1-cyclopropyl-3-(6-(3,4-dihydroxyphenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-3-yl)-6-fluoro-7-(piperazin-1-yl)quinolin-4(1H)-one hydrochloride | 1309961-90-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 1-cyclopropyl-3-(6-(3,4-dihydroxyphenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-3-yl)-6-fluoro-7-(piperazin-1-yl)quinolin-4(1H)-one hydrochloride
• CAS: 1309961-90-7
• 化学式: C₂₆H₂₄FN₇O₃S*ClH
• 分子量: 570.047
• InChiKey: XMOOFZSGMOTMFI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.33
• 重原子数：
  39.0
• 可旋转键数：
  4.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  120.8
• 氢给体数：
  3.0
• 氢受体数：
  11.0

反应信息

• 作为反应物：
  描述：

  1-cyclopropyl-3-(6-(3,4-dihydroxyphenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-3-yl)-6-fluoro-7-(piperazin-1-yl)quinolin-4(1H)-one hydrochloride 在 盐酸 作用下， 以 水 、 溶剂黄146 为溶剂， 反应 4.0h， 生成 3-(6-catechol-4-yl-1Hpyrazolo[5,1-c][1,2,4]triazol-3-yl)-1-cyclopropyl-6-fluoro-7-piperazin-1-yl-quinolin-4(1H)-one hydrochloride
  参考文献：
  名称：

  Synthesis and antitumor evaluation of fluoroquinolone C3 fused heterocycles (II): From triazolothiadiazines to pyrazolotriazoles

  摘要：

  To further expand an effective modified route for the shift from an antibacterial fluoroquinolone (FQ) to an antitumor FQ, two series of title compounds based on an isostere of the FQ C3 carboxylic group with two fused heterocyclic rings, [1,2,4]triazolo[3,4b][1,3,4]thiadiazine and pyrazolo[5,l-c][1,2,4]triazole, respectively, were designed and synthesized starting from the current antibacterial FQs, and their in vitro antitumor activity against L1210, CHO cell lines were evaluated via their respective IC(50) values. (C) 2011 Guo Qiang Hu. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2011.01.018
• 作为产物：
  描述：

  在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 6.0h， 生成 1-cyclopropyl-3-(6-(3,4-dihydroxyphenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-3-yl)-6-fluoro-7-(piperazin-1-yl)quinolin-4(1H)-one hydrochloride
  参考文献：
  名称：

  Synthesis and antitumor evaluation of fluoroquinolone C3 fused heterocycles (II): From triazolothiadiazines to pyrazolotriazoles

  摘要：

  To further expand an effective modified route for the shift from an antibacterial fluoroquinolone (FQ) to an antitumor FQ, two series of title compounds based on an isostere of the FQ C3 carboxylic group with two fused heterocyclic rings, [1,2,4]triazolo[3,4b][1,3,4]thiadiazine and pyrazolo[5,l-c][1,2,4]triazole, respectively, were designed and synthesized starting from the current antibacterial FQs, and their in vitro antitumor activity against L1210, CHO cell lines were evaluated via their respective IC(50) values. (C) 2011 Guo Qiang Hu. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2011.01.018