N-(2,3-二氢-1H-茚-2-基)硫二酰胺 | 20923-58-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 中文名称: N-(2,3-二氢-1H-茚-2-基)硫二酰胺
• 英文名称: N-2-Indanylsulfamide
• 英文别名: 2-Sulfamoyl-aminoindan；N-(2,3-Dihydro-1H-inden-2-yl)sulfuric diamide；2-(sulfamoylamino)-2,3-dihydro-1H-indene
• CAS: 20923-58-4
• 化学式: C₉H₁₂N₂O₂S
• 分子量: 212.272
• InChiKey: RUPMWRGJZKCKIZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  80.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  benzyl N-(indane-2-yl)sulfamoylcarbamate 在 palladium on activated charcoal 、 氢气 作用下， 以 甲醇 为溶剂， 反应 4.0h， 以82%的产率得到N-(2,3-二氢-1H-茚-2-基)硫二酰胺
  参考文献：
  名称：

  Novel sulfamides as potential carbonic anhydrase isoenzymes inhibitors

  摘要：

  Sulfamides represent an important class of biologically active compounds. A series of novel sulfamides were synthesized from 1-aminoindanes, 1-aminotetralin, 2-aminoindanes and 2-aminotetralin via the reactions of free amines, benzyl alcohol and chlorosulfonyl isocyanate (CSI) followed by hydrogenolysis of the obtained sulfamoylcarbamates. Carbonic anhydrase (CA, EC 4.2.1.1) inhibitory effects of the new sulfamides have been investigated. The human (h) isozymes hCA I and hCA II have been investigated in this study by using an esterase assay with 4-nitrophenyl acetate as substrate. The new sulfamides showed inhibition constants in the micro-submicromolar range, with one compound (N-(indane-1-yl) sulfamide) showing a K-i of 0.45 mu M against hCA I and of 1.07 mu M against hCA II. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.01.019

文献信息

• Novel sulfamides as potential carbonic anhydrase isoenzymes inhibitors
  作者：Akın Akıncıoğlu、Yusuf Akbaba、Hülya Göçer、Süleyman Göksu、İlhami Gülçin、Claudiu T. Supuran

  DOI：10.1016/j.bmc.2013.01.019

  日期：2013.3

  Sulfamides represent an important class of biologically active compounds. A series of novel sulfamides were synthesized from 1-aminoindanes, 1-aminotetralin, 2-aminoindanes and 2-aminotetralin via the reactions of free amines, benzyl alcohol and chlorosulfonyl isocyanate (CSI) followed by hydrogenolysis of the obtained sulfamoylcarbamates. Carbonic anhydrase (CA, EC 4.2.1.1) inhibitory effects of the new sulfamides have been investigated. The human (h) isozymes hCA I and hCA II have been investigated in this study by using an esterase assay with 4-nitrophenyl acetate as substrate. The new sulfamides showed inhibition constants in the micro-submicromolar range, with one compound (N-(indane-1-yl) sulfamide) showing a K-i of 0.45 mu M against hCA I and of 1.07 mu M against hCA II. (C) 2013 Elsevier Ltd. All rights reserved.