Methyl 1-(2-acetyloxyethoxymethyl)-5-(2-pyren-1-ylethynyl)-1,2,4-triazole-3-carboxylate | 1379532-97-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: Methyl 1-(2-acetyloxyethoxymethyl)-5-(2-pyren-1-ylethynyl)-1,2,4-triazole-3-carboxylate
• CAS: 1379532-97-4
• 化学式: C₂₇H₂₁N₃O₅
• 分子量: 467.481
• InChiKey: JOFLMFJZTCZVNQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  35
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  92.5
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  Methyl 1-(2-acetyloxyethoxymethyl)-5-(2-pyren-1-ylethynyl)-1,2,4-triazole-3-carboxylate 在 palladium 10% on activated carbon 、 氢气 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 以94%的产率得到Methyl 1-(2-acetyloxyethoxymethyl)-5-(2-pyren-1-ylethyl)-1,2,4-triazole-3-carboxylate
  参考文献：
  名称：

  A Novel Bitriazolyl Acyclonucleoside Endowed with Dual Antiproliferative and Immunomodulatory Activity

  摘要：

  A novel bitriazolyl acyclonudeoside was discovered to exhibit powerful antiproliferative effects on different cancer cell lines through caspase-dependent apoptosis and at the same time stimulate the immune response in dendritic cells via Toll-like receptor 7 (TLR7) signaling. This promising compound with dual anticancer and immunomodulatory activity may represent a new generation of highly efficacious drug candidates for use in cancer therapy.

  DOI：

  10.1021/jm300534u
• 作为产物：
  描述：

  methyl 1-((2-acetoxyethoxy)methyl)-5-bromo-1H-1,2,4-triazole-3-carboxylate 、 1-乙炔基芘 在 copper(l) iodide 、 四(三苯基膦)钯 、 三乙胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.67h， 以59%的产率得到Methyl 1-(2-acetyloxyethoxymethyl)-5-(2-pyren-1-ylethynyl)-1,2,4-triazole-3-carboxylate
  参考文献：
  名称：

  A Novel Bitriazolyl Acyclonucleoside Endowed with Dual Antiproliferative and Immunomodulatory Activity

  摘要：

  A novel bitriazolyl acyclonudeoside was discovered to exhibit powerful antiproliferative effects on different cancer cell lines through caspase-dependent apoptosis and at the same time stimulate the immune response in dendritic cells via Toll-like receptor 7 (TLR7) signaling. This promising compound with dual anticancer and immunomodulatory activity may represent a new generation of highly efficacious drug candidates for use in cancer therapy.

  DOI：

  10.1021/jm300534u

文献信息

• A Novel Bitriazolyl Acyclonucleoside Endowed with Dual Antiproliferative and Immunomodulatory Activity
  作者：Yi Xia、Menghua Wang、Olivier Demaria、Jingjie Tang、Palma Rocchi、Fanqi Qu、Juan L. Iovanna、Lena Alexopoulou、Ling Peng

  DOI：10.1021/jm300534u

  日期：2012.6.14

  A novel bitriazolyl acyclonudeoside was discovered to exhibit powerful antiproliferative effects on different cancer cell lines through caspase-dependent apoptosis and at the same time stimulate the immune response in dendritic cells via Toll-like receptor 7 (TLR7) signaling. This promising compound with dual anticancer and immunomodulatory activity may represent a new generation of highly efficacious drug candidates for use in cancer therapy.