4-(p-methoxyphenylthio)-6-phenyl-8-methoxypyrimido[4,5-b][1,4]benzothiazepine | 873106-52-6

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 4-(p-methoxyphenylthio)-6-phenyl-8-methoxypyrimido[4,5-b][1,4]benzothiazepine
• 英文别名: 8-Methoxy-4-(4-methoxyphenyl)sulfanyl-6-phenylpyrimido[4,5-b][1,4]benzothiazepine
• CAS: 873106-52-6
• 化学式: C₂₅H₁₉N₃O₂S₂
• 分子量: 457.577
• InChiKey: KIMCNZJCFVEKAZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  107
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  4-(p-methoxyphenylthio)-6-phenyl-8-methoxypyrimido[4,5-b][1,4]benzothiazepine 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 8.3h， 生成 4-(pyrrolidin-1-yl)-6-phenyl-8-methoxypyrimido[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：

  4,6-bis((4-methoxyphenyl)thio)pyrimidin-5-amine 、 苯甲酸 在 三氯氧磷 作用下， 反应 18.0h， 以80%的产率得到4-(p-methoxyphenylthio)-6-phenyl-8-methoxypyrimido[4,5-b][1,4]benzothiazepine
  参考文献：
  名称：

  通过Bischler-Napieralski型反应合成新型三环嘧啶并[4,5- b ] [1,4]苯并硫氮杂s

  摘要：

  新型三环嘧啶并[4,5- b ] [1,4]苯并硫氮杂s很容易通过Bischler-Napieralski型反应从5-氨基-4,6-双（芳硫基）嘧啶和羧酸制备。所得嘧啶并[4,5- b ] [1,4]苯并硫氮杂s的6-芳基硫醚基团可以选择性地氧化成其相应的亚砜，当用亲核试剂（如胺）处理时，该亚砜容易发生取代反应。这种合成策略提供了一种有效的方法来访问在药物开发中感兴趣的新型杂环化合物的库。

  DOI：

  10.1021/jo051873k

文献信息

• PYRIMIDINE-FUSED DIAZEPINE DERIVATIVES AND INDOLE-FUSED PTERIDINES
  申请人：Attenuon, LLC

  公开号：EP1848506A2

  公开（公告）日：2007-10-31
• [EN] PYRIMIDINE-FUSED DIAZEPINE DERIVATIVES AND INDOLE-FUSED PTERIDINES<br/>[FR] DERIVES DE DIAZEPINE FUSIONNES PYRIMIDINE ET PTERIDINES FUSIONNEES INDOLE
  申请人：ATTENUON LLC

  公开号：WO2006089298A2

  公开（公告）日：2006-08-24

  [EN] The present invention relates to pyrimidine-fused benzodiazepine derivative and indole-fused pteridine compounds. The invention further relates to libraries containing two or more of such compounds and methods of making such compounds. The invention also relates to methods of screening for bioactive pyrimidine-fused benzodiazepine derivative and indole-fused pteridine compounds.
  [FR] L'invention concerne des composés dérivés de benzodiazépine fusionnés pyrimidine et des composés ptéridines fusionnées indole. L'invention concerne également des banques contenant au moins deux de ces composés, ainsi que des procédés de fabrication desdits composés. L'invention concerne encore des procédés de criblage de composés dérivés de benzodiazépine fusionnés pyrimidine et de composés ptéridines fusionnées indole bioactifs.
• Synthesis of Novel Tricyclic Pyrimido[4,5-<i>b</i>][1,4]benzothiazepines via Bischler−Napieralski-Type Reactions
  作者：Renzhong Fu、Xianxiu Xu、Qun Dang、Xu Bai

  DOI：10.1021/jo051873k

  日期：2005.12.1

  Novel tricyclic pyrimido[4,5-b][1,4]benzothiazepines were readily prepared from 5-amino-4,6-bis(arylthio)pyrimidines and carboxylic acids via Bischler−Napieralski-type reactions. The 6-aryl sulfide group of the resulting pyrimido[4,5-b][1,4]benzothiazepines could be selectively oxidized to its corresponding sulfoxide, which underwent facile substitution reactions when treated with nucleophiles such

  新型三环嘧啶并[4,5- b ] [1,4]苯并硫氮杂s很容易通过Bischler-Napieralski型反应从5-氨基-4,6-双（芳硫基）嘧啶和羧酸制备。所得嘧啶并[4,5- b ] [1,4]苯并硫氮杂s的6-芳基硫醚基团可以选择性地氧化成其相应的亚砜，当用亲核试剂（如胺）处理时，该亚砜容易发生取代反应。这种合成策略提供了一种有效的方法来访问在药物开发中感兴趣的新型杂环化合物的库。
• 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.