3-amino-5-carbethoxy-6-methylthieno[2,3-b]pyridine-2-carboxamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并吡啶类
• 英文名称: 3-amino-5-carbethoxy-6-methylthieno[2,3-b]pyridine-2-carboxamide
• 英文别名: Ethyl 3-amino-2-carbamoyl-6-methylthieno[2,3-b]pyridine-5-carboxylate
• 化学式: C₁₂H₁₃N₃O₃S
• 分子量: 279.32
• InChiKey: XMQYYRGLJQYOMF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  137
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-amino-5-carbethoxy-6-methylthieno[2,3-b]pyridine-2-carboxamide 、 原甲酸三甲酯 在 溶剂黄146 作用下， 反应 0.17h， 生成
  参考文献：
  名称：

  Synthesis and evaluation of pyrido-thieno-pyrimidines as potent and selective Cdc7 kinase inhibitors

  摘要：

  Cdc7 kinase plays a critical role in the regulation of DNA replication in eukaryotic cells and has been proposed as a target for cancer therapy. We have identified a class of Cdc7/Dbf4 inhibitors with a pyrido-thieno-pyrimidine core structure. Synthesis of a focused pyrido-thieno-pyrimidine library yielded potent and selective Cdc7 inhibitors with antiproliferative activity against cancer cells in vitro. Their synthesis and SAR data are presented herein. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.11.093
• 作为产物：
  描述：

  5-氰基-6-疏基-2-甲基烟酸乙酯 、 氯乙酰胺 在 potassium carbonate 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以95%的产率得到3-amino-5-carbethoxy-6-methylthieno[2,3-b]pyridine-2-carboxamide
  参考文献：
  名称：

  烯胺酮作为有机合成中的基石：新型多官能吡啶、缩合吡啶和五取代苯的合成

  摘要：

  摘要 已经合成了几种新的噻吩并吡啶和甲基硫醚衍生物。实现了吡啶并[2,3-b]-噻吩并[3,2-d]嘧啶和五取代苯的新合成。

  DOI：

  10.1081/scc-120014783

文献信息

• ENAMINONES AS BUILDING BLOCKS IN ORGANIC SYNTHESIS: SYNTHESIS OF NEW POLYFUNCTIONAL PYRIDINES, CONDENSED PYRIDINES, AND PENTA SUBSTITUTED BENZENE
  作者：F. A. Abu-Shanab、Y. M. Elkholy、M. H. Elnagdi

  DOI：10.1081/scc-120014783

  日期：2002.1

  ABSTRACT Several new thienopyridine and methylthioether derivatives have been synthesized. New synthesis of pyrido[2,3-b]-thieno[3,2-d]pyrimidine and penta substituted benzene were achieved.

  摘要 已经合成了几种新的噻吩并吡啶和甲基硫醚衍生物。实现了吡啶并[2,3-b]-噻吩并[3,2-d]嘧啶和五取代苯的新合成。
• Abu-Shanab; Elkholy; Elnagdi, Heterocyclic Communications, 2001, vol. 7, # 2, p. 183 - 192
  作者：Abu-Shanab、Elkholy、Elnagdi

  DOI：——

  日期：——
• Synthesis and evaluation of pyrido-thieno-pyrimidines as potent and selective Cdc7 kinase inhibitors
  作者：Chunlin Zhao、Christian Tovar、Xuefeng Yin、Qui Xu、Ivan T. Todorov、Lyubomir T. Vassilev、Li Chen

  DOI：10.1016/j.bmcl.2008.11.093

  日期：2009.1

  Cdc7 kinase plays a critical role in the regulation of DNA replication in eukaryotic cells and has been proposed as a target for cancer therapy. We have identified a class of Cdc7/Dbf4 inhibitors with a pyrido-thieno-pyrimidine core structure. Synthesis of a focused pyrido-thieno-pyrimidine library yielded potent and selective Cdc7 inhibitors with antiproliferative activity against cancer cells in vitro. Their synthesis and SAR data are presented herein. (C) 2008 Elsevier Ltd. All rights reserved.