelet activating factor (PAF) in which the alkoxy chain (R = -O(CH2)15CH3) has been replaced with a chain containing multiple ether linkages near the end (17, R = -O(CH2)8O(CH2)2O(CH2)2OCH3) or at the beginning (18, R = -O(CH2)2O(CH2)2O(CH2)9CH3) of the chain have been prepared. Both compounds exhibit reduced hypotensive and platelet aggregation responses compared to racemic C16-PAF (1a). This reduction in the biological activities is more apparent when the new oxygen atoms are located near the end of the chain. This substitution of additional oxygen atoms into the alkoxy chain does not result in any dramatic gains in selectivity of the biological responses.

  DOI：

  10.1021/jm00157a038