2-(5''-methylthien-2''-yl)-4-(3'-hydroxyphenyl)-2,3-dihydro-1,5-benzothiazepine | 1070733-63-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并硫氮卓类
• 英文名称: 2-(5''-methylthien-2''-yl)-4-(3'-hydroxyphenyl)-2,3-dihydro-1,5-benzothiazepine
• CAS: 1070733-63-9
• 化学式: C₂₀H₁₇NOS₂
• 分子量: 351.493
• InChiKey: WYAVUNFYJDVMND-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.12
• 重原子数：
  24.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  32.59
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  (E)-1-(3-hydroxyphenyl)-3-(5-methylthiophen-2-yl)prop-2-en-1-one 、 2-氨基苯硫醇 在 溶剂黄146 作用下， 以 甲醇 为溶剂， 生成 2-(5''-methylthien-2''-yl)-4-(3'-hydroxyphenyl)-2,3-dihydro-1,5-benzothiazepine
  参考文献：
  名称：

  Solid-phase synthesis and biological evaluation of a parallel library of 2,3-dihydro-1,5-benzothiazepines

  摘要：

  Solid-phase synthesis of a parallel library of 3'-hydroxy-2,3-dihydrobenzothiazepines has been carried out through [4+3] annulation of alpha,beta-unsaturated ketones with aminothiophenol, using Wang resin as solid support. The synthesized compounds were evaluated for their potential as antibacterial, tumor inhibitors as well as acetyl- and butyrylcholinesterase inhibitors. None of the compounds showed any significant antibacterial activity. However, quite a few compounds showed significant potential as crown gall tumor inhibitors. These results reflect a strong exploratory potential in search of new benzothiazepines as source of anticancer agents. The results of the inhibition of cholinesterase revealed that benzothiazepines have a greater potential as butyrylcholinesterase inhibitors as compared to acetylcholinesterase. Moreover, the substitution of hydroxy group at C-3 in ring A led to increased activity when compared to unsubstituted- and 2'-OH substituted benzothiazepines. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.07.009