7-chloro-5-(2-isopropylphenyl)-3,5-dihydro-1H-4,1-benzothiazepin-2-one

• 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: 7-chloro-5-(2-isopropylphenyl)-3,5-dihydro-1H-4,1-benzothiazepin-2-one
• 英文别名: 7-Chloro-1,5-dihydro-5-[2-(1-methylethyl)phenyl]-4,1-benzothiazepin-2(3H)-one；7-chloro-5-(2-propan-2-ylphenyl)-1,5-dihydro-4,1-benzothiazepin-2-one
• 化学式: C₁₈H₁₈ClNOS
• 分子量: 331.866
• InChiKey: RDMUJSJZBYAAEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  7-chloro-5-(2-isopropylphenyl)-3,5-dihydro-1H-4,1-benzothiazepin-2-one 在 CHIRALPAK AD 作用下， 生成 、
  参考文献：
  名称：

  Benzothiazepine CGP37157 and its 2′-isopropyl analogue modulate Ca2+ entry through CALHM1

  摘要：

  CALHM1 is a Ca2+ channel discovered in 2008, which plays a key role in the neuronal electrical activity, among other functions. However, there are no known efficient blockers able to modulate its Ca2+ handling ability. We herein describe that benzothiazepine CGP37157 and its newly synthesized analogue ITH12575 reduced Ca2+ influx through CALHM1 at low micromolar concentrations. These results could serve as a starting point for the development of more selective CALHM1 ligands using CGP37157 as a hit compound, which would help to study the physiological role of CALHM1 in the control of [Ca2+](cyt) in excitable cells, as well as its implication in CNS diseases. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.neuropharm.2015.02.016
• 作为产物：
  描述：

  异丙基苯甲醛 在 正丁基锂 、 三氟乙酸 作用下， 以 四氢呋喃 为溶剂， 反应 28.25h， 生成 7-chloro-5-(2-isopropylphenyl)-3,5-dihydro-1H-4,1-benzothiazepin-2-one
  参考文献：
  名称：

  Benzothiazepine CGP37157 and its 2′-isopropyl analogue modulate Ca2+ entry through CALHM1

  摘要：

  CALHM1 is a Ca2+ channel discovered in 2008, which plays a key role in the neuronal electrical activity, among other functions. However, there are no known efficient blockers able to modulate its Ca2+ handling ability. We herein describe that benzothiazepine CGP37157 and its newly synthesized analogue ITH12575 reduced Ca2+ influx through CALHM1 at low micromolar concentrations. These results could serve as a starting point for the development of more selective CALHM1 ligands using CGP37157 as a hit compound, which would help to study the physiological role of CALHM1 in the control of [Ca2+](cyt) in excitable cells, as well as its implication in CNS diseases. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.neuropharm.2015.02.016