O,O-diethyl O-indan-1-on-7-yl phosphate | 911233-80-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: O,O-diethyl O-indan-1-on-7-yl phosphate
• 英文别名: Diethyl (3-oxo-1,2-dihydroinden-4-yl) phosphate
• CAS: 911233-80-2
• 化学式: C₁₃H₁₇O₅P
• 分子量: 284.249
• InChiKey: QOZXLOUCSBGRIP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  O,O-diethyl O-indan-1-on-7-yl phosphate 在 phenyltrimethylammonium tribromide 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Synthesis, SAR, and X-ray structure of tricyclic compounds as potent FBPase inhibitors

  摘要：

  With the aim of discovering a novel class of fructose-1,6-bisphosphatase (FBPase) inhibitors, a series of compounds based on tricyclic scaffolds was synthesized. Extensive SAR studies led to the finding of 8l with an IC50 value of 0.013 mu M against human FBPase. An X-ray crystallographic study revealed that 8l bound at AMP binding sites of human liver FBPase with hydrogen bonding interactions similar to AMP. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.08.081
• 作为产物：
  描述：

  7-羟基-1-茚酮 、 亚磷酸二乙酯 在 三乙胺 作用下， 以 四氯化碳 为溶剂， 生成 O,O-diethyl O-indan-1-on-7-yl phosphate
  参考文献：
  名称：

  Synthesis, SAR, and X-ray structure of tricyclic compounds as potent FBPase inhibitors

  摘要：

  With the aim of discovering a novel class of fructose-1,6-bisphosphatase (FBPase) inhibitors, a series of compounds based on tricyclic scaffolds was synthesized. Extensive SAR studies led to the finding of 8l with an IC50 value of 0.013 mu M against human FBPase. An X-ray crystallographic study revealed that 8l bound at AMP binding sites of human liver FBPase with hydrogen bonding interactions similar to AMP. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.08.081

文献信息

• Synthesis, SAR, and X-ray structure of tricyclic compounds as potent FBPase inhibitors
  作者：Tomoharu Tsukada、Mizuki Takahashi、Toshiyasu Takemoto、Osamu Kanno、Takahiro Yamane、Sayako Kawamura、Takahide Nishi

  DOI：10.1016/j.bmcl.2009.08.081

  日期：2009.10

  With the aim of discovering a novel class of fructose-1,6-bisphosphatase (FBPase) inhibitors, a series of compounds based on tricyclic scaffolds was synthesized. Extensive SAR studies led to the finding of 8l with an IC50 value of 0.013 mu M against human FBPase. An X-ray crystallographic study revealed that 8l bound at AMP binding sites of human liver FBPase with hydrogen bonding interactions similar to AMP. (C) 2009 Elsevier Ltd. All rights reserved.