3-(1-amino-5-mercapto-1H-[1,3,4]triazol-2-yl)-1-cyclopropyl-7-(4-ethylpiperazin-1-yl)-6-fluoro-4(1H)quinolinone | 1215036-45-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 3-(1-amino-5-mercapto-1H-[1,3,4]triazol-2-yl)-1-cyclopropyl-7-(4-ethylpiperazin-1-yl)-6-fluoro-4(1H)quinolinone
• 英文别名: 3-(4-amino-5-sulfanylidene-1H-1,2,4-triazol-3-yl)-1-cyclopropyl-7-(4-ethylpiperazin-1-yl)-6-fluoroquinolin-4-one
• CAS: 1215036-45-5
• 化学式: C₂₀H₂₄FN₇OS
• 分子量: 429.521
• InChiKey: GXPKICKUZZSBGJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.88
• 重原子数：
  30.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  85.21
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  3-(1-amino-5-mercapto-1H-[1,3,4]triazol-2-yl)-1-cyclopropyl-7-(4-ethylpiperazin-1-yl)-6-fluoro-4(1H)quinolinone 在 盐酸 、 sodium hydroxide 作用下， 以 乙醇 、 水 、 溶剂黄146 为溶剂， 反应 22.0h， 生成 3-(6-catechol-4-yl-1Hpyrazolo[5,1-c][1,2,4]triazol-3-yl)-1-cyclopropyl-6-fluoro-7-(4-ethylpiperazin-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

文献信息

• Synthesis and antitumor evaluation of C3/C3 fluoroquinolone dimers (I): Tethered with a fused heterocyclic s-triazolo[2,1-b][1,3,4]thiadiazole
  作者：Guo Qiang Hu、Zhong Quan Zhang、Song Qiang Xie、Wen Long Huang

  DOI：10.1016/j.cclet.2010.01.037

  日期：2010.6

  Five C3/C3 fluoroquinolone dimers tethered with a fused heterocyclic ring of s-triazolo[2,1-b][1,3,4]thiadiazole derived from antibacterial quinolones were synthesized and characterized, and their in vitro antitumor activity against L1210, CHO cell lines was evaluated via the respective IC50 values. (C) 2010 Guo Qiang Hu. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.