3-(1H-Indazol-5-yl)-3H-benzo[d][1,2,3]triazin-4-one | 185993-38-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并-1,2,3-三嗪类化合物
• 英文名称: 3-(1H-Indazol-5-yl)-3H-benzo[d][1,2,3]triazin-4-one
• 英文别名: 3-(1H-indazol-5-yl)-1,2,3-benzotriazin-4-one
• CAS: 185993-38-8
• 化学式: C₁₄H₉N₅O
• 分子量: 263.258
• InChiKey: MOAYSLCZKZFWTC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  73.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(1H-Indazol-5-yl)-3H-benzo[d][1,2,3]triazin-4-one 在 溶剂黄146 、 potassium iodide 作用下， 反应 1.0h， 以68%的产率得到N-(1H-Indazol-5-yl)-2-iodo-benzamide
  参考文献：
  名称：

  Synthesis and antifungal activity of new N-(1-phenyl-4-carbetoxypyrazol-5-yl)-, N-(indazol-3-yl)- and N-(indazol-5-yl)-2-iodobenzamides

  摘要：

  N-(1-Phenyl-4-carbetoxypyrazol-5-yl)-, N-(indazol-3-yl)- and N-(indazol-5-yl)-2-iodobenzamides 6, with a Benodanil-like structure, were synthesized by refluxing in acetic acid the corresponding benzotriazin ones 5 with potassium iodide for 1 h in order to study the role on the antifungal activity of the N-substitution with an aromatic heterocyclic system on benzamide moiety. Among the tested iododerivatives, compounds 6d,f,g,h possess interesting activities toward some phytopathogenic fungal strains. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/s0014-827x(01)01190-9
• 作为产物：
  描述：

  5-氨基吲唑 在 palladium on activated charcoal potassium nitrite 、 氢气 、 三乙胺 作用下， 以 乙醇 、 溶剂黄146 、 乙腈 为溶剂， 反应 6.0h， 生成 3-(1H-Indazol-5-yl)-3H-benzo[d][1,2,3]triazin-4-one
  参考文献：
  名称：

  Synthesis, Crystallographic Studies and Biological Evaluation of Some 2-Substituted 3-Indazolyl-4(3H)-quinazolinones and 3-Indazolyl-4(3H)-benzotriazinones

  摘要：

  A number of new 3-(indazol-3 and 5-yl)-4(3H)-quinazolinone and 4(3H)-benzotriazinone derivatives were prepared by reaction of 3- or 5-(2-aminobenzamido)indazole with ethyl orthoesters and nitrous acid respectively. Structures were established on the basis of analytical and spectroscopic data. Single-crystal X-ray analysis confirmed the quinazolinone structure of compounds (5). The 4(3H)-quinazolinones and 4(3H)-benzotriazinones were tested at 200 mu g/ml for antimicrobial activity against C. albicans, C. tropicalis and S. aureus, at 100 mu M for their antitumor effect on human-lymphoblast-like cells and finally at 500 mu M for 3 alpha-hydroxysteroid dehydrogenase (3 alpha-HSD) inhibition.

  DOI：

  10.3987/com-96-7549