N-[(1-oxido-2,1,3-benzoxadiazol-1-ium-5-yl)methylideneamino]-4-propan-2-ylbenzamide | 1443774-98-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: N-[(1-oxido-2,1,3-benzoxadiazol-1-ium-5-yl)methylideneamino]-4-propan-2-ylbenzamide
• CAS: 1443774-98-8
• 化学式: C₁₇H₁₆N₄O₃
• 分子量: 324.339
• InChiKey: YKJAQQKSTFNVQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.35
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  94.43
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  4-异丙基苯甲酸 在 硫酸 、 溶剂黄146 作用下， 以 甲醇 、 水 为溶剂， 反应 5.5h， 生成 N-[(1-oxido-2,1,3-benzoxadiazol-1-ium-5-yl)methylideneamino]-4-propan-2-ylbenzamide
  参考文献：
  名称：

  Ligand-based design, synthesis, and experimental evaluation of novel benzofuroxan derivatives as anti-Trypanosoma cruzi agents

  摘要：

  A set of substituted-[N'-(benzofuroxan-5-yl)methylene]benzohydrazides (4a-t), previously designed and synthesized, was experimentally assayed against Trypanosoma cruzi, the etiological agent of Chagas' disease, one of the most neglected tropical diseases. Exploratory data analysis, Hansch approach and VolSurf formalism were applied to aid the ligand-based design of novel anti-T cruzi agents. The best 2D-QSAR model showed suitable statistical measures [n = 18; s = 0.11; F = 42.19; R-2 = 0.90 and Q(2) = 0.77 (SDEP = 0.15)], and according to the optimum 3D-QSAR model [R-2 = 0.98, Q(2) = 0.93 (SDEP = 0.08)], three latent variables explained 62% of the total variance from original data. Steric and hydrophobic properties were pointed out as the key for biological activity. Based upon the findings, six novel benzofuroxan derivatives (4u-z) were designed, synthesized, and in vitro assayed to perform the QSAR external prediction. Then, the predictability for the both models, 2D-QSAR (R-pred(2) = 0.91) and 3D-QSAR (R-pred(2) = 0.77), was experimentally validated, and compound 4u was identified as the most active anti-T. cruzi hit (IC50 = 3.04 mu M). (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.03.053