2-(allyloxy)-4,6-difluorobenzaldehyde | 1209492-98-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(allyloxy)-4,6-difluorobenzaldehyde
• 英文别名: 2,4-Difluoro-6-prop-2-enoxybenzaldehyde
• CAS: 1209492-98-7
• 化学式: C₁₀H₈F₂O₂
• 分子量: 198.169
• InChiKey: KKROSTJIVNRSCB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-mercaptoacetonitrile 、 2-(allyloxy)-4,6-difluorobenzaldehyde 在 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 1.0h， 以84%的产率得到4-(allyloxy)-6-fluorobenzo[b]thiophene-2-carbonitrile
  参考文献：
  名称：

  Structure Based Drug Design: Development of Potent and Selective Factor IXa (FIXa) Inhibitors

  摘要：

  On the basis of our understanding on the binding interactions of the benzothiophene template within the FIXa active site by X-ray crystallography and molecular modeling studies, WC developed our SAR strategy by targeting the 4-position of the template to access the S1 beta and S2-S4 sites. A number of highly selective and potent factor Xa (FXa) and FIXa inhibitors were identified by simple switch of functional groups with conformational changes toward the S2-S4 sites.

  DOI：

  10.1021/jm901476x
• 作为产物：
  描述：

  2,4-二氟-6-羟基苯甲醛 、 3-溴丙烯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以46%的产率得到2-(allyloxy)-4,6-difluorobenzaldehyde
  参考文献：
  名称：

  Structure Based Drug Design: Development of Potent and Selective Factor IXa (FIXa) Inhibitors

  摘要：

  On the basis of our understanding on the binding interactions of the benzothiophene template within the FIXa active site by X-ray crystallography and molecular modeling studies, WC developed our SAR strategy by targeting the 4-position of the template to access the S1 beta and S2-S4 sites. A number of highly selective and potent factor Xa (FXa) and FIXa inhibitors were identified by simple switch of functional groups with conformational changes toward the S2-S4 sites.

  DOI：

  10.1021/jm901476x

文献信息

• Structure Based Drug Design: Development of Potent and Selective Factor IXa (FIXa) Inhibitors
  作者：Shouming Wang、Richard Beck、Andrew Burd、Toby Blench、Frederic Marlin、Tenagne Ayele、Stuart Buxton、Claudio Dagostin、Maja Malic、Rina Joshi、John Barry、Mohammed Sajad、Chiming Cheung、Shaheda Shaikh、Suresh Chahwala、Chaman Chander、Christine Baumgartner、Hans-Peter Holthoff、Elizabeth Murray、Michael Blackney、Amanda Giddings

  DOI：10.1021/jm901476x

  日期：2010.2.25

  On the basis of our understanding on the binding interactions of the benzothiophene template within the FIXa active site by X-ray crystallography and molecular modeling studies, WC developed our SAR strategy by targeting the 4-position of the template to access the S1 beta and S2-S4 sites. A number of highly selective and potent factor Xa (FXa) and FIXa inhibitors were identified by simple switch of functional groups with conformational changes toward the S2-S4 sites.