4-(n-butylamino)-6-(p-fluorophenyl)pyrimido[4,5-b][1,4]benzothiazepine 11-oxide | 929034-73-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 4-(n-butylamino)-6-(p-fluorophenyl)pyrimido[4,5-b][1,4]benzothiazepine 11-oxide
• 英文别名: N-butyl-6-(4-fluorophenyl)-11-oxopyrimido[4,5-b][1,4]benzothiazepin-4-amine
• CAS: 929034-73-1
• 化学式: C₂₁H₁₉FN₄OS
• 分子量: 394.472
• InChiKey: FUQUABCBFXOOBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  96
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4-(n-butylamino)-6-(p-fluorophenyl)pyrimido[4,5-b][1,4]benzothiazepine 11-oxide 以 甲苯 为溶剂， 反应 24.0h， 以90%的产率得到4-(n-butylamino)-6-(p-fluorophenyl)pyrimido[5,4-c]isoquinoline
  参考文献：
  名称：

  Rapid Access to Pyrimido[5,4-c]isoquinolines via a Sulfur Monoxide Extrusion Reaction

  摘要：

  The scope of a sulfur monoxide extrusion reaction of pyrimido[4,5-b][1,4]benzothiazepines leading to pyrimido[5,4-c]isoquinolines was investigated. Thus, selective oxidation followed by nucleophilic displacement of the oxidized side chain sulfur group and subsequent extrusion reaction of sulfur monoxide in the ring, which can be conducted in a two-step sequence or in a one-pot procedure, produced novel pyrimido[5,4-c]isoquinolines, a class of compounds with potential biological and pharmaceutical applications.

  DOI：

  10.1021/ol0627146
• 作为产物：
  描述：

  4-(phenylthio)-6-(p-fluorophenyl)pyrimido[4,5-b][1,4]benzothiazepine 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 8.25h， 生成 4-(n-butylamino)-6-(p-fluorophenyl)pyrimido[4,5-b][1,4]benzothiazepine 11-oxide
  参考文献：
  名称：

  Rapid Access to Pyrimido[5,4-c]isoquinolines via a Sulfur Monoxide Extrusion Reaction

  摘要：

  The scope of a sulfur monoxide extrusion reaction of pyrimido[4,5-b][1,4]benzothiazepines leading to pyrimido[5,4-c]isoquinolines was investigated. Thus, selective oxidation followed by nucleophilic displacement of the oxidized side chain sulfur group and subsequent extrusion reaction of sulfur monoxide in the ring, which can be conducted in a two-step sequence or in a one-pot procedure, produced novel pyrimido[5,4-c]isoquinolines, a class of compounds with potential biological and pharmaceutical applications.

  DOI：

  10.1021/ol0627146

文献信息

• Rapid Access to Pyrimido[5,4-<i>c</i>]isoquinolines via a Sulfur Monoxide Extrusion Reaction
  作者：Renzhong Fu、Xianxiu Xu、Qun Dang、Feng Chen、Xu Bai

  DOI：10.1021/ol0627146

  日期：2007.2.1

  The scope of a sulfur monoxide extrusion reaction of pyrimido[4,5-b][1,4]benzothiazepines leading to pyrimido[5,4-c]isoquinolines was investigated. Thus, selective oxidation followed by nucleophilic displacement of the oxidized side chain sulfur group and subsequent extrusion reaction of sulfur monoxide in the ring, which can be conducted in a two-step sequence or in a one-pot procedure, produced novel pyrimido[5,4-c]isoquinolines, a class of compounds with potential biological and pharmaceutical applications.