2-Methyl-5-(2-oxo-2-phenyl-ethyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-Methyl-5-(2-oxo-2-phenyl-ethyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one
• 英文别名: 2-Methyl-5-phenacyl-2,3-dihydro-1,5-benzothiazepin-4-one
• 化学式: C₁₈H₁₇NO₂S
• 分子量: 311.404
• InChiKey: GIQRBYKWBQWCOO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  62.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-Methyl-5-(2-oxo-2-phenyl-ethyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one 在 乙酸铵 、 溶剂黄146 作用下， 反应 6.0h， 以90%的产率得到5-Methyl-2-phenyl-4,5-dihydro-6-thia-3,10b-diaza-benzo[e]azulene
  参考文献：
  名称：

  Studies on annulated 1,4-benzothiazines and 1,5-benzothiazepines. IX. Imidazo [2,1-d][1,5] benzothiazepines: synthesis and in vitro benzodiazepine receptor affinity

  摘要：

  The synthesis of three series of 1- and 2-substituted imidazo[2,1-d][1,5]benzothiazepines is accomplished starting from 1,5-benzothiazepin-4-ones. All the synthesized compounds were evaluated for their affinity for the benzodiazepine receptor, testing their ability to displace [H-3]Flunitrazepam from bovine brain membrane protein. A few of the tested compounds showed good affinity, in particular compound 9a (K-i = 43.00 nM). The GABA-ratio of the active compounds suggests an antagonist or partial agonist activity. The data obtained allow us to draw some comments on the structure-activity relationships.

  DOI：

  10.1016/0223-5234(96)88253-5
• 作为产物：
  描述：

  2,3-dihydro-2-methyl-1,5-benzothiazepin-4(5H)-one 、 2-溴苯乙酮 在 氢氧化钾 、 四丁基溴化铵 作用下， 以 四氢呋喃 为溶剂， 以70%的产率得到2-Methyl-5-(2-oxo-2-phenyl-ethyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one
  参考文献：
  名称：

  Studies on annulated 1,4-benzothiazines and 1,5-benzothiazepines. IX. Imidazo [2,1-d][1,5] benzothiazepines: synthesis and in vitro benzodiazepine receptor affinity

  摘要：

  The synthesis of three series of 1- and 2-substituted imidazo[2,1-d][1,5]benzothiazepines is accomplished starting from 1,5-benzothiazepin-4-ones. All the synthesized compounds were evaluated for their affinity for the benzodiazepine receptor, testing their ability to displace [H-3]Flunitrazepam from bovine brain membrane protein. A few of the tested compounds showed good affinity, in particular compound 9a (K-i = 43.00 nM). The GABA-ratio of the active compounds suggests an antagonist or partial agonist activity. The data obtained allow us to draw some comments on the structure-activity relationships.

  DOI：

  10.1016/0223-5234(96)88253-5

文献信息

• Studies on annulated 1,4-benzothiazines and 1,5-benzothiazepines. IX. Imidazo [2,1-d][1,5] benzothiazepines: synthesis and in vitro benzodiazepine receptor affinity
  作者：V Ambrogi、G Grandolini、L Perioli、L Giusti、A Lucacchini、C Martini

  DOI：10.1016/0223-5234(96)88253-5

  日期：1995.1

  The synthesis of three series of 1- and 2-substituted imidazo[2,1-d][1,5]benzothiazepines is accomplished starting from 1,5-benzothiazepin-4-ones. All the synthesized compounds were evaluated for their affinity for the benzodiazepine receptor, testing their ability to displace [H-3]Flunitrazepam from bovine brain membrane protein. A few of the tested compounds showed good affinity, in particular compound 9a (K-i = 43.00 nM). The GABA-ratio of the active compounds suggests an antagonist or partial agonist activity. The data obtained allow us to draw some comments on the structure-activity relationships.