N4-(7-(benzo[b]thiophen-2-yl)-1H-indazol-5-yl)pyrimidine-2,4-diamine | 1350126-76-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡唑类
• 英文名称: N4-(7-(benzo[b]thiophen-2-yl)-1H-indazol-5-yl)pyrimidine-2,4-diamine
• 英文别名: 4-N-[7-(1-benzothiophen-2-yl)-1H-indazol-5-yl]pyrimidine-2,4-diamine
• CAS: 1350126-76-9
• 化学式: C₁₉H₁₄N₆S
• 分子量: 358.426
• InChiKey: XWCMINXOFGQDEA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  121
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  苯并噻吩-2-硼酸 、 N4-(7-iodo-1H-indazol-5-yl)pyrimidine-2,4-diamine 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.17h， 以43%的产率得到N4-(7-(benzo[b]thiophen-2-yl)-1H-indazol-5-yl)pyrimidine-2,4-diamine
  参考文献：
  名称：

  2,4-Diaminopyrimidine MK2 inhibitors. Part II: Structure-based inhibitor optimization

  摘要：

  We describe structure-based optimization of a series of novel 2,4-diaminopyrimidine MK2 inhibitors. Co-crystal structures (see accompanying Letter) demonstrated a unique inhibitor binding mode. Resulting inhibitors had IC50 values as low as 19 nM and moderate selectivity against a kinase panel. Compounds 15, 31a, and 31b inhibit TNF alpha production in peripheral human monocytes. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.10.103

文献信息

• 2,4-Diaminopyrimidine MK2 inhibitors. Part II: Structure-based inhibitor optimization
  作者：Christopher M. Harris、Anna M. Ericsson、Maria A. Argiriadi、Claude Barberis、David W. Borhani、Andrew Burchat、David J. Calderwood、George A. Cunha、Richard W. Dixon、Kristine E. Frank、Eric F. Johnson、Joanne Kamens、Silvia Kwak、Biqin Li、Kelly D. Mullen、Denise C. Perron、Lu Wang、Neil Wishart、Xiaoyun Wu、Xiaolei Zhang、Tami R. Zmetra、Robert V. Talanian

  DOI：10.1016/j.bmcl.2009.10.103

  日期：2010.1

  We describe structure-based optimization of a series of novel 2,4-diaminopyrimidine MK2 inhibitors. Co-crystal structures (see accompanying Letter) demonstrated a unique inhibitor binding mode. Resulting inhibitors had IC50 values as low as 19 nM and moderate selectivity against a kinase panel. Compounds 15, 31a, and 31b inhibit TNF alpha production in peripheral human monocytes. (c) 2009 Elsevier Ltd. All rights reserved.