(tert-butyldimethylsilanyl)-{4-[1-(tert-butyldimethylsilanyloxy)-vinyl]pyrimidin-2-yl}phenylamine | 951784-72-8

• 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: (tert-butyldimethylsilanyl)-{4-[1-(tert-butyldimethylsilanyloxy)-vinyl]pyrimidin-2-yl}phenylamine
• 英文别名: N-[tert-butyl(dimethyl)silyl]-4-[1-[tert-butyl(dimethyl)silyl]oxyethenyl]-N-phenylpyrimidin-2-amine
• CAS: 951784-72-8
• 化学式: C₂₄H₃₉N₃OSi₂
• 分子量: 441.764
• InChiKey: YIQRCFSNBWVSSU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.61
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  38.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (tert-butyldimethylsilanyl)-{4-[1-(tert-butyldimethylsilanyloxy)-vinyl]pyrimidin-2-yl}phenylamine 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 20.0h， 以46%的产率得到2-bromo-1-[2-(phenylamino)-4-pyrimidinyl]-ethanone
  参考文献：
  名称：

  Cdc7 Kinase Inhibitors: Pyrrolopyridinones as Potential Antitumor Agents. 1. Synthesis and Structure–Activity Relationships

  摘要：

  Cdc7 kinase is an essential protein that promotes DNA replication in eukaryotic organisms. Genetic evidence indicates that Cdc7 inhibition can cause selective tumor-cell death in a p53-independent manner, supporting the rationale for developing Cdc7 small-molecule inhibitors for the treatment of cancers. In this paper, the synthesis and structure-activity relationships of 2-heteroaryl-pyrrolopyridinones, the first potent Cdc7 kinase inhibitors, are,described. Starting from 2-pyridin-4-yl-1,5,6,7-tetrahydro-pyrrolo[3,2-c]pyridin-4-one, progress toward a simple scaffold, tailored for Cdc7 inhibition, is reported.

  DOI：

  10.1021/jm700956r
• 作为产物：
  描述：

  1-(2-phenylaminopyrimidin-4-yl)ethanone 、 叔丁基二甲硅基三氟甲磺酸酯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以96%的产率得到(tert-butyldimethylsilanyl)-{4-[1-(tert-butyldimethylsilanyloxy)-vinyl]pyrimidin-2-yl}phenylamine
  参考文献：
  名称：

  Cdc7 Kinase Inhibitors: Pyrrolopyridinones as Potential Antitumor Agents. 1. Synthesis and Structure–Activity Relationships

  摘要：

  Cdc7 kinase is an essential protein that promotes DNA replication in eukaryotic organisms. Genetic evidence indicates that Cdc7 inhibition can cause selective tumor-cell death in a p53-independent manner, supporting the rationale for developing Cdc7 small-molecule inhibitors for the treatment of cancers. In this paper, the synthesis and structure-activity relationships of 2-heteroaryl-pyrrolopyridinones, the first potent Cdc7 kinase inhibitors, are,described. Starting from 2-pyridin-4-yl-1,5,6,7-tetrahydro-pyrrolo[3,2-c]pyridin-4-one, progress toward a simple scaffold, tailored for Cdc7 inhibition, is reported.

  DOI：

  10.1021/jm700956r

文献信息

• WO2007/110344
  申请人：——

  公开号：——

  公开（公告）日：——