3-vinyl-1,2,4-benzotriazine-1-oxide

• 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: 3-vinyl-1,2,4-benzotriazine-1-oxide
• 英文别名: 3-vinyl-1,2,4-benzotriazine 1-oxide；3-ethenyl-1-oxido-1,2,4-benzotriazin-1-ium
• 化学式: C₉H₇N₃O
• 分子量: 173.174
• InChiKey: XIUOOIPFWYPBSD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  51.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-氨基-1,2,4-苯并噻嗪-1-n-氧化物 在 四(三苯基膦)钯 盐酸 、 sodium nitrite 作用下， 以 乙二醇二甲醚 为溶剂， 生成 3-vinyl-1,2,4-benzotriazine-1-oxide
  参考文献：
  名称：

  New and versatile syntheses of 3-alkyl- and 3-aryl-1,2,4-benzotriazine 1,4-dioxides: preparation of the bioreductive cytotoxins SR 4895 and SR 4941

  摘要：

  Palladium-mediated coupling of 3-chloro-1,2,4-benzotriazine 1-oxide with a variety of stannanes in the presence of Pd(PPh3)(4) gives 3-alkyl derivatives in good yields. Suzuki reaction of the 3-chloro compound with phenylboronic acids gives 3-aryl-1,2,4-benzotriazine 1-oxides. Oxidation of I-oxides with trifluoroperacetic acid gives the 1,4-dioxides. This method provides a better route to the potential anti-cancer agents SR 4895 and SR 4941. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(02)02417-6

文献信息

• Benzoazine mono-N-oxides and benzoazine 1,4 dioxides and compositions therefrom for the therapeutic use in cancer treatments
  申请人：Auckland Uniservices Limited

  公开号：EP1468688A2

  公开（公告）日：2004-10-20

  The present invention relates to a synergetistic composition comprising one or more benzoazine-mono-N-oxides, and one or more benzoazine 1,4 dioxides for use in cancer therapy. The invention also provides a range of novel 1,2,4 benzoazine-mono-N-oxides and related analogues. These can be used as potentiators of the cytotoxicity of existing anticancer drugs and therapies for cancer treatment.

  本发明涉及一种协同组合物，包括一种或多种苯并噁唑-单-N-氧化物，以及一种或多种苯并噁唑1,4-二氧化物，用于癌症治疗。 该发明还提供了一系列新颖的1,2,4苯并噁唑-单-N-氧化物及相关类似物。这些可以用作增强现有抗癌药物的细胞毒性和癌症治疗的治疗剂。
• 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。
• 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。
• 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。
• Use of 1,2,4-benzotriazine oxides for the manufacture of a medicament for the treatment of tumors
  申请人：THE BOARD OF TRUSTEES OF THE LELAND STANFORD JUNIOR UNIVERSITY

  公开号：EP0649658B1

  公开（公告）日：2000-06-14