3-溴-7,8-二氯-2,3-二氢色烯-4-酮 | 1354965-97-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 中文名称: 3-溴-7,8-二氯-2,3-二氢色烯-4-酮
• 英文名称: 3-bromo-7,8-dichloro-2,3-dihydrochromen-4-one
• 英文别名: 3-Bromo-7,8-dichlorochroman-4-one
• CAS: 1354965-97-1
• 化学式: C₉H₅BrCl₂O₂
• 分子量: 295.947
• InChiKey: ARTCGRDASBXDLL-UHFFFAOYSA-N

物化性质

• 沸点：
  413.8±45.0 °C(Predicted)
• 密度：
  1.826±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-溴-7,8-二氯-2,3-二氢色烯-4-酮 、 氨基硫脲 以 1,4-二氧六环 为溶剂， 反应 24.0h， 以39%的产率得到1-(6,7-dichloro-4H-chromeno[4,3-d]thiazol-2-yl)hydrazine
  参考文献：
  名称：

  Synthesis of Rigidified eIF4E/eIF4G Inhibitor-1 (4EGI-1) Mimetic and Their in Vitro Characterization as Inhibitors of Protein–Protein Interaction

  摘要：

  The 4EGI-1 is the prototypic inhibitor of eIF4E/eIF4G interaction, a potent inhibitor of translation initiation in vitro and in vivo and an efficacious anticancer agent in animal models of human cancers. We report on the design, synthesis, and in vitro characterization of a series of rigidified mimetic of this prototypic inhibitor in which the phenyl in the 2-(4-(3,4-dichlorophenyl)thiazol-2-yl) moiety was bridged into a tricyclic system. The bridge consisted one of the following: ethylene, methylene oxide, methylenesulfide, methylenesulfoxide, and methylenesulfone. Numerous analogues in this series were found to be markedly more potent than the parent prototypic inhibitor in the inhibition of eIF4E/eIF4G interaction, thus preventing the eIF4F complex formation, a rate limiting step in the translation initiation cascade in eukaryotes, and in inhibition of human cancer cell proliferation.

  DOI：

  10.1021/jm401733v
• 作为产物：
  描述：

  7,8-dichloro-2,3-dihydro-4H-chromen-4-one 在 pyridinium hydrobromide perbromide 作用下， 以 乙醇 、 氯仿 为溶剂， 反应 0.5h， 以74%的产率得到3-溴-7,8-二氯-2,3-二氢色烯-4-酮
  参考文献：
  名称：

  [EN] COMPOUNDS FOR THE INHIBITION OF CELLULAR PROLIFERATION
  [FR] COMPOSÉS POUR INHIBER LA PROLIFÉRATION CELLULAIRE

  摘要：

  公开号：

  WO2012006068A3

文献信息

• Compounds for the Inhibition of Cellular Proliferation
  申请人：Chorev Michael

  公开号：US20130178505A1

  公开（公告）日：2013-07-11

  Compositions and methods for inhibiting translation are provided. Compositions, methods and kits for treating (1) cellular proliferative disorders, (2) non-proliferative, degenerative disorders, (3) viral infections, (4) disorders associated with viral infections, and/or (5) non-proliferative metabolic disorders such as type II diabetes where inhibition of translation initiation is beneficial using the compounds disclosed herein.

  提供了抑制翻译的组合物和方法。本文披露的化合物可用于治疗以下疾病：（1）细胞增殖性疾病，（2）非增殖性退行性疾病，（3）病毒感染，（4）与病毒感染有关的疾病，以及（5）非增殖性代谢性疾病，如II型糖尿病，其中抑制翻译起始有益。本文还提供了用于治疗上述疾病的方法和试剂盒。
• Compounds for the inhibition of cellular proliferation
  申请人：Chorev Michael

  公开号：US08969573B2

  公开（公告）日：2015-03-03

  Compositions and methods for inhibiting translation are provided. Compositions, methods and kits for treating (1) cellular proliferative disorders, (2) non-proliferative, degenerative disorders, (3) viral infections, (4) disorders associated with viral infections, and/or (5) non-proliferative metabolic disorders such as type II diabetes where inhibition of translation initiation is beneficial using the compounds disclosed herein.

  提供了用于抑制翻译的组合物和方法。本文披露的化合物可用于治疗(1)细胞增殖性疾病、(2)非增殖性退行性疾病、(3)病毒感染、(4)与病毒感染相关的疾病以及/或(5)抑制翻译起始对非增殖性代谢性疾病的治疗有益。本文还提供了用于治疗上述疾病的组合物、方法和试剂盒。
• [EN] COMPOUNDS FOR THE INHIBITION OF CELLULAR PROLIFERATION<br/>[FR] COMPOSÉS POUR INHIBER LA PROLIFÉRATION CELLULAIRE
  申请人：HARVARD COLLEGE

  公开号：WO2012006068A3

  公开（公告）日：2013-05-10
• COMPOUNDS FOR THE INHIBITION OF CELLULAR PROLIFERATION
  申请人：President and Fellows of Harvard College

  公开号：EP2585453A2

  公开（公告）日：2013-05-01
• US8969573B2
  申请人：——

  公开号：US8969573B2

  公开（公告）日：2015-03-03