3-(4-methoxy-phenyl)-benzo[e][1,2,4]triazine-1-oxide | 106321-20-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-(4-methoxy-phenyl)-benzo[e][1,2,4]triazine-1-oxide
• 英文别名: 3-(4-Methoxy-phenyl)-benzo[e][1,2,4]triazin-1-oxid；3-(4-methoxyphenyl)-1,2,4-benzotriazine 1-oxide；3-(4-methoxyphenyl)-1-oxido-1,2,4-benzotriazin-1-ium
• CAS: 106321-20-4
• 化学式: C₁₄H₁₁N₃O₂
• 分子量: 253.26
• InChiKey: QIDUZOXIHIKIGH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  60.5
• 氢给体数：
  0
• 氢受体数：
  4

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 、 caesium carbonate 、 sodium nitrite 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 生成 3-(4-methoxy-phenyl)-benzo[e][1,2,4]triazine-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。
• 623. Polyazabicyclic compounds. Part II. Further derivatives of benzo-1 : 2 : 4-triazine
  作者：R. F. Robbins、K. Schofield

  DOI：10.1039/jr9570003186

  日期：——
• Fusco; Bianchetti, Rendiconti - Istituto Lombardo Accademia di Scienze e Lettere, A: Scienze Matematiche, Fisiche, Chimiche e Geologiche, 1957, vol. 91, p. 963,976
  作者：Fusco、Bianchetti

  DOI：——

  日期：——
• 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
  作者：Michael P Hay、William A Denny

  DOI：10.1016/s0040-4039(02)02417-6

  日期：2002.12

  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.