2-<phosphinyl>oxy>-N,N,N-trimethylethanaminium, hydroxide, inner salt | 90857-74-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-<phosphinyl>oxy>-N,N,N-trimethylethanaminium, hydroxide, inner salt
• 英文别名: 2-Hydroxynonadecyl 2-(trimethylazaniumyl)ethyl phosphate
• CAS: 90857-74-2
• 化学式: C₂₄H₅₂NO₅P
• 分子量: 465.654
• InChiKey: IHMRXMDKKMEJRO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  31
• 可旋转键数：
  23
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  78.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 2-<phosphinyl>oxy>-N,N,N-trimethylethanaminium, hydroxide, inner salt 在 sodium acetate 作用下， 反应 0.25h， 以59%的产率得到7-heptadecyl-4-hydroxy-N,N,N-trimethyl-9-oxo-3,5,8-trioxa-4-phosphadecan-1-aminium 4-oxide, hydroxide, inner salt
  参考文献：
  名称：

  Analogs of platelet activating factor (PAF). 1. Some modifications of the alkoxy chain

  摘要：

  Analogues of platelet activating factor (PAF) in which the ether oxygen has been removed (6) and in which the alkoxy chain at C1 has been replaced with a o-, p-, or m-alkylphenoxy group (30, 31, and 35, respectively) have been prepared. Compound 6 shows reduced platelet aggregation and hypotensive activity in comparison with C16 and C18 PAF. The results obtained for compounds 30, 31, and 35 indicate that the hypotensive and platelet aggregating responses are sensitive to structural modification of the ether chain. The ortho analogue 30 shows no platelet aggregating activity and only a weak hypotensive response. The para analogue 31 exhibits a moderate decrease in activity in both assays. The meta analogue 35 is the most active of the three.

  DOI：

  10.1021/jm00375a016
• 作为产物：
  描述：

  1-hydroxy-2-nonadecanone 在 sodium tetrahydroborate 、 水 、 sodium acetate 、 三乙胺 、 silver carbonate 作用下， 以 异丙醇 为溶剂， 反应 8.5h， 生成 2-<phosphinyl>oxy>-N,N,N-trimethylethanaminium, hydroxide, inner salt
  参考文献：
  名称：

  Analogs of platelet activating factor (PAF). 1. Some modifications of the alkoxy chain

  摘要：

  Analogues of platelet activating factor (PAF) in which the ether oxygen has been removed (6) and in which the alkoxy chain at C1 has been replaced with a o-, p-, or m-alkylphenoxy group (30, 31, and 35, respectively) have been prepared. Compound 6 shows reduced platelet aggregation and hypotensive activity in comparison with C16 and C18 PAF. The results obtained for compounds 30, 31, and 35 indicate that the hypotensive and platelet aggregating responses are sensitive to structural modification of the ether chain. The ortho analogue 30 shows no platelet aggregating activity and only a weak hypotensive response. The para analogue 31 exhibits a moderate decrease in activity in both assays. The meta analogue 35 is the most active of the three.

  DOI：

  10.1021/jm00375a016

文献信息

• New o-acyl-alkanediol-phospholipids, processes for their preparation and pharmaceutical preparations containing them
  申请人：A. Nattermann & Cie. GmbH

  公开号：EP0121088B1

  公开（公告）日：1986-10-01
• US4610979A
  申请人：——

  公开号：US4610979A

  公开（公告）日：1986-09-09
• Analogs of platelet activating factor (PAF). 1. Some modifications of the alkoxy chain
  作者：A. Wissner、P. E. Sum、R. E. Schaub、C. A. Kohler、B. M. Goldstein

  DOI：10.1021/jm00375a016

  日期：1984.9

  Analogues of platelet activating factor (PAF) in which the ether oxygen has been removed (6) and in which the alkoxy chain at C1 has been replaced with a o-, p-, or m-alkylphenoxy group (30, 31, and 35, respectively) have been prepared. Compound 6 shows reduced platelet aggregation and hypotensive activity in comparison with C16 and C18 PAF. The results obtained for compounds 30, 31, and 35 indicate that the hypotensive and platelet aggregating responses are sensitive to structural modification of the ether chain. The ortho analogue 30 shows no platelet aggregating activity and only a weak hypotensive response. The para analogue 31 exhibits a moderate decrease in activity in both assays. The meta analogue 35 is the most active of the three.