3-chloro-5-amino-7-acetamide-1(2)H-indazole | 953411-47-7

• 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-chloro-5-amino-7-acetamide-1(2)H-indazole
• 英文别名: N-(5-Amino-3-chloro-1H-indazol-7-yl)acetamide；N-(5-amino-3-chloro-2H-indazol-7-yl)acetamide
• CAS: 953411-47-7
• 化学式: C₉H₉ClN₄O
• 分子量: 224.65
• InChiKey: YITPOYDOZZLJKO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  83.8
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-氯苯磺酰氯 、 3-chloro-5-amino-7-acetamide-1(2)H-indazole 在 吡啶 作用下， 反应 16.0h， 以75%的产率得到N-[3-chloro-5-[(4-chlorophenyl)sulfonylamino]-1H-indazol-7-yl]acetamide
  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 、 溶剂黄146 、 tin(ll) chloride 作用下， 以 乙醇 为溶剂， 反应 2.5h， 生成 3-chloro-5-amino-7-acetamide-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

文献信息

• Indazole Compounds
  申请人：Ericson Anna M.

  公开号：US20120053345A1

  公开（公告）日：2012-03-01

  Novel compounds of Formula (I) or pharmaceutically acceptable salts, prodrugs and biologically active metabolites thereof of Formula (I) wherein the substituents are as defined herein, which are useful as therapeutic agents.

  本发明涉及化合物(I)或其药学上可接受的盐、前药和生物活性代谢物，其中取代基的定义如本文所述，这些化合物可用作治疗剂。
• 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.