benzyl 4-[(diethoxyphosphoryl)-difluoromethyl]-phenylacetate | 400796-66-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: benzyl 4-[(diethoxyphosphoryl)-difluoromethyl]-phenylacetate
• 英文别名: Benzyl 2-[4-[diethoxyphosphoryl(difluoro)methyl]phenyl]acetate；benzyl 2-[4-[diethoxyphosphoryl(difluoro)methyl]phenyl]acetate
• CAS: 400796-66-9
• 化学式: C₂₀H₂₃F₂O₅P
• 分子量: 412.37
• InChiKey: GNXSCCLNVDFXSG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  28
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  benzyl 4-[(diethoxyphosphoryl)-difluoromethyl]-phenylacetate 在 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 3.0h， 生成 {4-[(diethoxy-phosphoryl)-difluoro-methyl]-phenyl}-acetic acid
  参考文献：
  名称：

  分子内自沉默信号转导抑制剂的设计，构建和细胞内激活。

  摘要：

  DOI：

  10.1002/anie.200462004
• 作为产物：
  描述：

  (4-iodophenyl)-acetic acid benzyl ester 、 溴氟甲基膦酸二乙酯 在 锌 、 copper(I) bromide 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 26.0h， 以65%的产率得到benzyl 4-[(diethoxyphosphoryl)-difluoromethyl]-phenylacetate
  参考文献：
  名称：

  分子内自沉默信号转导抑制剂的设计，构建和细胞内激活。

  摘要：

  DOI：

  10.1002/anie.200462004

文献信息

• Ptp1b inhibitors and ligands
  申请人：——

  公开号：US20040191926A1

  公开（公告）日：2004-09-30

  Methods for discovery of enzyme ligands and inhibitors are disclosed. The methods comprise the creation and testing of combinatorial libraries comprising an active site-targeted component, a linker component and a peripheral site-targeted component. The methods also comprise a novel assay for determining whether a compound is a ligand of an enzyme. The assay evaluates whether the compound can inhibit the binding of a known ligand of the active site of the enzyme to a mutant of the enzyme that can bind the enzyme substrate but cannot catalyze an enzymatic reaction with the substrate. Various ligands and inhibitors of protein tyrosine phosphatase 1B (PTP1B) are also disclosed. These ligands and inhibitors were discovered using the above methods. One particular inhibitor discovered using the invention methods has the highest specificity and affinity of any PTP1B inhibitor discovered to date.

  本发明公开了一种发现酶配体和抑制剂的方法。该方法包括创建和测试组合库，其中包括一个活性位点定向组分、一个连接组分和一个周边位点定向组分。该方法还包括一种新的测定化合物是否为酶配体的测定方法。该测定方法评估化合物能否抑制已知酶活性位点的配体与能够结合酶底物但不能催化底物酶反应的酶突变体的结合。本发明还公开了多种蛋白酪氨酸磷酸酶1B（PTP1B）的配体和抑制剂。这些配体和抑制剂是使用上述方法发现的。使用本发明方法发现的一种特定抑制剂具有迄今为止任何PTP1B抑制剂中最高的特异性和亲和力。
• EP1435989A4
  申请人：——

  公开号：EP1435989A4

  公开（公告）日：2006-05-03
• PTP1B INHIBITORS AND LIGANDS
  申请人：ALBERT EINSTEIN COLLEGE OF MEDICINE OF YESHIVA UNIVERSITY

  公开号：EP1435989A1

  公开（公告）日：2004-07-14
• [EN] PTP1B INHIBITORS AND LIGANDS<br/>[FR] INHIBITEURS ET LIGANDS DE PTP1B
  申请人：EINSTEIN COLL MED

  公开号：WO2003041729A1

  公开（公告）日：2003-05-22

  Methods for discovery of enzyme ligands and inhibitors are disclosed. The methods comprise the creation and testing of combinatorial libraries comprising an active site-targeted component, a linker component and a peripheral site-targeted component. The methods also comprise a novel assay for determining whether a compound is a ligand of an enzyme. The assay evaluates whether the compound can inhibit the binding of a known ligand of the active site of the enzyme to a mutant of the enzyme that can bind the enzyme substrate but cannot catalyze an enzymatic reaction with the substrate. Various ligands and inhibitors of protein tyrosine phosphatase 1B (PTP1B) are also disclosed. These ligands and inhibitors were discovered using the above methods. One particular inhibitor discovered using the invention methods has the highest specificity and affinity of any PTP1B inhibitor discovered to date.