7-Nitro-3-(2-N,N-Diethylaminoethylamino)-1,2,4-Benzotriazine 1,4-Dioxide | 166182-13-4

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 7-Nitro-3-(2-N,N-Diethylaminoethylamino)-1,2,4-Benzotriazine 1,4-Dioxide
• 英文别名: 3-(2-N,2,4-benzotriazine 1,4-dioxide；N',N'-diethyl-N-(7-nitro-1,4-dioxido-1,2,4-benzotriazine-1,4-diium-3-yl)ethane-1,2-diamine
• CAS: 166182-13-4
• 化学式: C₁₃H₁₈N₆O₄
• 分子量: 322.324
• InChiKey: NYEUAKOHUDTNHD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  125
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  7-nitro-3-(2-N,N-diethylaminoethylamino)-1,2,4-benzotriazine 1-oxide hydrochloride 、 NaNO2nd H2O4t 、 3-chloro-7-nitro-1,2,4-benzotriazine 1-oxide 、 N,N-二乙基乙二胺 生成 7-nitro-3-(2-N,N-diethylaminoethylamino)-1,2,4-benzotriazine 1,4-dioxide hydrochloride 、 7-Nitro-3-(2-N,N-Diethylaminoethylamino)-1,2,4-Benzotriazine 1,4-Dioxide
  参考文献：
  名称：

  摘要：

  DOI：

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。
• Dna-targeted benzotriazine 1,4-dioxides and their use in cancer therapy
  申请人：Brown Martin J.

  公开号：US20070191372A1

  公开（公告）日：2007-08-16

  The present invention relates to DNA-targeted 1,2,4-benzotriazine-1,4-dioxides and related analogues, to their preparation, and to their use as hypoxia-selective drugs and radiosensitizers for cancer therapy, both alone or in combination with radiation and/or other anticancer drugs.

  本发明涉及以DNA为靶点的1,2,4-苯并三氮唑-1,4-二氧化物及其相关类似物，其制备方法以及它们作为低氧选择性药物和放射增敏剂在癌症治疗中的使用，可以单独使用或与放射线和/或其他抗癌药物结合使用。
• THERAPEUTIC BENEFIT OF SUBOPTIMALLY ADMINISTERED CHEMICAL COMPOUNDS
  申请人：BROWN Dennis M.

  公开号：US20160045502A1

  公开（公告）日：2016-02-18

  The present invention describes methods and compositions for improving the therapeutic efficacy of therapeutic agents previously limited by suboptimal therapeutic performance by either improving efficacy as monotherapy or reducing side effects. Such methods and compositions are particularly applicable to mustard-based alkylating agents such as uracil mustard and analogs, derivatives, or prodrugs thereof, including 6-methyluracil mustard and 6-ethyluracil mustard.

  本发明描述了一种改善先前受到治疗性能不佳限制的治疗剂的治疗效果的方法和组合物，通过改善单药疗法的功效或减少副作用。这种方法和组合物特别适用于芥子碱基烷基化剂，例如尿嘧啶芥和其类似物、衍生物或前药，包括6-甲基尿嘧啶芥和6-乙基尿嘧啶芥。
• 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。