1-methyl-2-phenyl-4H-pyrazolo<1,5-a>indolium trifluoromethanesulfonate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-methyl-2-phenyl-4H-pyrazolo<1,5-a>indolium trifluoromethanesulfonate
• 英文别名: 1-methyl-2-phenyl-4H-pyrazolo[1,5-a]indolium trifluoromethanesulfonate；1-methyl-2-phenyl-4H-pyrazolo[1,5-a]indol-1-ium;trifluoromethanesulfonate
• 化学式: CF₃O₃S*C₁₇H₁₅N₂
• 分子量: 396.39
• InChiKey: NDDJFZKUDUKHCC-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.92
• 重原子数：
  27
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  74.4
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-methyl-2-phenyl-4H-pyrazolo<1,5-a>indolium trifluoromethanesulfonate 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 以87%的产率得到1-methyl-2-phenyl-1H-pyrazolo<1,5-a>indole
  参考文献：
  名称：

  1H-pyrazolo(1,5-a)indoles: isoelectronic analogues of azulene (pseudoazulene).

  摘要：

  首次制备了 1H-吡唑并[1, 5-α]吲哚衍生物，并发现其化学行为与氮烯的等电子类似物相同。

  DOI：

  10.1248/cpb.40.2879
• 作为产物：
  描述：

  2-苯基-4H-吡唑并[1,5-a]吲哚 、 三氟甲烷磺酸甲酯 以 二氯甲烷 为溶剂， 以100%的产率得到1-methyl-2-phenyl-4H-pyrazolo<1,5-a>indolium trifluoromethanesulfonate
  参考文献：
  名称：

  Shen, Jing-Kang; Katayama, Hajime, Journal of the Chemical Society. Perkin transactions I, 1994, # 13, p. 1871 - 1878

  摘要：

  DOI：

文献信息

• Studies on the Drugs against Refractory Diseases. Part 2. Anti-cancer Activities of Pyrazolo[1,5-a]indole Derivatives.
  作者：Hajime KATAYAMA、Yoshimitsu KIRYU、Kimiyoshi KANEKO、Rie OHSHIMA

  DOI：10.1248/cpb.48.1628

  日期：——

  The structure activity relationship (SAR) in the anti-cancer activities of pyrazolo[1, 5-a]indole derivatives was investigated, and the following conclusions were obtained : 1) N(1)-quaternarization is essential for anti-cancer activity, 2) the size and polarity of the 2-substituent is crucial for in vitro activity which allows further investigation in an in vivo test, 3) the effect of the 4-substituent on the activity is minor compared with the other two factors.

  研究了吡唑并[1,5-a]吲哚衍生物抗癌活性的结构活性关系（SAR），得出以下结论：1）N(1)-季铵盐化对抗癌活性至关重要；2）2-取代基的大小和极性对体外活性至关重要，因此可以在体内试验中进一步研究；3）与其他两个因素相比，4-取代基对活性的影响较小。
• 1H-pyrazolo(1,5-a)indoles: isoelectronic analogues of azulene (pseudoazulene).
  作者：Jing-Kang SHEN、Hajime KATAYAMA

  DOI：10.1248/cpb.40.2879

  日期：——

  1H-Pyrazolo[1, 5-α]indole derivatives were prepared for the first time and found to have the chemical behaviors as the isoelectronic analogues of azulene.

  首次制备了 1H-吡唑并[1, 5-α]吲哚衍生物，并发现其化学行为与氮烯的等电子类似物相同。
• Synthetic Inhibitors of DNA Topoisomerase I and II.
  作者：Hajime KATAYAMA、Yusuke KAWADA、Kimiyoshi KANEKO、Takamitsu OSHIYAMA、Noriyuki TAKATSU

  DOI：10.1248/cpb.47.48

  日期：——

  A new type of synthetic inhibitor of DNA topoisomerase I and II was examined and several of these derivatives exhibited strong dual activity against these enzymes. This series of compounds showed high cytotoxic activities against cancer cells, but only a limited number of compounds showed any noticeable activity in an in vivo test against murine P388. Non-specific toxicity was observed in the in vivo tests.

  研究人员检测了一种新型 DNA 拓扑异构酶 I 和 II 的合成抑制剂，其中几种衍生物对这些酶表现出强大的双重活性。这一系列化合物对癌细胞表现出高细胞毒活性，但只有有限数量的化合物在针对小鼠 P388 的体内测试中表现出明显的活性。在体内试验中观察到非特异性毒性。
• Synthetic dual inhibitors of DNA topoisomerase I and II.
  作者：Hajime KATAYAMA、Yusuke KAWADA、Takamitu OSHIYAMA、Akio EJIMA

  DOI：10.1248/cpb.44.1276

  日期：——

  A new type of synthetic dual inhibitor of DNA topoisomerase I and II was explored. This series of compounds shows high antineoplastic activities against cancer cells, but in vivo activity against P388 was not as high as in vitro activities.

  探索了一种新型合成的 DNA 拓扑异构酶 I 和 II 双重抑制剂。该系列化合物对癌细胞表现出较高的抗肿瘤活性，但针对P388的体内活性不如体外活性高。
• Shen, Jing-Kang; Katayama, Hajime, Journal of the Chemical Society. Perkin transactions I, 1994, # 13, p. 1871 - 1878
  作者：Shen, Jing-Kang、Katayama, Hajime

  DOI：——

  日期：——