4-[4-(4-Hexoxyphenyl)piperazin-1-yl]benzoic acid | 209265-64-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 4-[4-(4-Hexoxyphenyl)piperazin-1-yl]benzoic acid
• CAS: 209265-64-5
• 化学式: C₂₃H₃₀N₂O₃
• 分子量: 382.503
• InChiKey: WBHLINJRRDAXOB-UHFFFAOYSA-N

物化性质

• 沸点：
  588.342±50.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.138±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  28
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  53
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-[4-(4-Hexoxyphenyl)piperazin-1-yl]benzoic acid 、 1-羟基苯并三唑 在 WSCD*HCl 作用下， 以 二氯甲烷 为溶剂， 生成 1-[4-[4-(4-Hexyloxyphenyl)piperazin-1-yl]benzoyloxy]benzotriazole
  参考文献：
  名称：

  Novel echinocandin antifungals. Part 2: Optimization of the side chain of the natural product FR901379. Discovery of micafungin

  摘要：

  Further optimization of the potent antifungal activity of side chain analogs of the natural product FR901379 led to the discovery of compound 8 with an excellent, well-balanced pro. le. Potent compounds with reduced hemolytic potential were designed based upon a disruption of the linearity of the terphenyl lipophilic side chain. The optimized compound (8, FK463, micafungin) displayed the best balance and was selected as the clinical candidate. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.03.093
• 作为产物：
  描述：

  Ethyl 4-[4-(4-hexyloxyphenyl)piperazin-1-yl]benzoate 在 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 以89%的产率得到4-[4-(4-Hexoxyphenyl)piperazin-1-yl]benzoic acid
  参考文献：
  名称：

  Novel echinocandin antifungals. Part 2: Optimization of the side chain of the natural product FR901379. Discovery of micafungin

  摘要：

  Further optimization of the potent antifungal activity of side chain analogs of the natural product FR901379 led to the discovery of compound 8 with an excellent, well-balanced pro. le. Potent compounds with reduced hemolytic potential were designed based upon a disruption of the linearity of the terphenyl lipophilic side chain. The optimized compound (8, FK463, micafungin) displayed the best balance and was selected as the clinical candidate. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.03.093

文献信息

• Novel echinocandin antifungals. Part 2: Optimization of the side chain of the natural product FR901379. Discovery of micafungin
  作者：Masaki Tomishima、Hidenori Ohki、Akira Yamada、Katsuyuki Maki、Fumiaki Ikeda

  DOI：10.1016/j.bmcl.2008.03.093

  日期：2008.5

  Further optimization of the potent antifungal activity of side chain analogs of the natural product FR901379 led to the discovery of compound 8 with an excellent, well-balanced pro. le. Potent compounds with reduced hemolytic potential were designed based upon a disruption of the linearity of the terphenyl lipophilic side chain. The optimized compound (8, FK463, micafungin) displayed the best balance and was selected as the clinical candidate. (c) 2008 Elsevier Ltd. All rights reserved.