3-(1-(4-methoxyphenyl)-1H-1,2,3-triazol-4-yl)propan-1-ol

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(1-(4-methoxyphenyl)-1H-1,2,3-triazol-4-yl)propan-1-ol
• 英文别名: 4-methoxy-(4-(3-hydroxypropyl)-1H-1,2,3-triazol-1-yl)benzene；3-[1-(4-Methoxyphenyl)triazol-4-yl]propan-1-ol；3-[1-(4-methoxyphenyl)triazol-4-yl]propan-1-ol
• 化学式: C₁₂H₁₅N₃O₂
• mdl: MFCD26345959
• 分子量: 233.27
• InChiKey: LOBKNQHLLHNXDE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  60.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  对联苯磺酰氯 、 3-(1-(4-methoxyphenyl)-1H-1,2,3-triazol-4-yl)propan-1-ol 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 4-methoxy-(4-(3-(4-phenylbenzenesulfonyloxy)propyl)-1H-1,2,3-triazol-1-yl)benzene
  参考文献：
  名称：

  Optimizing the aryl-triazole of cjoc42 for enhanced gankyrin binding and anti-cancer activity

  摘要：

  Gankyrin is an oncoprotein overexpressed in numerous cancer types and appears to play a key role in regulating cell proliferation, cell growth, and cell migration. These roles are largely due to gankyrin's protein-protein interaction with the 26S proteasome. We previously published a study exploring the aryl sulfonate ester of cjoc42 in an effort to enhance gankyrin binding and inhibit cancer cell proliferation. In order to further improve the gankyrin binding ability of the cjoc42 scaffold, an extensive SAR for the aryl-triazole moiety of cjoc42 was developed. Our cjoc42 derivatives exhibited enhanced gankyrin binding, as well as enhanced antiproliferative activity against Hep3B, HepG2, A549, and MDA-MB-231 cancer cell lines.

  DOI：

  10.1016/j.bmcl.2020.127372
• 作为产物：
  描述：

  甲氧苯胺 在 盐酸 、 copper(II) sulfate 、 sodium ascorbate 、 sodium nitrite 作用下， 以 四氢呋喃 、 水 、 叔丁醇 为溶剂， 反应 2.5h， 生成 3-(1-(4-methoxyphenyl)-1H-1,2,3-triazol-4-yl)propan-1-ol
  参考文献：
  名称：

  Optimizing the aryl-triazole of cjoc42 for enhanced gankyrin binding and anti-cancer activity

  摘要：

  Gankyrin is an oncoprotein overexpressed in numerous cancer types and appears to play a key role in regulating cell proliferation, cell growth, and cell migration. These roles are largely due to gankyrin's protein-protein interaction with the 26S proteasome. We previously published a study exploring the aryl sulfonate ester of cjoc42 in an effort to enhance gankyrin binding and inhibit cancer cell proliferation. In order to further improve the gankyrin binding ability of the cjoc42 scaffold, an extensive SAR for the aryl-triazole moiety of cjoc42 was developed. Our cjoc42 derivatives exhibited enhanced gankyrin binding, as well as enhanced antiproliferative activity against Hep3B, HepG2, A549, and MDA-MB-231 cancer cell lines.

  DOI：

  10.1016/j.bmcl.2020.127372

文献信息

• Green Catalytic Process for Click Synthesis Promoted by Copper Oxide Nanocomposite Supported on Graphene Oxide
  作者：V. Hanuman Reddy、Y. V. Rami Reddy、B. Sridhar、B. V. Subba Reddy

  DOI：10.1002/adsc.201501072

  日期：2016.3.31

  graphene oxide supported copper oxide (CuO–GO) has been investigated in Click synthesis of 1,2,3‐triazole derivatives under green reaction conditions. In the context of green approach, water is used as solvent under ligand free and aerobic conditions at room temperature, with low catalyst loading (0.2 mol %) while ensuring the recovery and reusability of the catalyst. The catalyst affords excellent selectivity

  在绿色反应条件下，点击合成1,2,3-三唑衍生物时，已经研究了氧化石墨烯负载的氧化铜（CuO-GO）的催化活性。在绿色方法的背景下，在无配体和需氧条件下，室温下将水用作溶剂，催化剂负载量低（0.2 mol％），同时确保催化剂的回收和可重复使用性。该催化剂在形成所需产物方面具有优异的选择性，产率高至优异。此外，这里采用的后处理程序既干净又简单，同时可以回收用于后处理程序的有机溶剂。提出存在于GO表面上的官能团对于防止反应期间催化活性氧化铜物质的聚集是有效的。而且，
• Optimizing the aryl-triazole of cjoc42 for enhanced gankyrin binding and anti-cancer activity
  作者：Dipti Kanabar、Pamela Farrales、Abbas Kabir、Daniel Juang、Manu Gnanmony、Joseph Almasri、Nicolas Torrents、Snehal Shukla、Vivek Gupta、Vikas V. Dukhande、Amber D'Souza、Aaron Muth

  DOI：10.1016/j.bmcl.2020.127372

  日期：2020.9

  Gankyrin is an oncoprotein overexpressed in numerous cancer types and appears to play a key role in regulating cell proliferation, cell growth, and cell migration. These roles are largely due to gankyrin's protein-protein interaction with the 26S proteasome. We previously published a study exploring the aryl sulfonate ester of cjoc42 in an effort to enhance gankyrin binding and inhibit cancer cell proliferation. In order to further improve the gankyrin binding ability of the cjoc42 scaffold, an extensive SAR for the aryl-triazole moiety of cjoc42 was developed. Our cjoc42 derivatives exhibited enhanced gankyrin binding, as well as enhanced antiproliferative activity against Hep3B, HepG2, A549, and MDA-MB-231 cancer cell lines.