7-(1H-indazol-5-yl)-5H-pyrrolo[3,2-d]pyrimidin-2-amine | 1208228-63-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并嘧啶类
• 英文名称: 7-(1H-indazol-5-yl)-5H-pyrrolo[3,2-d]pyrimidin-2-amine
• CAS: 1208228-63-0
• 化学式: C₁₃H₁₀N₆
• 分子量: 250.263
• InChiKey: YUOAHRDCBUETRH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  96.3
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  5-(4,4,5,5-四甲基-1,3,2-二氧硼烷-2-基)-1H-吲哒唑-1-甲酸叔丁酯 、 tert-butyl 7-iodo-2-((2-methylpropylidene)amino)-5H-pyrrolo[3,2-d]pyrimidine-5-carboxylate 在 四(三苯基膦)钯 、 caesium carbonate 、 sodium hydroxide 作用下， 以 乙二醇二甲醚 、 水 、 乙醇 为溶剂， 反应 26.0h， 以4%的产率得到7-(1H-indazol-5-yl)-5H-pyrrolo[3,2-d]pyrimidin-2-amine
  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.