1-(3-chloro-phenylsulfanyl)-7,8-dimethoxy-10,11-dihydro-5-oxa-2,4,11-triazadibenzo[a,d]cycloheptene

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(3-chloro-phenylsulfanyl)-7,8-dimethoxy-10,11-dihydro-5-oxa-2,4,11-triazadibenzo[a,d]cycloheptene
• 英文别名: 4-(3-Chlorophenyl)sulfanyl-8,9-dimethoxy-5,6-dihydropyrimido[4,5-b][1,4]benzoxazepine
• 化学式: C₁₉H₁₆ClN₃O₃S
• 分子量: 401.873
• InChiKey: XBLXPOWFZJHBPD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  90.8
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3,4-二甲氧基苯酚 在 magnesium sulfate 、 potassium carbonate 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 1-(3-chloro-phenylsulfanyl)-7,8-dimethoxy-10,11-dihydro-5-oxa-2,4,11-triazadibenzo[a,d]cycloheptene
  参考文献：
  名称：

  Novel tricyclic azepine derivatives: Biological evaluation of pyrimido[4,5-b]-1,4-benzoxazepines, thiazepines, and diazepines as inhibitors of the epidermal growth factor receptor tyrosine kinase

  摘要：

  Novel tricyclic derivatives containing an oxazepine, thiazepine, or diazepine ring were studied for their EGFR tyrosine kinase inhibitory activity. While the oxazepines were in general more potent than thiazepines, the diazepines displayed somewhat different structure-activity relationships. Moreover, the diazepines, in contrast to the oxazepines, showed appreciable inhibitory activity against the KDR tyrosine kinase. Furthermore, both oxazepines and diazepines demonstrated significant ability to inhibit autophosphorylation of EGFR in DiFi cells (generally, IC50 values in the single-digit micromolar to submicromolar range). (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.07.031

文献信息

• Preparation of Substituted Pyrimido[4,5-<i>b</i>]-1,4-benzoxazepines, Thiazepines, and Diazepines via a Pictet−Spengler Cyclization
  作者：Matthew A. J. Duncton、Leon M. Smith、Sabina Burdzovic-Wizeman、Aaron Burns、Hu Liu、Yunyu Mao、Wai C. Wong、Alexander S. Kiselyov

  DOI：10.1021/jo051419g

  日期：2005.11.1

  A synthesis of the title compounds, which have found use as inhibitors of certain receptor tyrosine kinases, was achieved using a Pictet−Spengler cyclization as a key step.

  使用Pictet-Spengler环化作为关键步骤，可以实现标题化合物的合成，这些化合物已被用作某些受体酪氨酸激酶的抑制剂。