1-(2-硝基苯乙烯基)-2-甲基苯 | 66107-08-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: 1-(2-硝基苯乙烯基)-2-甲基苯
• 英文名称: 2-Nitro-2'-methylstilben
• 英文别名: 1-methyl-2-[2-(2-nitrophenyl)ethenyl]benzene
• CAS: 66107-08-2
• 化学式: C₁₅H₁₃NO₂
• 分子量: 239.274
• InChiKey: JWTQSABOQAHXLR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.07
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  43.14
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-(2-硝基苯乙烯基)-2-甲基苯 在 一氧化碳 、 sulfur 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 150.0 ℃ 、3.04 MPa 条件下， 反应 24.0h， 以60%的产率得到2-(2-甲基苯基)-1H-吲哚
  参考文献：
  名称：

  Synthesis of Indoles: Sulfur-Assisted Reaction of 2-Nitrostilbenes with Carbon Monoxide

  摘要：

  When 2-nitrostilbenes were treated with carbon monoxide in the presence of elemental sulfur, the reductive N-heterocyclization of the 2-nitrostilbenes smoothly proceeded to give the corresponding indoles in moderate to good yields.

  DOI：

  10.3987/com-13-12708
• 作为产物：
  描述：

  邻甲基氯化苄 在 18-冠醚-6 、 potassium carbonate 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 10.5h， 生成 1-(2-硝基苯乙烯基)-2-甲基苯
  参考文献：
  名称：

  Styrylphenylphthalimides as Novel Transrepression-Selective Liver X Receptor (LXR) Modulators

  摘要：

  Anti-inflammatory effects of liver X receptor (LXR) ligands are thought to be largely due to LXR-mediated transrepression, whereas side effects are caused by activation of LXR-responsive gene expression (transactivation). Therefore, selective LXR modulators that preferentially exhibit transrepression activity should exhibit anti-inflammatory properties with fewer side effects. Here, we synthesized a series of styrylphenylphthalirnide analogues and evaluated their structure activity relationships focusing on LXRs-transactivating-agonistic/antagonistic activities and transrepressional activity. Among the compounds examined, 171 showed potent LXR-transrepressional activity with high selectivity over transactivating activity and did not show characteristic side effects of LXR-transactivating agonists in cells. This representative compound, 171, was confirmed to have LXR-dependent transrepressional activity and to bind directly to LXR beta. Compound 171 should be useful not only as a chemical tool for studying the biological functions of LXRs transrepression but also as a candidate for a safer agent to treat inflammatory diseases.

  DOI：

  10.1021/acsmedchemlett.5b00170

文献信息

• Styrylphenylphthalimides as Novel Transrepression-Selective Liver X Receptor (LXR) Modulators
  作者：Sayaka Nomura、Kaori Endo-Umeda、Atsushi Aoyama、Makoto Makishima、Yuichi Hashimoto、Minoru Ishikawa

  DOI：10.1021/acsmedchemlett.5b00170

  日期：2015.8.13

  Anti-inflammatory effects of liver X receptor (LXR) ligands are thought to be largely due to LXR-mediated transrepression, whereas side effects are caused by activation of LXR-responsive gene expression (transactivation). Therefore, selective LXR modulators that preferentially exhibit transrepression activity should exhibit anti-inflammatory properties with fewer side effects. Here, we synthesized a series of styrylphenylphthalirnide analogues and evaluated their structure activity relationships focusing on LXRs-transactivating-agonistic/antagonistic activities and transrepressional activity. Among the compounds examined, 171 showed potent LXR-transrepressional activity with high selectivity over transactivating activity and did not show characteristic side effects of LXR-transactivating agonists in cells. This representative compound, 171, was confirmed to have LXR-dependent transrepressional activity and to bind directly to LXR beta. Compound 171 should be useful not only as a chemical tool for studying the biological functions of LXRs transrepression but also as a candidate for a safer agent to treat inflammatory diseases.
• Synthesis of Indoles: Sulfur-Assisted Reaction of 2-Nitrostilbenes with Carbon Monoxide
  作者：Yutaka Nishiyama、Rui Umeda、Yuuta Nishimoto、Tsukasa Mashino

  DOI：10.3987/com-13-12708

  日期：——

  When 2-nitrostilbenes were treated with carbon monoxide in the presence of elemental sulfur, the reductive N-heterocyclization of the 2-nitrostilbenes smoothly proceeded to give the corresponding indoles in moderate to good yields.