4-chloro-11-methyl-6-propyl-5,6-dihydropyrimido[4,5-b][1,4]benzodiazepine

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-chloro-11-methyl-6-propyl-5,6-dihydropyrimido[4,5-b][1,4]benzodiazepine
• 英文别名: 4-chloro-11-methyl-6-propyl-5,6-dihydro-pyrimido[4,5-b][1,4]benzodiazepine
• 化学式: C₁₅H₁₇ClN₄
• 分子量: 288.78
• InChiKey: WZEFOVRSDXHWHH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  41
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-amino-6-chloro-4-N-methylanilino-pyrimidine 、 正丁醛 在 三氟乙酸 作用下， 以 乙腈 为溶剂， 反应 27.0h， 以65%的产率得到4-chloro-11-methyl-6-propyl-5,6-dihydropyrimido[4,5-b][1,4]benzodiazepine
  参考文献：
  名称：

  Synthesis of novel tricyclic pyrimidine-fused 5,6-dihydrobenzodiazepines via a Pictet–Spengler-like cyclization

  摘要：

  Novel pyrimidine-fused 5,6-dihydrobenzodiazepines were prepared via a Pictet-Spengler-like cyclization. It was based on the intramolecular electrophilic substitution of the phenyl ring of 5-amino-6-chloro-4-(N-methylanilino)pyrimidine 1 by the iminium intermediate formed with an aldehyde in one pot. The products may be further transformed by subsequent nucleophilic substitution of the chloro atom. This strategy may provide an efficient method to access a library of compounds based on privileged substructures that are of interest in drug discovery. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.12.042

文献信息

• WO2006/89298
  申请人：——

  公开号：——

  公开（公告）日：——
• 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 pyrimidine-fused 5,6-dihydrobenzodiazepines via a Pictet–Spengler-like cyclization
  作者：Xin Che、Lianyou Zheng、Qun Dang、Xu Bai

  DOI：10.1016/j.tet.2005.12.042

  日期：2006.3

  Novel pyrimidine-fused 5,6-dihydrobenzodiazepines were prepared via a Pictet-Spengler-like cyclization. It was based on the intramolecular electrophilic substitution of the phenyl ring of 5-amino-6-chloro-4-(N-methylanilino)pyrimidine 1 by the iminium intermediate formed with an aldehyde in one pot. The products may be further transformed by subsequent nucleophilic substitution of the chloro atom. This strategy may provide an efficient method to access a library of compounds based on privileged substructures that are of interest in drug discovery. (c) 2005 Elsevier Ltd. All rights reserved.