1-(4-nitro-3-(trifluoromethyl)phenyl)-4-phenyl-1H-1,2,3-triazole | 1607788-92-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(4-nitro-3-(trifluoromethyl)phenyl)-4-phenyl-1H-1,2,3-triazole
• 英文别名: 1-[4-Nitro-3-(trifluoromethyl)phenyl]-4-phenyltriazole；1-[4-nitro-3-(trifluoromethyl)phenyl]-4-phenyltriazole
• CAS: 1607788-92-0
• 化学式: C₁₅H₉F₃N₄O₂
• 分子量: 334.257
• InChiKey: HLHCKVWXFNTBBW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  76.5
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  5-氨基-2-硝基三氟甲苯 在 盐酸 、 copper(II) sulfate 、 维生素 C 作用下， 以 水 、 乙腈 为溶剂， 反应 2.83h， 生成 1-(4-nitro-3-(trifluoromethyl)phenyl)-4-phenyl-1H-1,2,3-triazole
  参考文献：
  名称：

  Preliminary investigations into triazole derived androgen receptor antagonists

  摘要：

  A range of 1,4-substituted-1,2,3-N-phenyltriazoles were synthesized and evaluated as non-steroidal androgen receptor (AR) antagonists. The motivation for this study was to replace the N-phenyl amide portion of small molecule antiandrogens with a 1,2,3-triazole and determine effects, if any, on biological activity. The synthetic methodology presented herein is robust, high yielding and extremely rapid. Using this methodology a series of 17 N-aryl triazoles were synthesized from commercially available starting materials in less than 3 h. After preliminary biological screening at 20 and 40 mu M, the most promising three compounds were found to display IC50 values of 40-50 mu M against androgen dependent (LNCaP) cells and serve as a starting point for further structure-activity investigations. All compounds in this work were the focus of an in silico study to dock the compounds into the human androgen receptor ligand binding domain (hARLBD) and compare their predicted binding affinity with known antiandrogens. A comparison of receptor-ligand interactions for the wild type and T877A mutant AR revealed two novel polar interactions. One with Q738 of the wild type site and the second with the mutated A877 residue. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.03.018

文献信息

• Sustainable and Bench‐Stable Photoactive Aqueous Nanoaggregates of Cu(II) for ppm Level Cu(I) Catalysis in Water
  作者：Sudripet Sharma、Saurav Parmar、Faisal Ibrahim、Adam H. Clark、Maarten Nachtegaal、Jacek B. Jasinski、Fabrice Gallou、Pawel M. Kozlowski、Sachin Handa

  DOI：10.1002/adfm.202204459

  日期：2022.9

  microscopy, nuclear magnetic resonance (NMR), UV-vis, and infrared spectroscopies. Since the structural data for the amphiphile-bound Cu(II) center is not available, a theoretical model based on DFT calculations is employed. The analyses based on NMR spectroscopic data, including the isotope labeling, support that the tertiary amide group of the amphiphile binds to the Cu surface. Likewise, the bond distances

  开发了含有两亲物稳定的单核Cu(II)的纳米材料。该材料通过各种光谱技术进行表征，例如 X 射线吸收光谱 (XAS)、高分辨率透射电子显微镜、核磁共振 (NMR)、紫外可见和红外光谱。由于两亲结合的 Cu(II) 中心的结构数据不可用，因此采用了基于 DFT 计算的理论模型。基于 NMR 光谱数据（包括同位素标记）的分析支持两亲物的叔酰胺基团与 Cu 表面结合。同样，XAS 光谱发现的键距与理论模型一致。时间依赖性 DFT 研究预测，低位激发态具有主要的配体-金属电荷转移 (LMCT) 特性。在可见光照射下，LMCT 激发辅助 Cu(II) 转变为 Cu(I)，产生强大的催化活性物质。研究了多米诺叠氮-[3+2]环加成反应在水中的催化活性。催化协议适用于各种基材，催化材料在环境条件下可稳定长达三个月。