1-(3-amino-1-oxy-benzo[e][1,2,4]triazin-7-yl)-ethanone | 108106-02-1

• 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: 1-(3-amino-1-oxy-benzo[e][1,2,4]triazin-7-yl)-ethanone
• 英文别名: 1-(3-Amino-1-oxy-benzo[e][1,2,4]triazin-7-yl)-aethanon；7-acetyl-3-amino-1,2,4-benzotriazine 1-oxide；1-(3-Amino-1-oxido-1,2,4-benzotriazin-1-ium-7-yl)ethanone
• CAS: 108106-02-1
• 化学式: C₉H₈N₄O₂
• 分子量: 204.188
• InChiKey: CAPLUJDQFBBTRJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  94.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(3-amino-1-oxy-benzo[e][1,2,4]triazin-7-yl)-ethanone 在 吡啶 、 盐酸羟胺 作用下， 以 乙醇 为溶剂， 以30 mg (56%)的产率得到7-Acetyl-3-Amino-1,2,4-Benzotriazine 1-Oxide Oxime
  参考文献：
  名称：

  Process for preparing 1,2,4-benzotriazine oxides

  摘要：

  使用1,2,4-苯并三氮唑氧化物的方法，其中一些是新颖的化合物，作为放射增敏剂和选择性细胞毒性剂的方法被揭示。这些化合物被证明能够特异性地增敏缺氧肿瘤细胞。其中一些还被揭示为这些细胞的特异性细胞毒性剂。它们还表现出在用药物处理细胞之前或之后的缺氧培养后，对好氧细胞具有意外的增敏能力。这为相对于正常细胞的肿瘤选择性增敏提供了基础。还揭示了一种制备1,2,4-苯并三氮唑氧化物的新方法。

  公开号：

  US05175287A1
• 作为产物：
  描述：

  4-氨基-3-硝基苯乙酮 、 alkaline earth salt of/the/ methylsulfuric acid 生成 1-(3-amino-1-oxy-benzo[e][1,2,4]triazin-7-yl)-ethanone
  参考文献：
  名称：

  623.聚氮杂双环化合物。第二部分 苯并-1：2：4-三嗪的其他衍生物

  摘要：

  DOI：

  10.1039/jr9570003186

文献信息

• 1, 2, 4-benzotriazine oxides as radiosensitizers and selective cytotoxic agents
  申请人：Lee W. William

  公开号：US20050153961A1

  公开（公告）日：2005-07-14

  A method of using 1,2,4-benzotriazine oxides, some of which are novel compounds, as radiosensitizers and selective cytotoxic agents is disclosed. These compounds are shown to specifically radiosensitize hypoxic tumor cells. Some are additionally disclosed to be useful as specific cytotoxic agents for these cells. They also show an unexpected ability to radiosensitize aerobic cells following or preceding a hypoxic incubation of the cells with the drug. This provides a basis for selective radiosensitization of tumors compared to normal cells. A novel method for preparing the 1,2,4-benzotriazine oxides is also disclosed.

  本发明揭示了一种使用1,2,4-苯并三氮唑氧化物的方法，其中一些是新型化合物，作为放射增敏剂和选择性细胞毒剂。这些化合物被证明能够特异性地增敏缺氧肿瘤细胞。其中一些还被披露为这些细胞的特异性细胞毒剂。此外，它们还表现出在药物与细胞进行缺氧孵育之前或之后，对有氧细胞具有意外的增敏能力。这为与正常细胞相比选择性增敏肿瘤提供了基础。本发明还揭示了一种制备1,2,4-苯并三氮唑氧化物的新方法。
• 1,2,4-Benzotriazine oxides as radiosensitizers and selective cytotoxic agents
  申请人：——

  公开号：US20020103200A1

  公开（公告）日：2002-08-01

  A method of using 1,2,4-benzotriazine oxides, some of which are novel compounds, as radiosensitizers and selective cytotoxic agents is disclosed. These compounds are shown to specifically radiosensitize hypoxic tumor cells. Some are additionally disclosed to be useful as specific cytotoxic agents for these cells. They also show an unexpected ability to radiosensitize aerobic cells following or preceding a hypoxic incubation of the cells with the drug. This provides a basis for selective radiosensitization of tumors compared to normal cells. A novel method for preparing the 1,2,4-benzotriazine oxides is also disclosed.

