3-Methyl-6-phenylpyrrolo[2,1-d][1,5]benzothiazepin-7-one | 158507-27-8

• 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: 3-Methyl-6-phenylpyrrolo[2,1-d][1,5]benzothiazepin-7-one
• CAS: 158507-27-8
• 化学式: C₁₉H₁₅NOS
• 分子量: 305.4
• InChiKey: WLAOAXTUPUQOGE-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：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  47.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-Methyl-6-phenylpyrrolo[2,1-d][1,5]benzothiazepin-7-one 在 potassium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 26.0h， 生成 Acetic acid 8-methyl-5-phenyl-6-thia-10b-aza-benzo[e]azulen-4-yl ester
  参考文献：
  名称：

  A Comparative Molecular Field Analysis Model for 6-Arylpyrrolo[2,1-d][1,5]benzothiazepines Binding Selectively to the Mitochondrial Benzodiazepine Receptor

  摘要：

  A series of 42 6-arylpyrrolo[2,1-d][1,5]benzothiazepines which we have recently described as selective ligands of the mitochondrial benzodiazepine receptor (MBR) (Fiorini I.; et al. J. Med. Chem. 1994, 37, 1427-1438), have been investigated using the comparative molecular field analysis (CoMFA) approach. The resulting 3D-QSAR model rationalizes the steric and electronic factors which modulate affinity to the MBR with a cross-validation standard error of 0.648 pIC(50) unit. A set of seven novel pyrrolobenzothiazepine congeners has successively been synthesized and tested. The CoMFA model forecasts the binding affinity values of these new compounds with a prediction standard error of 0.536.

  DOI：

  10.1021/jm00050a007
• 作为产物：
  描述：

  α-溴苯乙酸乙酯 在 sodium hydroxide 、 五氯化磷 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 78.0h， 生成 3-Methyl-6-phenylpyrrolo[2,1-d][1,5]benzothiazepin-7-one
  参考文献：
  名称：

  A Comparative Molecular Field Analysis Model for 6-Arylpyrrolo[2,1-d][1,5]benzothiazepines Binding Selectively to the Mitochondrial Benzodiazepine Receptor

  摘要：

  A series of 42 6-arylpyrrolo[2,1-d][1,5]benzothiazepines which we have recently described as selective ligands of the mitochondrial benzodiazepine receptor (MBR) (Fiorini I.; et al. J. Med. Chem. 1994, 37, 1427-1438), have been investigated using the comparative molecular field analysis (CoMFA) approach. The resulting 3D-QSAR model rationalizes the steric and electronic factors which modulate affinity to the MBR with a cross-validation standard error of 0.648 pIC(50) unit. A set of seven novel pyrrolobenzothiazepine congeners has successively been synthesized and tested. The CoMFA model forecasts the binding affinity values of these new compounds with a prediction standard error of 0.536.

  DOI：

  10.1021/jm00050a007