3-(2'-chlorophenyl)-10-hydroxy-7,8,9,10-tetrahydro-[1,2,3]triazino[4',5':4,5]thieno[2,3-b]quinolin-4(3H)-one | 2055778-27-1

• 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-(2'-chlorophenyl)-10-hydroxy-7,8,9,10-tetrahydro-[1,2,3]triazino[4',5':4,5]thieno[2,3-b]quinolin-4(3H)-one
• 英文别名: 1,2,3-Triazino[4a(2),5a(2):4,5]thieno[2,3-b]quinolin-4(3H)-one, 3-(2-chlorophenyl)-7,8,9,10-tetrahydro-10-hydroxy-；14-(2-chlorophenyl)-7-hydroxy-17-thia-2,12,13,14-tetrazatetracyclo[8.7.0.03,8.011,16]heptadeca-1,3(8),9,11(16),12-pentaen-15-one
• CAS: 2055778-27-1
• 化学式: C₁₈H₁₃ClN₄O₂S
• 分子量: 384.846
• InChiKey: YPUAUTBUHWWFRW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  26
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  106
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-(2'-chlorophenyl)-10-hydroxy-7,8,9,10-tetrahydro-[1,2,3]triazino[4',5':4,5]thieno[2,3-b]quinolin-4(3H)-one 、 乙酸酐 在 吡啶 、 4-二甲氨基吡啶 作用下， 反应 18.0h， 以91%的产率得到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：

  N1-(2-氯苯基)-2-溴乙胺 在 sodium tetrahydroborate 、 sodium carbonate 、 溶剂黄146 、 sodium nitrite 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 74.0h， 生成 3-(2'-chlorophenyl)-10-hydroxy-7,8,9,10-tetrahydro-[1,2,3]triazino[4',5':4,5]thieno[2,3-b]quinolin-4(3H)-one
  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