1-(2,4-二氯苯基)-3-(2-甲氧基苯基)-1-丙酮 | 898770-51-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 中文名称: 1-(2,4-二氯苯基)-3-(2-甲氧基苯基)-1-丙酮
• 英文名称: 2',4'-Dichloro-3-(2-methoxyphenyl)propiophenone
• 英文别名: 1-(2,4-dichlorophenyl)-3-(2-methoxyphenyl)propan-1-one
• CAS: 898770-51-9
• 化学式: C₁₆H₁₄Cl₂O₂
• 分子量: 309.192
• InChiKey: YTRZJGLVDDDSLZ-UHFFFAOYSA-N

物化性质

• 沸点：
  427.1±40.0 °C(Predicted)
• 密度：
  1.256±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2914700090

反应信息

• 作为反应物：
  描述：

  1-(2,4-二氯苯基)-3-(2-甲氧基苯基)-1-丙酮 在 aluminum (III) chloride 、 溴 作用下， 以 氯仿 为溶剂， 生成
  参考文献：
  名称：

  2,4,5-Trisubstituted thiazole derivatives as HIV-1 NNRTIs effective on both wild-type and mutant HIV-1 reverse transcriptase: Optimization of the substitution of positions 4 and 5

  摘要：

  In our previous work, novel 2,4,5-trisubstituted thiazole derivatives (TSTs) were synthesized, and their activities were evaluated against HIV-1 reverse transcriptase. Some interesting results were obtained, which led us to a new discovery regarding these TST5. In the present study, 21 new 2,4,5-trisubstituted thiazole derivatives were rationally designed and synthesized as HIV-1 non-nucleoside reverse transcriptase inhibitors (NNRTIs) in accordance with our previous study. Among the synthesized target compounds, compounds 14, 16, 17, and 19 showed more potent inhibitory activities against HIV-1 with an IC50 value of 0.010 mu M. Compounds 4, 9, 10, 11, 13 and 16 were further tested on nine NNRTI-sresistant HIV-1 strains, and all of these compounds exhibited inhibitory effects. A molecular docking study was conducted, and the results showed a consistent and stable binding mode for the typical compounds. These results have provided deeper insights and SAR of these types of NNRTIs. (C) 2016 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2016.07.047
• 作为产物：
  描述：

  (E)-1-(2,4-dichlorophenyl)-3-(2-methoxyphenyl)prop-2-en-1-one 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 苯 为溶剂， 反应 4.0h， 以71%的产率得到1-(2,4-二氯苯基)-3-(2-甲氧基苯基)-1-丙酮
  参考文献：
  名称：

  自由基介导的烯酮化学选择性减少

  摘要：

  摘要 已经设计了一种涉及使用 n Bu3SnH 和偶氮二异丁腈化学选择性还原烯酮的新方法。各种取代的α,β-不饱和环状和无环烯酮的1,4-还原已在自由基反应条件下成功进行。已确定该反应通过单电子转移进行。[本文提供补充材料。访问出版商的 Synthetic Communications® 在线版，获取以下免费补充资源：完整的实验和光谱细节。] 图形摘要

  DOI：

  10.1080/00397911.2013.804573

文献信息

• Free Radical–Mediated Chemoselective Reduction of Enones
  作者：Aeysha Sultan、Abdul Rauf Raza、Muhammad Nawaz Tahir

  DOI：10.1080/00397911.2013.804573

  日期：2014.1.17

  Abstract A novel methodology has been devised for the chemoselective reduction of enones involving the use of n Bu3SnH and azobisisobutyronitrile. The 1,4-reduction of variously substituted α,β-unsaturated cyclic and acyclic enones has been successfully carried out under free radical reaction conditions. The reaction has been determined to proceed via single-electron transfer. [Supplementary materials

  摘要 已经设计了一种涉及使用 n Bu3SnH 和偶氮二异丁腈化学选择性还原烯酮的新方法。各种取代的α,β-不饱和环状和无环烯酮的1,4-还原已在自由基反应条件下成功进行。已确定该反应通过单电子转移进行。[本文提供补充材料。访问出版商的 Synthetic Communications® 在线版，获取以下免费补充资源：完整的实验和光谱细节。] 图形摘要
• 2,4,5-Trisubstituted thiazole derivatives as HIV-1 NNRTIs effective on both wild-type and mutant HIV-1 reverse transcriptase: Optimization of the substitution of positions 4 and 5
  作者：Zhongliang Xu、Jiamei Guo、Ying Yang、Mengdi Zhang、Mingyu Ba、Zhenzhong Li、Yingli Cao、Ricai He、Miao Yu、Hua Zhou、Xiaoxi Li、Xiaoshan Huang、Ying Guo、Changbin Guo

  DOI：10.1016/j.ejmech.2016.07.047

  日期：2016.11

  In our previous work, novel 2,4,5-trisubstituted thiazole derivatives (TSTs) were synthesized, and their activities were evaluated against HIV-1 reverse transcriptase. Some interesting results were obtained, which led us to a new discovery regarding these TST5. In the present study, 21 new 2,4,5-trisubstituted thiazole derivatives were rationally designed and synthesized as HIV-1 non-nucleoside reverse transcriptase inhibitors (NNRTIs) in accordance with our previous study. Among the synthesized target compounds, compounds 14, 16, 17, and 19 showed more potent inhibitory activities against HIV-1 with an IC50 value of 0.010 mu M. Compounds 4, 9, 10, 11, 13 and 16 were further tested on nine NNRTI-sresistant HIV-1 strains, and all of these compounds exhibited inhibitory effects. A molecular docking study was conducted, and the results showed a consistent and stable binding mode for the typical compounds. These results have provided deeper insights and SAR of these types of NNRTIs. (C) 2016 Elsevier Masson SAS. All rights reserved.