{2-[4-(2-Pyrrolidin-1-yl-ethoxy)-phenyl]-benzo[b]thiophen-3-yl}-[4-(3-pyrrolidin-1-yl-prop-1-ynyl)-phenyl]-methanone | 193966-48-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: {2-[4-(2-Pyrrolidin-1-yl-ethoxy)-phenyl]-benzo[b]thiophen-3-yl}-[4-(3-pyrrolidin-1-yl-prop-1-ynyl)-phenyl]-methanone
• 英文别名: [2-[4-(2-Pyrrolidin-1-ylethoxy)phenyl]-1-benzothiophen-3-yl]-[4-(3-pyrrolidin-1-ylprop-1-ynyl)phenyl]methanone
• CAS: 193966-48-2
• 化学式: C₃₄H₃₄N₂O₂S
• 分子量: 534.722
• InChiKey: HZOXNDGCUISWBZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  39
• 可旋转键数：
  9
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  61
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  {2-[4-(2-Pyrrolidin-1-yl-ethoxy)-phenyl]-benzo[b]thiophen-3-yl}-[4-(3-pyrrolidin-1-yl-prop-1-ynyl)-phenyl]-methanone 在 二异丁基氢化铝 作用下， 生成 {2-[4-(2-Pyrrolidin-1-yl-ethoxy)-phenyl]-benzo[b]thiophen-3-yl}-[4-(3-pyrrolidin-1-yl-prop-1-ynyl)-phenyl]-methanol
  参考文献：
  名称：

  Diamino benzo[b]thiophene derivatives as a novel class of active site directed thrombin inhibitors: 3. Enhancing activity by imposing conformational restriction in the C-4″ side chain1

  摘要：

  The preparation and biological evaluation of a series of benzo[b]thiophene diamine thrombin inhibitors possessing conformationally restricted C-4" linkers are reported. Compared to the parent compounds 1a/b, the unsaturated derivatives 3a/b exhibited a modest twofold increase in thrombin inhibitory activity, while the more lipophilic carbocyclic ring containing analogs 4a/b, affected an eightfold enhancement in potency. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00746-x
• 作为产物：
  描述：

  苯并噻吩-2-硼酸 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 四(三苯基膦)钯 、 TEA 、 四氯化钛 、 sodium carbonate 、 potassium carbonate 作用下， 生成 {2-[4-(2-Pyrrolidin-1-yl-ethoxy)-phenyl]-benzo[b]thiophen-3-yl}-[4-(3-pyrrolidin-1-yl-prop-1-ynyl)-phenyl]-methanone
  参考文献：
  名称：

  Diamino benzo[b]thiophene derivatives as a novel class of active site directed thrombin inhibitors: 3. Enhancing activity by imposing conformational restriction in the C-4″ side chain1

  摘要：

  The preparation and biological evaluation of a series of benzo[b]thiophene diamine thrombin inhibitors possessing conformationally restricted C-4" linkers are reported. Compared to the parent compounds 1a/b, the unsaturated derivatives 3a/b exhibited a modest twofold increase in thrombin inhibitory activity, while the more lipophilic carbocyclic ring containing analogs 4a/b, affected an eightfold enhancement in potency. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(98)00746-x

文献信息

• US6025382A
  申请人：——

  公开号：US6025382A

  公开（公告）日：2000-02-15
• US6251921B1
  申请人：——

  公开号：US6251921B1

  公开（公告）日：2001-06-26
• US6265575B1
  申请人：——

  公开号：US6265575B1

  公开（公告）日：2001-07-24
• Diamino benzo[b]thiophene derivatives as a novel class of active site directed thrombin inhibitors: 3. Enhancing activity by imposing conformational restriction in the C-4″ side chain1
  作者：Jolie A. Bastian、Nickolay Chirgadze、Michael L. Denney、Donetta S. Gifford-Moore、Daniel J. Sall、Gerald F. Smith、James H. Wikel

  DOI：10.1016/s0960-894x(98)00746-x

  日期：1999.2

  The preparation and biological evaluation of a series of benzo[b]thiophene diamine thrombin inhibitors possessing conformationally restricted C-4" linkers are reported. Compared to the parent compounds 1a/b, the unsaturated derivatives 3a/b exhibited a modest twofold increase in thrombin inhibitory activity, while the more lipophilic carbocyclic ring containing analogs 4a/b, affected an eightfold enhancement in potency. (C) 1999 Elsevier Science Ltd. All rights reserved.