3-氯-N-(2-甲基丙基)-5-硝基-2H-吲唑-7-胺 | 647853-27-8

• 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: 3-氯-N-(2-甲基丙基)-5-硝基-2H-吲唑-7-胺
• 英文名称: 3-chloro-5-nitro-7-isobutylamino-1(2)H-indazole
• 英文别名: 1H-Indazol-7-amine, 3-chloro-N-(2-methylpropyl)-5-nitro-；3-chloro-N-(2-methylpropyl)-5-nitro-2H-indazol-7-amine
• CAS: 647853-27-8
• 化学式: C₁₁H₁₃ClN₄O₂
• 分子量: 268.703
• InChiKey: GQPYYPUONPMHOT-UHFFFAOYSA-N

物化性质

• 沸点：
  473.5±45.0 °C(Predicted)
• 密度：
  1.427±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  86.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-氯-N-(2-甲基丙基)-5-硝基-2H-吲唑-7-胺 在 tin(ll) chloride 作用下， 以 乙醇 为溶剂， 反应 18.0h， 以72%的产率得到3-chloro-5-amino-7-isobutylamino-1(2)H-indazole
  参考文献：
  名称：

  Structure-Based Design, Synthesis, and Antimicrobial Activity of Indazole-Derived SAH/MTA Nucleosidase Inhibitors

  摘要：

  The structure-based design, synthesis, and biological activity of a novel indazole-containing inhibitor series for S-adenosyl homocysteine/methylthioadenosine (SAH/MTA) nucleosidase are described. Use of 5-aminoindazole as the core scaffold provided a structure-guided series of low nanomolar inhibitors with broad-spectrum antimicrobial activity. The implementation of structure-based methodologies provided a 6000-fold increase in potency over a short timeline (several months) and an economy of synthesized compounds.

  DOI：

  10.1021/jm0302039
• 作为产物：
  描述：

  3-氯-5-硝基-1H-吲唑 在 ammonium sulfide 、 硫酸 、 硝酸 、 三乙酰氧基硼氢化钠 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 18.5h， 生成 3-氯-N-(2-甲基丙基)-5-硝基-2H-吲唑-7-胺
  参考文献：
  名称：

  Structure-Based Design, Synthesis, and Antimicrobial Activity of Indazole-Derived SAH/MTA Nucleosidase Inhibitors

  摘要：

  The structure-based design, synthesis, and biological activity of a novel indazole-containing inhibitor series for S-adenosyl homocysteine/methylthioadenosine (SAH/MTA) nucleosidase are described. Use of 5-aminoindazole as the core scaffold provided a structure-guided series of low nanomolar inhibitors with broad-spectrum antimicrobial activity. The implementation of structure-based methodologies provided a 6000-fold increase in potency over a short timeline (several months) and an economy of synthesized compounds.

  DOI：

  10.1021/jm0302039

文献信息

• Structure-Based Design, Synthesis, and Antimicrobial Activity of Indazole-Derived SAH/MTA Nucleosidase Inhibitors
  作者：Xiaoming Li、Sam Chu、Victoria A. Feher、Mitra Khalili、Zhe Nie、Stephen Margosiak、Victor Nikulin、James Levin、Kelly G. Sprankle、Martina E. Tedder、Robert Almassy、Krzysztof Appelt、Kraig M. Yager

  DOI：10.1021/jm0302039

  日期：2003.12.1

  The structure-based design, synthesis, and biological activity of a novel indazole-containing inhibitor series for S-adenosyl homocysteine/methylthioadenosine (SAH/MTA) nucleosidase are described. Use of 5-aminoindazole as the core scaffold provided a structure-guided series of low nanomolar inhibitors with broad-spectrum antimicrobial activity. The implementation of structure-based methodologies provided a 6000-fold increase in potency over a short timeline (several months) and an economy of synthesized compounds.