N-(2-(1H-imidazol-4-yl)ethyl)-4-chlorobenzo[g]phthalazin-1-amine | 1016162-10-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: N-(2-(1H-imidazol-4-yl)ethyl)-4-chlorobenzo[g]phthalazin-1-amine
• 英文别名: 4-chloro-N-[2-(1H-imidazol-5-yl)ethyl]benzo[g]phthalazin-1-amine
• CAS: 1016162-10-9
• 化学式: C₁₇H₁₄ClN₅
• 分子量: 323.785
• InChiKey: MEBPGJFQPAJIME-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  66.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  组胺 、 1,4-二氯-苯并[g]二氮杂萘 在 三乙胺 作用下， 以 xylene 为溶剂， 反应 10.0h， 以72%的产率得到N-(2-(1H-imidazol-4-yl)ethyl)-4-chlorobenzo[g]phthalazin-1-amine
  参考文献：
  名称：

  Efficient Inhibition of Iron Superoxide Dismutase and of Trypanosoma cruzi Growth by Benzo[g]phthalazine Derivatives Functionalized with One or Two Imidazole Rings

  摘要：

  The synthesis and trypanosomatic behavior of a new series of 1,4-bis(alkylamino)benzo[g]phthalazines 1-4 containing the biologically significant imidazole ring are reported. In vitro antiparasitic activity against Trypanosoma cruzi epimastigotes is remarkable, especially for compound 2, whereas toxicity against Vero cells is very low. Conversion of epimastigotes to metacyclic forms in the presence of the tested compounds causes significant decreases in the amastigote and trypomastigote numbers. Fe-SOD inhibition is noteworthy, whereas effect on human Cu/Zn-SOD is negligible.

  DOI：

  10.1021/jm701179m

文献信息

• Efficient Inhibition of Iron Superoxide Dismutase and of Trypanosoma cruzi Growth by Benzo[<i>g</i>]phthalazine Derivatives Functionalized with One or Two Imidazole Rings
  作者：Ana M. Sanz、Fernando Gómez-Contreras、Pilar Navarro、Manuel Sánchez-Moreno、Samira Boutaleb-Charki、Jose Campuzano、Mercedes Pardo、Antonio Osuna、Carmen Cano、María J. R. Yunta、Lucrecia Campayo

  DOI：10.1021/jm701179m

  日期：2008.3.1

  The synthesis and trypanosomatic behavior of a new series of 1,4-bis(alkylamino)benzo[g]phthalazines 1-4 containing the biologically significant imidazole ring are reported. In vitro antiparasitic activity against Trypanosoma cruzi epimastigotes is remarkable, especially for compound 2, whereas toxicity against Vero cells is very low. Conversion of epimastigotes to metacyclic forms in the presence of the tested compounds causes significant decreases in the amastigote and trypomastigote numbers. Fe-SOD inhibition is noteworthy, whereas effect on human Cu/Zn-SOD is negligible.