4-[2,2-Bis(diethoxyphosphoryl)ethyl]-1-(naphthalen-2-ylmethyl)triazole | 1418665-23-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-[2,2-Bis(diethoxyphosphoryl)ethyl]-1-(naphthalen-2-ylmethyl)triazole
• 英文别名: 4-[2,2-bis(diethoxyphosphoryl)ethyl]-1-(naphthalen-2-ylmethyl)triazole
• CAS: 1418665-23-2
• 化学式: C₂₃H₃₃N₃O₆P₂
• 分子量: 509.479
• InChiKey: JVFUFWVTYZPRGE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  34
• 可旋转键数：
  14
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  102
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  4-[2,2-Bis(diethoxyphosphoryl)ethyl]-1-(naphthalen-2-ylmethyl)triazole 在 2,4,6-三甲基吡啶 、 三甲基溴硅烷 、 sodium hydroxide 作用下， 以 二氯甲烷 、 水 为溶剂， 以48%的产率得到
  参考文献：
  名称：

  Triazole-based inhibitors of geranylgeranyltransferase II

  摘要：

  A small set of triazole bisphosphonates has been prepared and tested for the ability to inhibit geranylgeranyltransferase II (GGTase II). The compounds were prepared through use of click chemistry to assemble a central triazole that links a polar head group to a hydrophobic tail. The resulting compounds were tested for their ability to inhibit GGTase II in an in vitro enzyme assay and also were tested for cytotoxic activity in an MTT assay with the human myeloma RPMI-8226 cell line. The most potent enzyme inhibitor was the triazole with a geranylgeranyl tail, which suggests that inhibitors that can access the enzyme region that holds the isoprenoid tail will display greater activity. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.11.089
• 作为产物：
  描述：

  2-溴甲基萘 在 sodium azide 、 copper(II) sulfate 、 sodium ascorbate 作用下， 以 水 、 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， 反应 0.25h， 生成 4-[2,2-Bis(diethoxyphosphoryl)ethyl]-1-(naphthalen-2-ylmethyl)triazole
  参考文献：
  名称：

  Triazole-based inhibitors of geranylgeranyltransferase II

  摘要：

  A small set of triazole bisphosphonates has been prepared and tested for the ability to inhibit geranylgeranyltransferase II (GGTase II). The compounds were prepared through use of click chemistry to assemble a central triazole that links a polar head group to a hydrophobic tail. The resulting compounds were tested for their ability to inhibit GGTase II in an in vitro enzyme assay and also were tested for cytotoxic activity in an MTT assay with the human myeloma RPMI-8226 cell line. The most potent enzyme inhibitor was the triazole with a geranylgeranyl tail, which suggests that inhibitors that can access the enzyme region that holds the isoprenoid tail will display greater activity. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.11.089

文献信息

• Triazole-based inhibitors of geranylgeranyltransferase II
  作者：Xiang Zhou、Sara V. Hartman、Ella J. Born、Jacqueline P. Smits、Sarah A. Holstein、David F. Wiemer

  DOI：10.1016/j.bmcl.2012.11.089

  日期：2013.2

  A small set of triazole bisphosphonates has been prepared and tested for the ability to inhibit geranylgeranyltransferase II (GGTase II). The compounds were prepared through use of click chemistry to assemble a central triazole that links a polar head group to a hydrophobic tail. The resulting compounds were tested for their ability to inhibit GGTase II in an in vitro enzyme assay and also were tested for cytotoxic activity in an MTT assay with the human myeloma RPMI-8226 cell line. The most potent enzyme inhibitor was the triazole with a geranylgeranyl tail, which suggests that inhibitors that can access the enzyme region that holds the isoprenoid tail will display greater activity. (c) 2012 Elsevier Ltd. All rights reserved.