N-(5,6-dimethoxyindane-1-yl)methanesulfonamide | 1328349-80-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: N-(5,6-dimethoxyindane-1-yl)methanesulfonamide
• 英文别名: N-(5,6-dimethoxyindane-1-yl)methanesulfonamide (28)；N-(5,6-dimethoxy-2,3-dihydro-1H-inden-1-yl)methanesulfonamide
• CAS: 1328349-80-9
• 化学式: C₁₂H₁₇NO₄S
• 分子量: 271.337
• InChiKey: FZDYXWDIEVDTGU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  73
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5,6-dimethoxy-1-indanol 在 叠氮磷酸二苯酯 、 palladium on activated charcoal 、 氢气 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 氯仿 为溶剂， 反应 52.0h， 生成 N-(5,6-dimethoxyindane-1-yl)methanesulfonamide
  参考文献：
  名称：

  Carbonic anhydrase inhibitory properties of novel sulfonamide derivatives of aminoindanes and aminotetralins

  摘要：

  Six sulfonamides derived from indanes and tetralines were synthesized. The human carbonic anhydrase isozymes hCA I and hCA II inhibition effects of the synthesized sulfonamides were determined. From these compounds, while N-(5,6-dimethoxy-2,3-dihydro-1H-inden-2-yl) methane sulfonamide showed the most potent inhibitory effect against hCA I (K-i = 46 +/- 5.4 mu M, r(2) = 0.978), N-(1,2,3,4-tetrahydronaphthalene-2-yl) methanesulfonamide was found to have the best inhibitory effect against hCA II (K-i = 94 +/- 7.6 mu M, r(2) = 0.982).

  DOI：

  10.3109/14756366.2012.750311

文献信息

• Carbonic anhydrase inhibitory properties of novel sulfonamide derivatives of aminoindanes and aminotetralins
  作者：Yusuf Akbaba、Akın Akıncıoğlu、Hülya Göçer、Süleyman Göksu、İlhami Gülçin、Claudiu T. Supuran

  DOI：10.3109/14756366.2012.750311

  日期：2014.2.1

  Six sulfonamides derived from indanes and tetralines were synthesized. The human carbonic anhydrase isozymes hCA I and hCA II inhibition effects of the synthesized sulfonamides were determined. From these compounds, while N-(5,6-dimethoxy-2,3-dihydro-1H-inden-2-yl) methane sulfonamide showed the most potent inhibitory effect against hCA I (K-i = 46 +/- 5.4 mu M, r(2) = 0.978), N-(1,2,3,4-tetrahydronaphthalene-2-yl) methanesulfonamide was found to have the best inhibitory effect against hCA II (K-i = 94 +/- 7.6 mu M, r(2) = 0.982).