3-Methoxy-5-nitro-1-[2-(2-piperidin-1-yl-ethoxy)-ethyl]-1H-indazole | 852433-07-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡唑类
• 英文名称: 3-Methoxy-5-nitro-1-[2-(2-piperidin-1-yl-ethoxy)-ethyl]-1H-indazole
• 英文别名: 3-Methoxy-5-nitro-1-[2-[2-(1-piperidinyl)ethoxy]ethyl]-1H-indazole；3-methoxy-5-nitro-1-[2-(2-piperidin-1-ylethoxy)ethyl]indazole
• CAS: 852433-07-9
• 化学式: C₁₇H₂₄N₄O₄
• 分子量: 348.402
• InChiKey: VFAPWVIDEXTQIG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  85.3
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5-(3-methoxy-5-nitro-1H-indazol-1-yl)-3-oxapentyl iodide 、 哌啶 以 乙醇 为溶剂， 反应 4.0h， 生成 3-Methoxy-5-nitro-1-[2-(2-piperidin-1-yl-ethoxy)-ethyl]-1H-indazole
  参考文献：
  名称：

  Synthesis and biological properties of new 5-nitroindazole derivatives

  摘要：

  A series of new 3-alkoxy- or 3-hydroxy-1-[co-(dialkylamino)alkyl]-5-nitroindazoles have been synthesized and their trichomonacidal, antichagasic and antineoplastic properties studied. Five derivatives (5, 6, 8, 9 and 17) showed remarkable trichomonacidal activity against Trichomonas vaginalis at 10 mu g/mL concentration. Three compounds (8, 10, 11) exhibited interesting antichagasic activity and these same compounds moderate antineoplastic activity against TK-10 and HT-29 cell lines. Unspecific cytotoxicity against macrophages has also been evaluated and only compounds 9, 10 and 11 resulted cytotoxic at the higher dose evaluated (100 mu g/mL), loosing cytotoxicity at lower doses. QSAR studies have been carried out. X-ray crystallographic study of compound 8 has been performed. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.02.043

文献信息

• Synthesis and biological properties of new 5-nitroindazole derivatives
  作者：Vicente J. Arán、Carmen Ochoa、Lucı́a Boiani、Pablo Buccino、Hugo Cerecetto、Alejandra Gerpe、Mercedes González、David Montero、Juan José Nogal、Alicia Gómez-Barrio、Amaya Azqueta、Adela López de Ceráin、Oscar E. Piro、Eduardo E. Castellano

  DOI：10.1016/j.bmc.2005.02.043

  日期：2005.5

  A series of new 3-alkoxy- or 3-hydroxy-1-[co-(dialkylamino)alkyl]-5-nitroindazoles have been synthesized and their trichomonacidal, antichagasic and antineoplastic properties studied. Five derivatives (5, 6, 8, 9 and 17) showed remarkable trichomonacidal activity against Trichomonas vaginalis at 10 mu g/mL concentration. Three compounds (8, 10, 11) exhibited interesting antichagasic activity and these same compounds moderate antineoplastic activity against TK-10 and HT-29 cell lines. Unspecific cytotoxicity against macrophages has also been evaluated and only compounds 9, 10 and 11 resulted cytotoxic at the higher dose evaluated (100 mu g/mL), loosing cytotoxicity at lower doses. QSAR studies have been carried out. X-ray crystallographic study of compound 8 has been performed. (c) 2005 Elsevier Ltd. All rights reserved.