2,3-Dihydro-2-(3-pyridyl)<1,5>benzothiazepin-4(5H)-one | 5871-66-9

• 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: 2,3-Dihydro-2-(3-pyridyl)<1,5>benzothiazepin-4(5H)-one
• 英文别名: 2,3-dihydro-2-(3-pyridyl)-1,5-benzothiazepin-4(5H)-one；2-pyridin-3-yl-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one；2-pyridin-3-yl-3,5-dihydro-2H-1,5-benzothiazepin-4-one
• CAS: 5871-66-9
• 化学式: C₁₄H₁₂N₂OS
• 分子量: 256.328
• InChiKey: FEPGRWBOYOMAEM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  67.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N,N-二甲氨基氯丙烷盐酸盐 、 2,3-Dihydro-2-(3-pyridyl)<1,5>benzothiazepin-4(5H)-one 在 sodium n-propoxide 作用下， 生成 N,N-dimethyl-3-[(2-pyridin-3-yl-2,3,4,5-tetrahydro-1,5-benzothiazepin-4-yl)oxy]propan-1-amine
  参考文献：
  名称：

  [1,5]苯并硫氮杂derivatives衍生物的合成

  摘要：

  合成了2，3-二氢[1，5]苯并噻嗪-4（5 H）-one的各种衍生物。合成5-二甲基氨基乙基-2,3-二氢[1,5]苯并噻唑啉-4（5 H）-ones和4-二甲基氨基丙氧基-（2 H，5 H）-[1,5]苯并噻氮平的替代途径被描述。

  DOI：

  10.1002/jhet.5570300612
• 作为产物：
  描述：

  3-(3-吡啶)丙烯酸 、 2-氨基苯硫醇 反应 6.0h， 以66%的产率得到2,3-Dihydro-2-(3-pyridyl)<1,5>benzothiazepin-4(5H)-one
  参考文献：
  名称：

  Lancelot, Jean-Charles; Letois, Bertrand; Saturnino, Carmela, Organic Preparations and Procedures International, 1992, vol. 24, # 2, p. 204 - 208

  摘要：

  DOI：

文献信息

• Lancelot, Jean-Charles; Letois, Bertrand; Saturnino, Carmela, Organic Preparations and Procedures International, 1992, vol. 24, # 2, p. 204 - 208
  作者：Lancelot, Jean-Charles、Letois, Bertrand、Saturnino, Carmela、Caprariis, Paolo De、Robba, Max

  DOI：——

  日期：——
• Substituted 2,3-Dihydro-1,5-benzothiazepin-4(5H)-one and Related Compounds. II. A New Class of Antidepressants¹
  作者：John Krapcho、Chester F. Turk

  DOI：10.1021/jm00320a008

  日期：1966.3
• Design, synthesis and biological evaluation of benzothiazepinones (BTZs) as novel non-ATP competitive inhibitors of glycogen synthase kinase-3β (GSK-3β)
  作者：Peng Zhang、Hai-Rong Hu、Shi-Hui Bian、Zhao-Hui Huang、Yong Chu、De-Yong Ye

  DOI：10.1016/j.ejmech.2012.09.021

  日期：2013.3

  Glycogen synthase kinase-3 beta (GSK-3 beta) plays a key role in type II diabetes and Alzheimer's diseases, to which non-ATP competitive inhibitors represent an effectively therapeutical approach due to their good specificity. Herein, a series of small molecules benzothiazepinones (BTZs) as novel non-ATP competitive inhibitors of GSK-3 beta have been designed and synthesized. The in vitro evaluation performed by luminescent assay showed most BTZ derivatives have inhibitory effects in micromolar scale. Among them compounds 61, 6t and 6v have the IC50 values of 25.0 mu M, 27.8 mu M and 23.0 mu M, respectively. Moreover 6v is devoid of any inhibitory activity in the assays to other thirteen protein kinases. Besides, SAR is analyzed and a hypothetical enzymatic binding mode is proposed by molecular docking study, which would be useful for new candidates design. (C) 2012 Elsevier Masson SAS. All rights reserved.
• Synthesis of [1,5]benzothiazepine derivatives
  作者：Bertrand Letois、Jean-Charles Lancelot、Carmela Saturnino、Max Robba、Paolo De Caprariis

  DOI：10.1002/jhet.5570300612

  日期：1993.12

  Various derivatives of 2,3-dihydro[1,5]benzothiazepin-4(5H)-ones were synthesized. Alternative route for the synthesis of 5-dimethylaminoethyl-2,3-dihydro[1,5]benzothiazepin-4(5H)-ones and 4-dimethylaminopro-poxy-(2H,5H)-[1,5]benzothiazepines are described.

  合成了2，3-二氢[1，5]苯并噻嗪-4（5 H）-one的各种衍生物。合成5-二甲基氨基乙基-2,3-二氢[1,5]苯并噻唑啉-4（5 H）-ones和4-二甲基氨基丙氧基-（2 H，5 H）-[1,5]苯并噻氮平的替代途径被描述。