N-[4-(6,11-dioxo-6,11-dihydro-5H-benzo[b]carbazole-2-sulfonyl)-phenyl]-3-nitro-benzamide | 1605347-46-3

• 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-(6,11-dioxo-6,11-dihydro-5H-benzo[b]carbazole-2-sulfonyl)-phenyl]-3-nitro-benzamide
• 英文别名: N-[4-[(6,11-dioxo-5H-benzo[b]carbazol-2-yl)sulfonyl]phenyl]-3-nitrobenzamide
• CAS: 1605347-46-3
• 化学式: C₂₉H₁₇N₃O₇S
• 分子量: 551.536
• InChiKey: IDPZUZWUJOCXJI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  40
• 可旋转键数：
  4
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  167
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  氨苯砜 在 palladium diacetate 、 溶剂黄146 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 3.92h， 生成 N-[4-(6,11-dioxo-6,11-dihydro-5H-benzo[b]carbazole-2-sulfonyl)-phenyl]-3-nitro-benzamide
  参考文献：
  名称：

  Synthesis, molecular docking and cytotoxicity evaluation of novel 2-(4-amino-benzosulfonyl)-5H-benzo[b]carbazole-6,11-dione derivatives as histone deacetylase (HDAC8) inhibitors

  摘要：

  A new series of 2-(4-aminobenzosulfonyl)-5H-benzo[b]carbazole-6,11-dione derivatives, which has not been reported yet, has been synthesized from 1,4-naphthoquinone and 4-aminophenylsulfone involving an Michael addition, benzoylation and Pd catalyzed coupling. This set of compounds has been evaluated for in vitro cytotoxicity specifically against human cervical cancer cell line (SiHa) and most of the synthesized compounds exhibited good cytotoxic activity. Molecular docking of all the synthesized compounds was studied; among fourteen molecules docked compound 3 was the one with the best glide and E model score of -9.06 and -73.41, respectively which is close to the glide score of SAHA (standard). In all docked molecules, the compound 7a exhibits least glide and E model score of -2.97 and -71.02 respectively. (C) 2014 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.bioorg.2014.01.002

文献信息

• Synthesis, molecular docking and cytotoxicity evaluation of novel 2-(4-amino-benzosulfonyl)-5H-benzo[b]carbazole-6,11-dione derivatives as histone deacetylase (HDAC8) inhibitors
  作者：P. Ravichandiran、A. Jegan、D. Premnath、V.S. Periasamy、S. Muthusubramanian、S. Vasanthkumar

  DOI：10.1016/j.bioorg.2014.01.002

  日期：2014.4

  A new series of 2-(4-aminobenzosulfonyl)-5H-benzo[b]carbazole-6,11-dione derivatives, which has not been reported yet, has been synthesized from 1,4-naphthoquinone and 4-aminophenylsulfone involving an Michael addition, benzoylation and Pd catalyzed coupling. This set of compounds has been evaluated for in vitro cytotoxicity specifically against human cervical cancer cell line (SiHa) and most of the synthesized compounds exhibited good cytotoxic activity. Molecular docking of all the synthesized compounds was studied; among fourteen molecules docked compound 3 was the one with the best glide and E model score of -9.06 and -73.41, respectively which is close to the glide score of SAHA (standard). In all docked molecules, the compound 7a exhibits least glide and E model score of -2.97 and -71.02 respectively. (C) 2014 Elsevier Inc. All rights reserved.