3-amino-N-(2'-chlorophenyl)-5-hydroxy-5,6,7,8-tetrahydrothieno[2,3-b]quinoline-2-carboxamide | 2055778-23-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-amino-N-(2'-chlorophenyl)-5-hydroxy-5,6,7,8-tetrahydrothieno[2,3-b]quinoline-2-carboxamide
• 英文别名: Thieno[2,3-b]quinoline-2-carboxamide, 3-amino-N-(2-chlorophenyl)-5,6,7,8-tetrahydro-5-hydroxy-；3-amino-N-(2-chlorophenyl)-5-hydroxy-5,6,7,8-tetrahydrothieno[2,3-b]quinoline-2-carboxamide
• CAS: 2055778-23-7
• 化学式: C₁₈H₁₆ClN₃O₂S
• 分子量: 373.863
• InChiKey: VOWPNQVJTQHQJZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  117
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-amino-N-(2'-chlorophenyl)-5-hydroxy-5,6,7,8-tetrahydrothieno[2,3-b]quinoline-2-carboxamide 在 吡啶 、 4-二甲氨基吡啶 、 溶剂黄146 、 sodium nitrite 作用下， 反应 90.0h， 生成 3-(2'-chlorophenyl)-4-oxo-3,4,7,8,9,10-hexahydro-[1,2,3]triazino[4',5':4,5]thieno[2,3-b]quinolin-10-ylacetate
  参考文献：
  名称：

  Synthesis and antiproliferative activity of 2-chlorophenyl carboxamide thienopyridines

  摘要：

  3-Amino-2-arylcarboxamide-thieno[2,3-b]pyridines are a known class of antiproliferative compounds with activity against the phospholipase C enzyme. To further investigate the structure activity relationships of these derivatives a series of analogues were prepared modifying key functional groups. It was determined that modification of the 3-amino and 2-aryl carboxamide functionalities resulted in complete elimination of activity, whilst modification at C-5 allowed compounds of greater activity to be prepared. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2016.12.009
• 作为产物：
  描述：

  1,3-环己二酮 在 sodium tetrahydroborate 、 sodium carbonate 、 N,N-二甲基甲酰胺二甲基缩醛 作用下， 以 甲醇 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 50.0h， 生成 3-amino-N-(2'-chlorophenyl)-5-hydroxy-5,6,7,8-tetrahydrothieno[2,3-b]quinoline-2-carboxamide
  参考文献：
  名称：

  Synthesis and antiproliferative activity of 2-chlorophenyl carboxamide thienopyridines

  摘要：

  3-Amino-2-arylcarboxamide-thieno[2,3-b]pyridines are a known class of antiproliferative compounds with activity against the phospholipase C enzyme. To further investigate the structure activity relationships of these derivatives a series of analogues were prepared modifying key functional groups. It was determined that modification of the 3-amino and 2-aryl carboxamide functionalities resulted in complete elimination of activity, whilst modification at C-5 allowed compounds of greater activity to be prepared. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2016.12.009