trans-<4-Nitro-benzyliden>-malonsaeure-mononitril | 20374-45-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: trans-<4-Nitro-benzyliden>-malonsaeure-mononitril
• 英文别名: (2E)-2-cyano-3-(4-nitrophenyl)prop-2-enoic acid；(E)-2-cyano-3-(4-nitrophenyl)prop-2-enoic acid
• CAS: 20374-45-2
• 化学式: C₁₀H₆N₂O₄
• 分子量: 218.169
• InChiKey: WVRIVHWJJWXSTM-VMPITWQZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  107
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  邻苯二胺 、 trans-<4-Nitro-benzyliden>-malonsaeure-mononitril 以60%的产率得到
  参考文献：
  名称：

  EL-BAYOUKI, KHAIRY;HAMMAD, M., EGYPT. J. CHEM., 1978, 21, N 2, 171-177

  摘要：

  DOI：
• 作为产物：
  描述：

  (E)-2-Cyano-3-(4-nitro-phenyl)-acrylic acid tert-butyl ester 在 三氟乙酸 作用下， 反应 0.5h， 以90%的产率得到trans-<4-Nitro-benzyliden>-malonsaeure-mononitril
  参考文献：
  名称：

  Tyrphostins I: synthesis and biological activity of protein tyrosine kinase inhibitors

  摘要：

  A novel class of low molecular weight protein tyrosine kinase inhibitors is described. These compounds constitute a systematic series of molecules with a progressive increase in affinity toward the substrate site of the EGF receptor kinase domain. These competitive inhibitors also effectively block the EGF-dependent autophosphorylation of the receptor. The potent EGF receptor kinase blockers examined were found to competitively inhibit the homologous insulin receptor kinase at 10(2)-10(3) higher inhibitor concentrations in spite of the significant homology between these protein tyrosine kinases. These results demonstrate the ability to synthesize selective tyrosine kinase inhibitors. The most potent EGF receptor kinase inhibitors also inhibit the EGF-dependent proliferation of A431/clone 15 cells with little or no effect on EGF independent cell growth. These results demonstrate the potential use of protein tyrosine kinase inhibitors as selective antiproliferative agents for proliferative diseases caused by the hyperactivity of protein tyrosine kinases. We have suggested the name "tyrphostins" for this class of antiproliferative compounds which act as protein tyrosine kinase blockers.

  DOI：

  10.1021/jm00130a020

文献信息

• Knoevenagel Condensation in Heterogeneous phase Catalyzed by IR Radiation and Tonsil Actisil FF
  作者：Esteban Obrador、Martín Castro、Joaquín Tamaríz、Gerardo Zepeda、RenéMiranda、Francisco Delgado

  DOI：10.1080/00397919808004530

  日期：1998.12

  Infrared radiation promoted the synthesis of benzylidenemalononitriles, benzylidenecyanoacetamides and benzylidenecyanoacetic acids by condensation of aromatic aldehydes with the corresponding active methylene compound in the presence of Tonsil Actisil FF, without solvent Mass of catalyst, solvent and reaction time were assessed in order to improve the efficiency of this process.
• Organic nonlinear optical substance
  申请人：TEIJIN LIMITED

  公开号：EP0335641B1

  公开（公告）日：1994-01-05
• The Ionization and Dissociation of Certain Weakly Acidic Substances in Pyridine
  作者：Elias J. Corey

  DOI：10.1021/ja01101a048

  日期：1953.3
• GAZIT, AVIV;YAISH, PNINA;GILON, CHAIM;LEVITZKI, ALEXANDER, J. MED. CHEM., 32,(1989) N0, C. 2344-2352
  作者：GAZIT, AVIV、YAISH, PNINA、GILON, CHAIM、LEVITZKI, ALEXANDER

  DOI：——

  日期：——
• US5196147A
  申请人：——

  公开号：US5196147A

  公开（公告）日：1993-03-23