N'-(4-sulfamoylphenyl)benzoylhydrazide

• 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'-(4-sulfamoylphenyl)benzoylhydrazide
• 英文别名: 4-(2-Benzoylhydrazino)benzenesulfonamide；4-(2-benzoylhydrazinyl)benzenesulfonamide
• 化学式: C₁₃H₁₃N₃O₃S
• 分子量: 291.331
• InChiKey: VBDOEMXUOXVSSI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  110
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N'-(4-sulfamoylphenyl)benzoylhydrazide 在 sodium hydroxide 、 potassium hexacyanoferrate(III) 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 0.08h， 生成
  参考文献：
  名称：

  Easy and rapid preparation of benzoylhydrazides and their diazene derivatives as inhibitors of 15-lipoxygenase

  摘要：

  Two series of diaza derivatives were prepared by solvent-free condensation of benzoic acid and 4-substituted phenylhydrazines in order to obtain phenylhydrazides (HYD series) and, by oxidation of these compounds, the corresponding benzoyldiazenes (DIA series). Both sets were evaluated as inhibitors of soybean 15-lipoxygenase activity and antioxidant capability in the FRAP and CUPRAC assays. The most potent inhibitors of both series exhibited IC50 values in the low micromolar range. Kinetic studies showed that at least the more active compounds were competitive inhibitors. Docking results indicated that the most potent inhibitor interacts strongly with Ile-839 and iron in the active site. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2017.03.017
• 作为产物：
  描述：

  苯甲酸 、 4-磺酰胺基苯肼盐酸盐 在 N,N'-羰基二咪唑 作用下， 以 neat (no solvent) 、 neat (no solvent, solid phase) 为溶剂， 反应 0.33h， 以62%的产率得到N'-(4-sulfamoylphenyl)benzoylhydrazide
  参考文献：
  名称：

  Easy and rapid preparation of benzoylhydrazides and their diazene derivatives as inhibitors of 15-lipoxygenase

  摘要：

  Two series of diaza derivatives were prepared by solvent-free condensation of benzoic acid and 4-substituted phenylhydrazines in order to obtain phenylhydrazides (HYD series) and, by oxidation of these compounds, the corresponding benzoyldiazenes (DIA series). Both sets were evaluated as inhibitors of soybean 15-lipoxygenase activity and antioxidant capability in the FRAP and CUPRAC assays. The most potent inhibitors of both series exhibited IC50 values in the low micromolar range. Kinetic studies showed that at least the more active compounds were competitive inhibitors. Docking results indicated that the most potent inhibitor interacts strongly with Ile-839 and iron in the active site. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2017.03.017