1-(4-[1,2,3]Thiadiazol-4-yl-phenyl)-pyrrole-2,5-dione | 212269-27-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯啉
• 英文名称: 1-(4-[1,2,3]Thiadiazol-4-yl-phenyl)-pyrrole-2,5-dione
• 英文别名: 1H-Pyrrole-2,5-dione, 1-[4-(1,2,3-thiadiazol-4-yl)phenyl]-；1-[4-(thiadiazol-4-yl)phenyl]pyrrole-2,5-dione
• CAS: 212269-27-7
• 化学式: C₁₂H₇N₃O₂S
• 分子量: 257.272
• InChiKey: VTOAPNZXNMTJLU-UHFFFAOYSA-N

物化性质

• 沸点：
  470.6±47.0 °C(Predicted)
• 密度：
  1.500±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  91.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(4-[1,2,3]Thiadiazol-4-yl-phenyl)-pyrrole-2,5-dione 、 3-(3,4-dichlorophenyl)-spiro (oxirane-2,2'-indan)-1',3'-dione 以 甲苯 为溶剂， 生成 、
  参考文献：
  名称：

  Optimization and determination of the absolute configuration of a series of potent inhibitors of human papillomavirus type-11 E1–E2 protein–protein interaction: A combined medicinal chemistry, NMR and computational chemistry approach

  摘要：

  We have previously reported the discovery and initial SAR optimization of the first series of inhibitors of the human papillomavirus type-11 (HPV11) E1-E2 protein-protein interaction. These inhibitors featured an indandione system spiro-fused onto an all syn substituted tetrahydrofuran ring. In this paper, we report new SAR efforts which have led to the identification of the first low nanomolar inhibitor of the HPV11 E1-E2 protein-protein interaction. In addition, we report a combined NMR and computational chemistry approach which allowed the successful determination of the absolute stereochernistry of the active species originating from the initial racemic lead. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.01.036

文献信息

• Polymer Bound 3,5-Cyclohexadiene-1,2-diols as Core Structures for the Development of Small Molecule Libraries
  作者：Sebastian Wendeborn、Alain De Mesmaeker、Wolfgang K.-D. Brill

  DOI：10.1055/s-1998-1808

  日期：1998.8

  A highly efficient sequence for the synthesis of complex, chiral and highly functionalized molecules on solid phase is reported. Solid phase bound cyclohexadiene-diols were derivatized through epoxidation, nucleophilic ring opening, Pd(0) cross-couplings and Diels-Alder reactions.

  报道了一种在固相上合成复杂、手性且高度官能化的分子的高效顺序。固相结合的环己二烯二醇通过环氧化、亲核开环反应、Pd(0)交叉偶联和迪尔斯-阿尔德反应进行衍生化。
• US7167801B2
  申请人：——

  公开号：US7167801B2

  公开（公告）日：2007-01-23
• Optimization and determination of the absolute configuration of a series of potent inhibitors of human papillomavirus type-11 E1–E2 protein–protein interaction: A combined medicinal chemistry, NMR and computational chemistry approach
  作者：Nathalie Goudreau、Dale R. Cameron、Robert Déziel、Bruno Haché、Araz Jakalian、Eric Malenfant、Julie Naud、William W. Ogilvie、Jeff O’Meara、Peter W. White、Christiane Yoakim

  DOI：10.1016/j.bmc.2007.01.036

  日期：2007.4

  We have previously reported the discovery and initial SAR optimization of the first series of inhibitors of the human papillomavirus type-11 (HPV11) E1-E2 protein-protein interaction. These inhibitors featured an indandione system spiro-fused onto an all syn substituted tetrahydrofuran ring. In this paper, we report new SAR efforts which have led to the identification of the first low nanomolar inhibitor of the HPV11 E1-E2 protein-protein interaction. In addition, we report a combined NMR and computational chemistry approach which allowed the successful determination of the absolute stereochernistry of the active species originating from the initial racemic lead. (c) 2007 Elsevier Ltd. All rights reserved.