N-cyclopentyl-3,4-dihydroxybenzamide | 1115270-73-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-cyclopentyl-3,4-dihydroxybenzamide
• CAS: 1115270-73-9
• 化学式: C₁₂H₁₅NO₃
• 分子量: 221.256
• InChiKey: VPUINJWKPDGBAE-UHFFFAOYSA-N

物化性质

• 沸点：
  425.0±35.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  69.6
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  溴代十四烷 、 N-cyclopentyl-3,4-dihydroxybenzamide 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以90%的产率得到N-cyclopentyl-3,4-bis-tetradecyloxybenzamide
  参考文献：
  名称：

  Glycolipids and Benzylammonium Lipids as Novel Antisepsis Agents: Synthesis and Biological Characterization

  摘要：

  New glycolipids and a benzylammonium lipid were rationally designed by varying the chemical structure of a D-glucose-derived hit compound active as lipid A antagonist. We report the synthesis of these compounds, their in vitro activity as lipid A antagonists on HEK cells, and the capacity to inhibit LPS-induced septic shock in vivo. The lack of toxicity and the good in vivo activity suggest the use of some compounds of the panel as hits for antisepsis drug development.

  DOI：

  10.1021/jm801333m
• 作为产物：
  描述：

  原儿茶酸 、 环戊胺 在 1-羟基苯并三唑 、 N,N-二异丙基乙胺 、 N,N'-二异丙基碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以56%的产率得到N-cyclopentyl-3,4-dihydroxybenzamide
  参考文献：
  名称：

  Glycolipids and Benzylammonium Lipids as Novel Antisepsis Agents: Synthesis and Biological Characterization

  摘要：

  New glycolipids and a benzylammonium lipid were rationally designed by varying the chemical structure of a D-glucose-derived hit compound active as lipid A antagonist. We report the synthesis of these compounds, their in vitro activity as lipid A antagonists on HEK cells, and the capacity to inhibit LPS-induced septic shock in vivo. The lack of toxicity and the good in vivo activity suggest the use of some compounds of the panel as hits for antisepsis drug development.

  DOI：

  10.1021/jm801333m

文献信息

• Glycolipids and Benzylammonium Lipids as Novel Antisepsis Agents: Synthesis and Biological Characterization
  作者：Matteo Piazza、Clara Rossini、Silvia Della Fiorentina、Chiara Pozzi、Francesca Comelli、Isabella Bettoni、Paola Fusi、Barbara Costa、Francesco Peri

  DOI：10.1021/jm801333m

  日期：2009.2.26

  New glycolipids and a benzylammonium lipid were rationally designed by varying the chemical structure of a D-glucose-derived hit compound active as lipid A antagonist. We report the synthesis of these compounds, their in vitro activity as lipid A antagonists on HEK cells, and the capacity to inhibit LPS-induced septic shock in vivo. The lack of toxicity and the good in vivo activity suggest the use of some compounds of the panel as hits for antisepsis drug development.