N-[6-(hydrazinylcarbonyl)-1,3-benzodioxol-5-yl]methanesulfonamide | 1138395-14-8

• 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-[6-(hydrazinylcarbonyl)-1,3-benzodioxol-5-yl]methanesulfonamide
• CAS: 1138395-14-8
• 化学式: C₉H₁₁N₃O₅S
• 分子量: 273.269
• InChiKey: UEVWJXFNFQKGQK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.61
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  119.75
• 氢给体数：
  3.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  N-[6-(hydrazinylcarbonyl)-1,3-benzodioxol-5-yl]methanesulfonamide 、 3,5-二叔丁基-4-羟基苯甲醛 在 盐酸 、 碳酸氢钠 作用下， 以 乙醇 、 水 为溶剂， 反应 1.0h， 以70%的产率得到N-(6-{[(2E)-2-(4-hydroxy-3,5-di-tert-butyl-benzylidene)hydrazinyl]carbonyl}-1,3-benzodioxol-5-yl)methanesulfonamide
  参考文献：
  名称：

  Novel 6-methanesulfonamide-3,4-methylenedioxyphenyl-N-acylhydrazones: Orally effective anti-inflammatory drug candidates

  摘要：

  We described herein the molecular design of novel in vivo anti-inflammatory 6-methanesulfonamide-3,4-methylenedioxyphenyl-N-acylhydrazone derivatives (1) planned by applying the molecular hybridization approach. This work also points out to the discovery of LASSBio-930 (1c) as a novel anti-inflammatory and anti-hyperalgesic prototype, which was able to reduce carrageenan-induced rat paw edema with an ED50 of 97.8 mu mol/kg, acting mainly as a non-selective COX inhibitor. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.12.045
• 作为产物：
  描述：

  methyl 6-[(methylsulfonyl)amino]-1,3-benzodioxole-5-carboxylate 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以78%的产率得到N-[6-(hydrazinylcarbonyl)-1,3-benzodioxol-5-yl]methanesulfonamide
  参考文献：
  名称：

  Novel 6-methanesulfonamide-3,4-methylenedioxyphenyl-N-acylhydrazones: Orally effective anti-inflammatory drug candidates

  摘要：

  We described herein the molecular design of novel in vivo anti-inflammatory 6-methanesulfonamide-3,4-methylenedioxyphenyl-N-acylhydrazone derivatives (1) planned by applying the molecular hybridization approach. This work also points out to the discovery of LASSBio-930 (1c) as a novel anti-inflammatory and anti-hyperalgesic prototype, which was able to reduce carrageenan-induced rat paw edema with an ED50 of 97.8 mu mol/kg, acting mainly as a non-selective COX inhibitor. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.12.045