N,N-dimethyl-N'-(5-(4-nitrophenylsulfonamido)benzo-[d]isothiazol-3-yl)formimidamide

• 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,N-dimethyl-N'-(5-(4-nitrophenylsulfonamido)benzo-[d]isothiazol-3-yl)formimidamide
• 化学式: C₁₆H₁₅N₅O₄S₂
• 分子量: 405.458
• InChiKey: UAHQSALDEUYDKT-LICLKQGHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.23
• 重原子数：
  27.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  117.8
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  3-氨基-5-硝基苯并异噻唑 在 N-甲基吗啉 、 tin(II) chloride dihdyrate 、 sodium hydride 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 17.0h， 生成 N,N-dimethyl-N'-(5-(4-nitrophenylsulfonamido)benzo-[d]isothiazol-3-yl)formimidamide
  参考文献：
  名称：

  Synthesis and biological evaluation of benzoisothiazole derivatives possessing N,N-dimethylformimidamide group as 5-HT6 receptor antagonists

  摘要：

  A series of novel N,N-dimethyl-N'-(5-(Ar-sulfonamido) benzo[d]isothiazol-3-yl)formimidamides was designed and synthesized as 5-HT6 ligands. Here N,N-dimethyl formimidamides was used as a replacement for an aminoethyl moiety. In vitro functional assays demonstrated compounds 9b and 9i significantly inhibited the 5-HT-induced Ca2+ increases (9b; IC50 = 0.36 mu M and 9i; IC50 = 0.44 mu M), indicating that 9b and 9i were potent 5-HT6 receptor antagonists. Compounds 9i also showed good selectivity on the 5-HT6 over 5-HT4 and 5-HT7 receptors. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.02.020

文献信息

• Synthesis and biological evaluation of benzoisothiazole derivatives possessing N,N-dimethylformimidamide group as 5-HT6 receptor antagonists
  作者：Euna Yoo、Faisal Hayat、Hyewhon Rhim、Hea-Young Park Choo

  DOI：10.1016/j.bmc.2012.02.020

  日期：2012.4

  A series of novel N,N-dimethyl-N'-(5-(Ar-sulfonamido) benzo[d]isothiazol-3-yl)formimidamides was designed and synthesized as 5-HT6 ligands. Here N,N-dimethyl formimidamides was used as a replacement for an aminoethyl moiety. In vitro functional assays demonstrated compounds 9b and 9i significantly inhibited the 5-HT-induced Ca2+ increases (9b; IC50 = 0.36 mu M and 9i; IC50 = 0.44 mu M), indicating that 9b and 9i were potent 5-HT6 receptor antagonists. Compounds 9i also showed good selectivity on the 5-HT6 over 5-HT4 and 5-HT7 receptors. (C) 2012 Elsevier Ltd. All rights reserved.