1-(5-氯戊基)-3-甲氧基-5-硝基吲唑 | 106158-01-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡唑类
• 中文名称: 1-(5-氯戊基)-3-甲氧基-5-硝基吲唑
• 中文别名: 1H-吲唑,1-(5-氯戊基)-3-甲氧基-5-硝基-
• 英文名称: 1-(5-Chloropentyl)-3-methoxy-5-nitro-1H-indazole
• 英文别名: 1-(5-chloropentyl)-3-methoxy-5-nitroindazole
• CAS: 106158-01-4
• 化学式: C₁₃H₁₆ClN₃O₃
• 分子量: 297.741
• InChiKey: ITEYWOJNHJAQSE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  72.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  哌啶 、 1-(5-氯戊基)-3-甲氧基-5-硝基吲唑 以 乙醇 为溶剂， 反应 72.0h， 生成 3-Methoxy-5-nitro-1-(5-piperidin-1-yl-pentyl)-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
• 作为产物：
  描述：

  1-(5-氯戊基)-5-硝基-1H-吲唑-3-醇 、 碘甲烷 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 生成 1-(5-氯戊基)-2-甲基-5-硝基-1,2-二氢-3H-吲唑-3-酮 、 1-(5-氯戊基)-3-甲氧基-5-硝基吲唑
  参考文献：
  名称：

  Aran, V. J.; Stud, M.; Foces-Foces, C., Journal of Heterocyclic Chemistry, 1985, vol. 22, p. 1743 - 1745

  摘要：

  DOI：

文献信息

• ARAN, V. J.;STUD, M.;FOCES-FOCES, C.;CANO, F. H.;MARTINEZ-RIPOLL, M., J. HETEROCYCL. CHEM., 1985, 22, N 6, 1743-1745
  作者：ARAN, V. J.、STUD, M.、FOCES-FOCES, C.、CANO, F. H.、MARTINEZ-RIPOLL, M.

  DOI：——

  日期：——
• 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.
• Aran, V. J.; Stud, M.; Foces-Foces, C., Journal of Heterocyclic Chemistry, 1985, vol. 22, p. 1743 - 1745
  作者：Aran, V. J.、Stud, M.、Foces-Foces, C.、Cano, F. H.、Martinez-Ripoll, M.

  DOI：——

  日期：——