4-amino-N-[4-(3-ethyl-2,6-dioxopiperidin-3-yl)phenyl]benzenesulfonamide | 201336-47-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 4-amino-N-[4-(3-ethyl-2,6-dioxopiperidin-3-yl)phenyl]benzenesulfonamide
• CAS: 201336-47-2
• 化学式: C₁₉H₂₁N₃O₄S
• 分子量: 387.459
• InChiKey: HZDXPFOIXKFWEK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  127
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,4,6-三甲基吡喃鎓高氯酸盐 、 4-amino-N-[4-(3-ethyl-2,6-dioxopiperidin-3-yl)phenyl]benzenesulfonamide 在 溶剂黄146 、 三乙胺 作用下， 生成 N-[4-(3-ethyl-2,6-dioxopiperidin-3-yl)phenyl]-4-(2,4,6-trimethylpyridin-1-ium-1-yl)benzenesulfonamide;perchlorate
  参考文献：
  名称：

  Sulfonylamido derivatives of aminoglutethimide and their copper(II) complexes: a novel class of antifungal compounds

  摘要：

  Reaction of aminoglutethimide (3-(4-aminophenyl)-3-ethyl-2,6-piperidinedione) with sulfonyl halides or sulfonic acid anhydrides affords a series of 3-[4-(alkyl/arylsulfonylamido)phenyl]-3-ethyl-2,6-piperidinediones. Some of these derivatives, containing free amino groups, have been further derivatized by reaction with 2,4,6-trimethylpyrylium perchlorate, 3,4-dichlorophenyl isocyanate or tosyl isocyanate. Cu(LI) complexes containing as ligands the conjugate bases of some of these compounds have also been obtained. The new derivatives generally act as moderate antifungal agents against Aspergillus and Candida spp, but one of them shows activities comparable to ketoconazole.

  DOI：

  10.1016/s0223-5234(97)82776-6
• 作为产物：
  描述：

  氨鲁米特 、 4-氨基苯磺酰氟 在 三乙胺 作用下， 以 乙腈 为溶剂， 反应 6.0h， 以50%的产率得到4-amino-N-[4-(3-ethyl-2,6-dioxopiperidin-3-yl)phenyl]benzenesulfonamide
  参考文献：
  名称：

  Sulfonylamido derivatives of aminoglutethimide and their copper(II) complexes: a novel class of antifungal compounds

  摘要：

  Reaction of aminoglutethimide (3-(4-aminophenyl)-3-ethyl-2,6-piperidinedione) with sulfonyl halides or sulfonic acid anhydrides affords a series of 3-[4-(alkyl/arylsulfonylamido)phenyl]-3-ethyl-2,6-piperidinediones. Some of these derivatives, containing free amino groups, have been further derivatized by reaction with 2,4,6-trimethylpyrylium perchlorate, 3,4-dichlorophenyl isocyanate or tosyl isocyanate. Cu(LI) complexes containing as ligands the conjugate bases of some of these compounds have also been obtained. The new derivatives generally act as moderate antifungal agents against Aspergillus and Candida spp, but one of them shows activities comparable to ketoconazole.

  DOI：

  10.1016/s0223-5234(97)82776-6

文献信息

• Sulfonylamido derivatives of aminoglutethimide and their copper(II) complexes: a novel class of antifungal compounds
  作者：F Briganti、A Scozzafava、CT Supuran

  DOI：10.1016/s0223-5234(97)82776-6

  日期：1997.11

  Reaction of aminoglutethimide (3-(4-aminophenyl)-3-ethyl-2,6-piperidinedione) with sulfonyl halides or sulfonic acid anhydrides affords a series of 3-[4-(alkyl/arylsulfonylamido)phenyl]-3-ethyl-2,6-piperidinediones. Some of these derivatives, containing free amino groups, have been further derivatized by reaction with 2,4,6-trimethylpyrylium perchlorate, 3,4-dichlorophenyl isocyanate or tosyl isocyanate. Cu(LI) complexes containing as ligands the conjugate bases of some of these compounds have also been obtained. The new derivatives generally act as moderate antifungal agents against Aspergillus and Candida spp, but one of them shows activities comparable to ketoconazole.