  本发明公开了使用1,2,4-苯并三氮唑氧化物的方法，其中一些是新化合物，作为放射增敏剂和选择性细胞毒剂。这些化合物被证明能够特异性地增敏缺氧肿瘤细胞。其中一些还被证明可用作这些细胞的特异性细胞毒剂。此外，它们还表现出一种意外的能力，在药物与细胞进行缺氧孵育之前或之后，增敏有氧细胞。这为与正常细胞相比选择性增敏肿瘤提供了基础。本发明还公开了制备1,2,4-苯并三氮唑氧化物的新方法。
• Method of tumor treatment
  申请人：THE BOARD OF TRUSTEES OF THE LELAND STANFORD JUNIOR UNIVERSITY

  公开号：EP0649658A1

  公开（公告）日：1995-04-26

  The present invention provides methods for increasing the cytotoxicity of a chemotherapy agent towards a solid tumor, such tumor susceptible to treatment with the chemotherapy agent, comprising administering to a mammal having such a tumor, from about one half hour to about twenty-four hours prior to administering the chemotherapy agent, or from about one hour to about two hours after administering the chemotherapy agent, a cytotoxicity-enhancing amount of a compound of Formula I. The invention also provides kits for treatment of such tumors which comprise a chemotherapy agent and a cytotoxicity-enhancing amount of a 1,2,4-benzotriazine oxide as defined in Formula I. The present invention also provides the use of a compound of Formula I capable of exerting a cytotoxic-enhancing effect on a cancer tumor for the manufacture of a medicament, for the therapeutic administration to a mammal having such a tumour from about one half hour to about twenty-four hours prior to treatment of said tumor with a chemotherapy agent.

  本发明提供了增加化疗剂对实体瘤的细胞毒性的方法，这种肿瘤易受化疗剂的治疗，包括在施用化疗剂前约半小时至约二十四小时，或在施用化疗剂后约一小时至约两小时，向患有这种肿瘤的哺乳动物施用增强细胞毒性量的式Ⅰ化合物。本发明还提供了用于治疗此类肿瘤的试剂盒，该试剂盒包含化疗剂和细胞毒性增强量的如式Ⅰ所定义的1,2,4-苯并三嗪氧化物。 本发明还提供了能够对癌症肿瘤产生细胞毒性增强作用的式 I 化合物用于制造药物，以便在用化疗剂治疗所述肿瘤前约半小时至约二十四小时内对患有此类肿瘤的哺乳动物进行治疗给药。
• Use of 1,2,4-benzotriazine oxides for the preparation of a medicament for the treatment of tumours
  申请人：THE BOARD OF TRUSTEES OF THE LELAND STANFORD JUNIOR UNIVERSITY

  公开号：EP0972517A2

  公开（公告）日：2000-01-19

  The present invention provides methods for treating mammalian cancer tumors, preferably solid tumors, comprising administering to a mammal in need of such treatment an effective amount of a 1,2,4-benzotriazine oxide as defined in Formula I or pharmacologically acceptable salts of said compound; and administering to the mammal from about one half hour to about twenty-four hours after administering the 1,2,4-benzotriazine oxide an effective amount of a chemotherapy agent to which the tumor is susceptible. The invention also provides kits for treatment of such tumors which comprise a chemotherapy agent and a cytotoxicity-enhancing amount of a 1,2,4-benzotriazine oxide as defined in Formula I.

  本发明提供了治疗哺乳动物癌症肿瘤，优选实体瘤的方法，包括给需要这种治疗的哺乳动物施用有效量的如式I所定义的1，2，4-苯并三嗪氧化物或所述化合物的药理学上可接受的盐；以及在施用1，2，4-苯并三嗪氧化物后约半小时至约二十四小时内给哺乳动物施用有效量的肿瘤易感的化疗剂。本发明还提供了用于治疗此类肿瘤的试剂盒，该试剂盒包括化疗剂和细胞毒性增强量的如式Ⅰ所定义的1，2，4-苯并三嗪氧化物。
• Radiosensitizing taxanes and their pharmaceutical preparations
  申请人：Florida State University

  公开号：US20020040155A1

  公开（公告）日：2002-04-04

  Taxanes containing electron-affinic radiosensitizing functional groups, their pharmaceutical preparations, and methods of making and using this new class of highly potent radiosensitizers of tumor cells.

  含有电子石蜡放射增敏官能团的紫杉类化合物、其药物制剂以及制造和使用这种新型高效肿瘤细胞放射增敏剂的方法。