2-[4-(5-benzyl-3-[4-(N'-hydroxycarbamimidoyl)phenylsulfonyl]-5-methyl-4,5-dihydrofuran-2-yl)phenylamino]-N'-hydroxybenzimidamide | 1253695-87-2

• 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: 2-[4-(5-benzyl-3-[4-(N'-hydroxycarbamimidoyl)phenylsulfonyl]-5-methyl-4,5-dihydrofuran-2-yl)phenylamino]-N'-hydroxybenzimidamide
• 英文别名: 2-[4-[2-benzyl-4-[4-(N'-hydroxycarbamimidoyl)phenyl]sulfonyl-2-methyl-3H-furan-5-yl]anilino]-N'-hydroxybenzenecarboximidamide
• CAS: 1253695-87-2
• 化学式: C₃₂H₃₁N₅O₅S
• 分子量: 597.695
• InChiKey: SXCXMCJSDIKSKJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  43
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  181
• 氢给体数：
  5
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  4-{5-benzyl-2-[4-(2-cyanophenylamino)phenyl]-5-methyl-4,5-dihydrofuran-3-ylsulfonyl}benzonitrile 在 盐酸羟胺 、 potassium tert-butylate 作用下， 以 二甲基亚砜 为溶剂， 反应 12.0h， 以45%的产率得到2-[4-(5-benzyl-3-[4-(N'-hydroxycarbamimidoyl)phenylsulfonyl]-5-methyl-4,5-dihydrofuran-2-yl)phenylamino]-N'-hydroxybenzimidamide
  参考文献：
  名称：

  Synthesis and evaluation of original amidoximes as antileishmanial agents

  摘要：

  An original series of amidoxime derivatives was synthesized using manganese(III) acetate, Buchwald-Hartwig and Heck reactions. Two amidoximes (39 and 52) showed interesting in vitro activities toward Leishmania donovani promastigotes, exhibiting 8.3 and 8.8 mu M IC50 values. Moreover, the cytotoxicity of these compounds was evaluated on human THP1 cells, giving access to the corresponding selectivity index. Among the 25 tested compounds, amidoximes 38 and 39 and diamidoximes 50 and 52 exhibited a better selectivity index than pentamidine used as a drug compound reference. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.06.099

文献信息

• Synthesis and evaluation of original amidoximes as antileishmanial agents
  作者：Ahlem Bouhlel、Christophe Curti、Aurélien Dumètre、Michèle Laget、Maxime D. Crozet、Nadine Azas、Patrice Vanelle

  DOI：10.1016/j.bmc.2010.06.099

  日期：2010.10.15

  An original series of amidoxime derivatives was synthesized using manganese(III) acetate, Buchwald-Hartwig and Heck reactions. Two amidoximes (39 and 52) showed interesting in vitro activities toward Leishmania donovani promastigotes, exhibiting 8.3 and 8.8 mu M IC50 values. Moreover, the cytotoxicity of these compounds was evaluated on human THP1 cells, giving access to the corresponding selectivity index. Among the 25 tested compounds, amidoximes 38 and 39 and diamidoximes 50 and 52 exhibited a better selectivity index than pentamidine used as a drug compound reference. (C) 2010 Elsevier Ltd. All rights reserved.