N-(4-(3,3,6,6-tetramethyl-1,8-dioxo-10-(4-sulfamoylphenyl)-1,2,3,4,5,6,7,8,9,10-decahydroacridin-9-yl)phenyl)benzenesulfonamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: N-(4-(3,3,6,6-tetramethyl-1,8-dioxo-10-(4-sulfamoylphenyl)-1,2,3,4,5,6,7,8,9,10-decahydroacridin-9-yl)phenyl)benzenesulfonamide
• 英文别名: 4-[9-[4-(benzenesulfonamido)phenyl]-3,3,6,6-tetramethyl-1,8-dioxo-4,5,7,9-tetrahydro-2H-acridin-10-yl]benzenesulfonamide
• 化学式: C₃₅H₃₇N₃O₆S₂
• 分子量: 659.827
• InChiKey: ZGQHZEDUFBEHQX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  46
• 可旋转键数：
  6
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  161
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  4-(3,3,6,6-tetramethyl-9-(4-nitrophenyl)-1,8-dioxo-1,2,3,4,5,6,7,8-octahydroacridin-10(9H)-yl)benzenesulfonamide 在 sodiumsulfide nonahydrate 、 sulfur 、 三乙胺 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 反应 5.0h， 生成 N-(4-(3,3,6,6-tetramethyl-1,8-dioxo-10-(4-sulfamoylphenyl)-1,2,3,4,5,6,7,8,9,10-decahydroacridin-9-yl)phenyl)benzenesulfonamide
  参考文献：
  名称：

  Synthesis of novel acridine bis-sulfonamides with effective inhibitory activity against the carbonic anhydrase isoforms I, II, IX and XII

  摘要：

  By using a multi component reaction system (MCR), nitro acridine sulfonamides were obtained from cyclic-1,3-diketones, 4-aminobenzene sulfonamide and aromatic aldehydes. Some novel acridine bis-sulfonamides 6a-l were then synthesized by the reaction between sulfonyl chlorides and the novel amino-acridine sulfonamides 5a and 5b, obtained by reduction of nitro-acridine sulfonamide derivatives 4a and 4b. The newly synthesized compounds were investigated as inhibitors of 4 human carbonic anhydrase isoforms (hCA, EC 4.2.1.1). Several of the compounds showed low micromolar inhibition against the medically relevant isoforms hCA I, II, IX, and XII. (c) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.09.022