1-(3-carbamoylphenyl)-6-(4-iodophenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide | 473927-58-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(3-carbamoylphenyl)-6-(4-iodophenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide
• CAS: 473927-58-1
• 化学式: C₂₀H₁₆IN₅O₃
• 分子量: 501.283
• InChiKey: VVQMTRRUPLCFRE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.88
• 重原子数：
  29.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  124.31
• 氢给体数：
  2.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  1-(3-carbamoylphenyl)-6-(4-iodophenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide 、 S-(4-叔-丁基苯甲基)[2-(1-甲基丁基)吡啶-3-基]硫代氨基甲酸酯 在 盐酸 、 N-甲基吗啉 作用下， 以 甲醇 、 1,4-二氧六环 为溶剂， 以36%的产率得到6-(4-iodophenyl)-7-oxo-1-(3-(5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)phenyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide
  参考文献：
  名称：

  Phenyltriazolinones as potent factor Xa inhibitors

  摘要：

  We have discovered that phenyltriazolinone is a novel and potent P-1 moiety for coagulation factor Xa. X-ray structures of the inhibitors with a phenyltriazolinone in the P-1 position revealed that the side chain of Asp189 has reoriented resulting in a novel S-1 binding pocket which is larger in size to accommodate the phenyltriazolinone P-1 substrate. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.01.011
• 作为产物：
  描述：

  ethyl 1-(3-cyanophenyl)-6-(4-iodophenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate 在 sodium methylate 、 formamide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以76%的产率得到1-(3-carbamoylphenyl)-6-(4-iodophenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide
  参考文献：
  名称：

  Phenyltriazolinones as potent factor Xa inhibitors

  摘要：

  We have discovered that phenyltriazolinone is a novel and potent P-1 moiety for coagulation factor Xa. X-ray structures of the inhibitors with a phenyltriazolinone in the P-1 position revealed that the side chain of Asp189 has reoriented resulting in a novel S-1 binding pocket which is larger in size to accommodate the phenyltriazolinone P-1 substrate. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.01.011