N-hydroxy-8-[4-(6-methoxynaphthalen-2-yl)triazol-1-yl]octanamide | 1208863-18-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-hydroxy-8-[4-(6-methoxynaphthalen-2-yl)triazol-1-yl]octanamide
• CAS: 1208863-18-6
• 化学式: C₂₁H₂₆N₄O₃
• 分子量: 382.462
• InChiKey: QZDNUSAWCAENBV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  28
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  89.3
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  8-(4-(6-methoxynaphthalen-2-yl)-1H-1,2,3-triazol-1-yl)-N-(trityloxy)octanamide 在 茴香硫醚 、 三氟乙酸 、 ammonium hydroxide 、 silica gel 作用下， 以 二氯甲烷 、 甲醇 为溶剂， 以64%的产率得到N-hydroxy-8-[4-(6-methoxynaphthalen-2-yl)triazol-1-yl]octanamide
  参考文献：
  名称：

  Antimalarial and antileishmanial activities of histone deacetylase inhibitors with triazole-linked cap group

  摘要：

  Histone deacetylase inhibitors (HDACi) are endowed with plethora of biological functions including anti-proliferative, anti-inflammatory, anti-parasitic, and cognition-enhancing activities. Parsing the structure activity relationship (SAR) for each disease condition is vital for long-term therapeutic applications of HDACi. We report in the present study specific cap group substitution patterns and spacer-group chain lengths that enhance the antimalarial and antileishmanial activity of aryltriazolylhydroxamates-based HDACi. We identified many compounds that are several folds selectively cytotoxic to the plasmodium parasites compared to standard HDACi. Also, a few of these compounds have antileishmanial activity that rivals that of miltefosine, the only currently available oral agent against visceral leishmaniasis. The anti-parasite properties of several of these compounds tracked well with their anti-HDAC activities. The results presented here provide further evidence on the suitability of HDAC inhibition as a viable therapeutic option to curb infections caused by apicomplexan protozoans and trypanosomatids. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.10.042