4-(butylamino)-N-(2-(dimethylamino)ethyl)benzothioamide | 1312300-91-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-(butylamino)-N-(2-(dimethylamino)ethyl)benzothioamide
• 英文别名: 4-(butylamino)-N-(2-(dimethylamino)ethyl)thiobenzamide；4-(butylamino)-N-[2-(dimethylamino)ethyl]benzenecarbothioamide
• CAS: 1312300-91-6
• 化学式: C₁₅H₂₅N₃S
• 分子量: 279.45
• InChiKey: YSEVDVFIWSMMKE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  59.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-(丁氨基)苯甲酸 在 劳森试剂 、 N,N'-羰基二咪唑 作用下， 以 乙二醇二甲醚 、 甲苯 为溶剂， 反应 4.5h， 生成 4-(butylamino)-N-(2-(dimethylamino)ethyl)benzothioamide
  参考文献：
  名称：

  DERIVATIVES OF TETRACAINE

  摘要：

  本发明公开了丁卡因衍生物，其除了其他作用外，还能阻断环核苷酸门控（CNG）通道，并可用于治疗由过度活跃的CNG通道引起的疾病，如视网膜退行性疾病。

  公开号：

  US20140018422A1

文献信息

• DERIVATIVES OF TETRACAINE
  申请人：WILLAMETTE UNIVERSITY

  公开号：US20140018422A1

  公开（公告）日：2014-01-16

  Disclosed herein are derivatives of tetracaine that, among other things, block cyclic nucleotide gated (CNG) channels and are useful in the treatment of diseases characterized by overactive CNG channels such as retinal degeneration diseases.

  本发明公开了丁卡因衍生物，其除了其他作用外，还能阻断环核苷酸门控（CNG）通道，并可用于治疗由过度活跃的CNG通道引起的疾病，如视网膜退行性疾病。
• US9458102B2
  申请人：——

  公开号：US9458102B2

  公开（公告）日：2016-10-04
• Cyclic Nucleotide-Gated Channel Block by Hydrolysis-Resistant Tetracaine Derivatives
  作者：Adriana L. Andrade、Kenneth Melich、G. Gregory Whatley、Sarah R. Kirk、Jeffrey W. Karpen

  DOI：10.1021/jm200495g

  日期：2011.7.14

  To meet a pressing need for better cyclic nucleotide-gated (CNG) channel antagonists, we have increased the biological stability of tetracaine-based blockers by synthesizing amide and thioamide linkage substitutions of tetracaine (1) and a higher affinity octyl tail derivative (5). We report the apparent K-D values, the mechanism of block, and the in vitro hydrolysis rates for these compounds. The ester linkage substitutions did not adversely affect CNG channel block; unexpectedly, thioamide substitution in 1 (compound 8) improved block significantly. Furthermore, the ester linkage substitutions did not appear to affect the mechanism of block in terms of the strong state preference for closed channels. All ester substituted compounds, especially the thioamide substitutions, were more resistant to hydrolysis by serum cholinesterase than their ester counterparts. These findings have implications for dissecting the physiological roles of CNG channels, treating certain forms of retinal degeneration, and possibly the current clinical uses of compound 1.