N,N-diethylethanamine;(2-hydroxy-2-oxo-1,3,2lambda5-oxathiaphospholan-5-yl)methyl (Z)-octadec-9-enoate | 1321603-53-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: N,N-diethylethanamine;(2-hydroxy-2-oxo-1,3,2lambda5-oxathiaphospholan-5-yl)methyl (Z)-octadec-9-enoate
• 英文别名: N,N-diethylethanamine;(2-hydroxy-2-oxo-1,3,2λ5-oxathiaphospholan-5-yl)methyl (Z)-octadec-9-enoate
• CAS: 1321603-53-5
• 化学式: C₆H₁₅N*C₂₁H₃₉O₅PS
• 分子量: 535.769
• InChiKey: JPAPURBYGBUTLB-KVVVOXFISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.15
• 重原子数：
  35
• 可旋转键数：
  21
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  101
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  在 吡啶 、 水 作用下， 以 乙腈 为溶剂， 反应 4.0h， 生成 N,N-diethylethanamine;(2-hydroxy-2-oxo-1,3,2lambda5-oxathiaphospholan-5-yl)methyl (Z)-octadec-9-enoate
  参考文献：
  名称：

  Efficient synthesis of 3-O-thia-cPA and preliminary analysis of its biological activity toward autotaxin

  摘要：

  The efficient synthesis of 3-O-thia-cPAs (4a-d), sulfur analogues of cyclic phosphatidic acid (cPA), has been achieved. The key step of the synthesis is an intramolecular Arbuzov reaction to construct the cyclic thiophosphate moiety. The present synthetic route enables the synthesis of 4a-d in only four steps from the commercially available glycidol. Preliminary biological experiments showed that 4a-d exhibited a similar inhibitory effect on autotaxin (ATX) as original cPA. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.05.083

文献信息

• Efficient synthesis of 3-O-thia-cPA and preliminary analysis of its biological activity toward autotaxin
  作者：Ryo Tanaka、Masaru Kato、Takahiro Suzuki、Atsuo Nakazaki、Emi Nozaki、Mari Gotoh、Kimiko Murakami-Murofushi、Susumu Kobayashi

  DOI：10.1016/j.bmcl.2011.05.083

  日期：2011.7

  The efficient synthesis of 3-O-thia-cPAs (4a-d), sulfur analogues of cyclic phosphatidic acid (cPA), has been achieved. The key step of the synthesis is an intramolecular Arbuzov reaction to construct the cyclic thiophosphate moiety. The present synthetic route enables the synthesis of 4a-d in only four steps from the commercially available glycidol. Preliminary biological experiments showed that 4a-d exhibited a similar inhibitory effect on autotaxin (ATX) as original cPA. (C) 2011 Elsevier Ltd. All rights reserved.