4-(2-amino-3-cyano-4-phenyl-pyrrol-1-yl)-N-(3-methyl-isoxazol-5-yl)-benzenesulfonamide | 910622-65-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 4-(2-amino-3-cyano-4-phenyl-pyrrol-1-yl)-N-(3-methyl-isoxazol-5-yl)-benzenesulfonamide
• 英文别名: 4-(2-amino-3-cyano-4-phenylpyrrol-1-yl)-N-(3-methylisoxazol-5-yl)benzenesulfonamide；4-(2-amino-3-cyano-4-phenylpyrrol-1-yl)-N-(3-methyl-1,2-oxazol-5-yl)benzenesulfonamide
• CAS: 910622-65-0
• 化学式: C₂₁H₁₇N₅O₃S
• 分子量: 419.464
• InChiKey: HFSVYZJRUPMSJE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  135
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4-(2-amino-3-cyano-4-phenyl-pyrrol-1-yl)-N-(3-methyl-isoxazol-5-yl)-benzenesulfonamide 、 尿素 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以68%的产率得到4-(3-cyano-4-phenyl-2-ureidopyrrol-1-yl)-N-(3-methylisoxazol-5-yl)benzenesulfonamide
  参考文献：
  名称：

  Computer-Based Ligand Design and Synthesis of Some New Sulfonamides Bearing Pyrrole or Pyrrolopyrimidine Moieties Having Potential Antitumor and Radioprotective Activities

  摘要：

  A series of new Pyrrole and pyrrolo[2,3-d]pyrimidine derivatives (5-15) was designed, synthesized, and biologically evaluated for their in vitro cytotoxic activity. The design of these compounds was based upon the molecular modeling simulation of the fitting values and conformational energy values of the best-fitted conformers to VEGFRTK inhibitors hypothesis. This hypothesis was generated from its corresponding lead compounds using CATALYST software. Some of the newly synthesized compounds 8, 11, 12, and 13 showed interesting cytotoxic activity compared with Doxorubicin as a reference drug. These results are nearly consistent with the molecular modeling studies. Moreover, Compound 7 showed significant radioprotective activity.

  DOI：

  10.1080/10426500701557104
• 作为产物：
  描述：

  磺胺甲噁唑杂质F 在 sodium ethanolate 、 三乙胺 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 4-(2-amino-3-cyano-4-phenyl-pyrrol-1-yl)-N-(3-methyl-isoxazol-5-yl)-benzenesulfonamide
  参考文献：
  名称：

  Ghorab, Moustafa M.; Noaman, Eman; Ismail, Magda M. F., Arzneimittel-Forschung/Drug Research, 2006, vol. 56, # 6, p. 405 - 413

  摘要：

  DOI：

文献信息

• Computer-Based Ligand Design and Synthesis of Some New Sulfonamides Bearing Pyrrole or Pyrrolopyrimidine Moieties Having Potential Antitumor and Radioprotective Activities
  作者：Mostafa M. Ghorab、Helmy I. Heiba、Amira I. Khalil、Dalal A. Abou El Ella、Eman Noaman

  DOI：10.1080/10426500701557104

  日期：2007.12.24

  A series of new Pyrrole and pyrrolo[2,3-d]pyrimidine derivatives (5-15) was designed, synthesized, and biologically evaluated for their in vitro cytotoxic activity. The design of these compounds was based upon the molecular modeling simulation of the fitting values and conformational energy values of the best-fitted conformers to VEGFRTK inhibitors hypothesis. This hypothesis was generated from its corresponding lead compounds using CATALYST software. Some of the newly synthesized compounds 8, 11, 12, and 13 showed interesting cytotoxic activity compared with Doxorubicin as a reference drug. These results are nearly consistent with the molecular modeling studies. Moreover, Compound 7 showed significant radioprotective activity.
• Ghorab, Moustafa M.; Noaman, Eman; Ismail, Magda M. F., Arzneimittel-Forschung/Drug Research, 2006, vol. 56, # 6, p. 405 - 413
  作者：Ghorab, Moustafa M.、Noaman, Eman、Ismail, Magda M. F.、Heiba, Helmy I.、Ammar, Yousry A.、Sayed, Marwa Y.

  DOI：——

  日期：——