7-allyloxy-3-amino-1,2,4-benzotriazine-1,4-dioxide | 121135-28-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: 7-allyloxy-3-amino-1,2,4-benzotriazine-1,4-dioxide
• 英文别名: 7-(2-Propenyloxy)-1,2,4-benzotriazin-3-amine 1,4-dioxide；1,4-dioxido-7-prop-2-enoxy-1,2,4-benzotriazine-1,4-diium-3-amine
• CAS: 121135-28-2
• 化学式: C₁₀H₁₀N₄O₃
• 分子量: 234.214
• InChiKey: IUPORFAQZFESQW-UHFFFAOYSA-N

物化性质

• 沸点：
  523.2±42.0 °C(Predicted)
• 密度：
  1.46±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  99.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  亚硝酸特丁酯 、 7-allyloxy-3-amino-1,2,4-benzotriazine-1,4-dioxide 在 ethyl acetate dichloromethane 、 CH2Cl2 petroleum ether 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.08h， 以to give 72 mg (38% yield) of the product 24 as light orange crystals, mp 147-148° C的产率得到7-Allyloxy-1,2,4-Benzotriazine 1,4-Dioxide
  参考文献：
  名称：

  1,2,4-Benzotriazine oxides as radiosensitizers and selective cytotoxic agents

  摘要：

  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。

  公开号：

  US20020103200A1

文献信息

• Process for preparing 1,2,4-benzotriazine oxides
  申请人：S R I International

  公开号：US05175287A1

  公开（公告）日：1992-12-29

  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.

  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。
• Method of treating a mammal having a solid tumor susceptible to
  申请人：The Board of Trustees of the Leland Stanford Junior University

  公开号：US05484612A1

  公开（公告）日：1996-01-16

  A method of treating a mammal having a solid tumor susceptible to treatment with cisplatin comprising: administering to the mammal an effective amount of 3-amino-1,2,4-benzotriazine 1,4-dioxide; and administering to the mammal an effective amount of cisplatin about 0.5 to about five hours after administration of the 3-amino-1,2,4-benzotriazine 1,4-dioxide.

  治疗患有对顺铂治疗敏感的实体肿瘤的哺乳动物的方法包括：向哺乳动物施用有效量的3-氨基-1,2,4-苯并三氮唑-1,4-二氧化物；并在向哺乳动物施用3-氨基-1,2,4-苯并三氮唑-1,4-二氧化物后约0.5至约五小时内向哺乳动物施用有效量的顺铂。
• 1,2,4-benzotriazine oxides as radiosensitizers and selective cytotoxic
  申请人：SRI International

  公开号：US05616584A1

  公开（公告）日：1997-04-01

  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 no 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性剂。这些化合物被证明可以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性剂。它们还表现出在药物与细胞缺氧孵育之前或之后，意外增敏有氧细胞的能力。这为相对于正常细胞的选择性放射增敏提供了基础。本发明还揭示了制备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 Leland Stanford Jr. Univ.

  公开号：US05670502A1

  公开（公告）日：1997-09-23

  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 minor 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.

  本发明提供了用于治疗哺乳动物癌症肿瘤的方法，优选为实体肿瘤，包括向需要此类治疗的哺乳动物施用1,2,4-苯并三氮唑氧化物的有效量，所述化合物定义如公式I或其药理学上可接受的盐；并在施用1,2,4-苯并三氮唑氧化物后约半小时至约二十四小时内向哺乳动物施用对其敏感的化疗药物的有效量。该发明还提供了用于治疗此类肿瘤的套件，包括一种化疗药物和1,2,4-苯并三氮唑氧化物的细胞毒性增强剂的有效量，所述化合物定义如公式I。
• 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。