tyrphostin AG 538 | 133550-18-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: tyrphostin AG 538
• 英文别名: AG538；(E)-2-(3,4-dihydroxybenzoyl)-3-(3,4-dihydroxyphenyl)prop-2-enenitrile
• CAS: 133550-18-2
• 化学式: C₁₆H₁₁NO₅
• 分子量: 297.267
• InChiKey: CANOJKGQDCJDOX-VZUCSPMQSA-N

物化性质

• 沸点：
  637.5±55.0 °C(Predicted)
• 密度：
  1.538±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  122
• 氢给体数：
  4
• 氢受体数：
  6

安全信息

• 安全说明：
  S22,S24/25

反应信息

• 作为产物：
  描述：

  3,4-二羟基-2'-氯苯乙酮 以 二甲基亚砜 为溶剂， 反应 2.5h， 生成 tyrphostin AG 538
  参考文献：
  名称：

  Tyrphostins. II. Heterocyclic and .alpha.-substituted benzylidenemalononitrile tyrphostins as potent inhibitors of EGF receptor and ErbB2/neu tyrosine kinases

  摘要：

  We have previously described a novel series of low molecular weight protein tyrosine kinase inhibitors which we named tyrphostins. The characteristic active pharmacophore of these compounds was the hydroxy-cis-benzylidenemalononitrile moiety. In this article we describe three novel groups of tyrphostins: (i) one group has the phenolic moiety of the cis-benzylidenemalononitrile replaced either with other substituted benzenes or with heteroaromatic rings, (ii) another is a series of conformationally constrained derivatives of hydroxy-cis-benzylidenemalononitriles in which the malononitrile moiety is fixed relative to the aromatic ring, and (iii) two groups of compounds in which the position trans to the benzenemalononitrile has been substituted by ketones and amides. Among the novel tyrphostins examined we found inhibitors which discriminate between the highly homologous EGF receptor kinase (HER1) and ErbB2/neu kinase (HER2). These findings may lead to selective tyrosine kinase blockers for the treatment of diseases in which ErbB2/neu is involved.

  DOI：

  10.1021/jm00110a022

文献信息

• METHODS AND COMPOUNDS FOR REGULATING APOPTOSIS
  申请人：Reed John C.

  公开号：US20090118135A1

  公开（公告）日：2009-05-07

  An assay for determining compounds that inhibit activity of a BCl-2 protein, or affect conversion of Bcl-2 from an antiapoptotic to a proapoptotic form are described. In addition, compounds that modulate the function of anti-apoptotic proteins such as Bcl-2 and related Bcl-2 family members are identified.
• METHOD OF INHIBITING THE GROWTH OF HELICOBACTER PYLORI
  申请人：WANG WEN-CHING

  公开号：US20100305152A1

  公开（公告）日：2010-12-02

  The shikimate pathway links metabolism of carbohydrates to biosynthesis of aromatic compounds, which is an attractive target for the rational drug and herbicide design because it is essential in algae, higher plants, bacteria, and fungi, but absent from mammals. Thus, the present invention provides a method of inhibiting the growth of bacteria or fungi, especially Helicobacter pylori, through inhibiting enzymes in the shikimate pathway.
• Phosphoinositide (4,5) Bisphosphate as a Diagnostic Tool and Target for Cancer Treatment
  申请人：Janetopoulos Christopher

  公开号：US20160266129A1

  公开（公告）日：2016-09-15

  The present invention relates to PI(4,5)P2 and more particularly to use of enzymes that metabolize and regulate the PI(4,5)P2 levels as a as a target for cancer treatment. Furthermore, measuring the level of PI(4,5)P2 or the degree of turnover of PI(4,5)P2 in cancer cells is an important diagnostic tool.
• US8175860B2
  申请人：——

  公开号：US8175860B2

  公开（公告）日：2012-05-08
• Tyrphostins. II. Heterocyclic and .alpha.-substituted benzylidenemalononitrile tyrphostins as potent inhibitors of EGF receptor and ErbB2/neu tyrosine kinases
  作者：Aviv Gazit、Nir Osherov、Israel Posner、Pnina Yaish、Enrique Poradosu、Chaim Gilon、Alexander Levitzki

  DOI：10.1021/jm00110a022

  日期：1991.6

  We have previously described a novel series of low molecular weight protein tyrosine kinase inhibitors which we named tyrphostins. The characteristic active pharmacophore of these compounds was the hydroxy-cis-benzylidenemalononitrile moiety. In this article we describe three novel groups of tyrphostins: (i) one group has the phenolic moiety of the cis-benzylidenemalononitrile replaced either with other substituted benzenes or with heteroaromatic rings, (ii) another is a series of conformationally constrained derivatives of hydroxy-cis-benzylidenemalononitriles in which the malononitrile moiety is fixed relative to the aromatic ring, and (iii) two groups of compounds in which the position trans to the benzenemalononitrile has been substituted by ketones and amides. Among the novel tyrphostins examined we found inhibitors which discriminate between the highly homologous EGF receptor kinase (HER1) and ErbB2/neu kinase (HER2). These findings may lead to selective tyrosine kinase blockers for the treatment of diseases in which ErbB2/neu is involved.