3-amino-2-phenyl-2H-pyrazolo[4,3-c]pyridine-4,6(5H,7H)-dione | 108564-92-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-amino-2-phenyl-2H-pyrazolo[4,3-c]pyridine-4,6(5H,7H)-dione
• 英文别名: 3-amino-2-phenyl-2H-pyrazolo[4,3-c]pyridine-4,6(5H,7H)dione；3-amino-2-phenyl-2,7-dihydro-pyrazolo[4,3-c]pyridine-4,6-dione；3-Amino-2-phenyl-2,7-dihydro-pyrazolo[4,3-c]pyridin-4,6-dion；Pyrazolo[4,3-c]pyridine-4,6(5H,7H)-dione, 3-amino-2-phenyl-；3-amino-2-phenyl-7H-pyrazolo[4,3-c]pyridine-4,6-dione
• CAS: 108564-92-7
• 化学式: C₁₂H₁₀N₄O₂
• 分子量: 242.237
• InChiKey: VANFLNQFMGDRQY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  90
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-amino-2-phenyl-2H-pyrazolo[4,3-c]pyridine-4,6(5H,7H)-dione 在 三氟甲磺酸 、 sodium nitrite 作用下， 以 DMF (N,N-dimethyl-formamide) 为溶剂， 反应 0.17h， 以30.8%的产率得到
  参考文献：
  名称：

  EP1396493

  摘要：

  公开号：
• 作为产物：
  描述：

  5-氨基-4-腈基-1-苯基-3-乙腈吡唑 在 盐酸 、 水 作用下， 反应 4.0h， 生成 3-amino-2-phenyl-2H-pyrazolo[4,3-c]pyridine-4,6(5H,7H)-dione
  参考文献：
  名称：

  异喹啉-1,3-二酮类化合物作为酪氨酸DNA磷酸二酯酶II（TDP2）的选择性抑制剂

  摘要：

  酪氨酰DNA磷酸二酯酶II（TDP2）是最近发现的一种酶，可特异性修复拓扑异构酶II（Top2）毒物引起的DNA损伤并引起对这些药物的耐药性。预期抑制TDP2可增强临床上重要的靶向Top2的抗癌药的功效。但是，作为治疗靶标的TDP2仍然知之甚少。我们在此报告了异喹啉-1,3-二酮作为选择性抑制TDP2的可行化学型的发现。最初的打击化合物43通过筛选我们内部的合成化合物来鉴定。进一步的结构活性关系（SAR）研究发现，在最高测试浓度（111μM）下，许多类似物在低微摩尔范围内抑制TDP2，而对同源TDP1没有明显的抑制作用。最佳化合物64抑制重组TDP2，IC 50为1.9μM 。这种化学型的发现可以为理解TDP2作为药物靶标提供一个平台。

  DOI：

  10.1021/acs.jmedchem.5b01973

文献信息

• The Reaction of Malononitrile with Hydrazine^1,2
  作者：Edward C. Taylor、Klaus S. Hartke

  DOI：10.1021/ja01519a044

  日期：1959.5
• Divergent cyclisations of 2-(5-amino-4-carbamoyl-1H-pyrazol-3-yl)acetic acids with formyl and acetyl electrophiles
  作者：Lynette A. Smyth、Thomas P. Matthews、Peter N. Horton、Michael. B. Hursthouse、Ian Collins

  DOI：10.1016/j.tet.2007.07.034

  日期：2007.9

  The reaction of 2-(5-amino-4-carbamoyl-1-methyl-1H-pyrazol-3-yl) acetic acid and triethylorthoformate did not give the expected dihydropyrazolo[4,3-c]pyridin-4-one product as described in literature, but formed an alternative cyclic imide product, fully characterised by NMR and X-ray crystallography. This mode of reaction was shown to be general to other 1-substituted-2-(5-amino-4-carbamoyl-1H- pyrazol-3-yl) acetic acids. The outcome of the cyclisation was highly sensitive both to the nature of the reagents used and also to the acidity of the reaction medium, such that a number of interesting bicyclic heterocycles could be produced in a controlled fashion from the single starting material. The major tautomeric forms of the bicyclic products in solution were found to vary according to their substitution pattern. (c) 2007 Elsevier Ltd. All rights reserved.
• Reaction of Hydrazine Hydrate and Phenylhydrazine with Malononitrile
  作者：TADASHI SATO

  DOI：10.1021/jo01089a019

  日期：1959.7
• NOVEL ANTI-VIRAL THERAPEUTIC
  申请人：The Regents of the University of California

  公开号：US20160243149A1

  公开（公告）日：2016-08-25

  Anti-viral therapeutics for use in viral targets having VPg unlinkase activity, including the broad class of picornaviruses, and therapeutic methods directed at suppression of such activity are provided. Such anti-viral therapies for use against human rhinovirus, for example, are particularly desirable as they would lessen both the severity and duration of upper respiratory distress in both normal and asthmatic individuals. Assays and purification protocols for detecting and purifying VPg unlinkase are also provided.
• US7902179B2
  申请人：——

  公开号：US7902179B2

  公开（公告）日：2011-03-08