(6-amino-indazol-1-yl)-acetic acid ethyl ester | 624720-35-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (6-amino-indazol-1-yl)-acetic acid ethyl ester
• 英文别名: ethyl 2-(6-amino-1Hindazol-1-yl)acetate；ethyl 2-(6-amino-1H-indazol-1-yl)acetate；ethyl 2-(6-aminoindazol-1-yl)acetate
• CAS: 624720-35-0
• 化学式: C₁₁H₁₃N₃O₂
• mdl: MFCD09727484
• 分子量: 219.243
• InChiKey: ZYBYZSAATYCNMG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.272
• 拓扑面积：
  70.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (6-amino-indazol-1-yl)-acetic acid ethyl ester 在 盐酸 、 羟胺 作用下， 以 甲醇 、 乙醚 、 二氯甲烷 为溶剂， 生成 2-(6-Amino-indazol-1-yl)-N-hydroxy-acetamide; hydrochloride
  参考文献：
  名称：

  Design and Synthesis of Heterocyclic Hydroxamic Acid Derivatives as Inhibitors ofHelicobacterpyloriUrease

  摘要：

  Helicobacter pylori produces ammonia to help counter the acidic environment in the human stomach. The production of ammonia, essential for the microorganism's survival and virulence, is the product of enzymatic conversion of urea by the H. pylori's urease. Inhibition of urease activity by dipeptide hydroxamic acids has previously been demonstrated using a variety of fluorides, thiols and hydroxamic acids. Studies employing computer-aided drug design techniques have been utilized to suggest a novel series of heterocyclic hydroxamic acid derivatives as potential as urease inhibitors. The heterocyclic compounds 7a,b, 10b, 12b, 16b, and 19b have been designed, synthesized, and preliminarily tested as dipeptide mimics which offer a structure that is more biologically stable than that of the reported dipeptide inhibitors.

  DOI：

  10.1081/scc-120021024
• 作为产物：
  描述：

  6-硝基吲唑 在 palladium on activated charcoal 氢气 、 potassium carbonate 作用下， 以 甲醇 、 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 20.0 ℃ 、275.79 kPa 条件下， 反应 20.0h， 生成 (6-amino-indazol-1-yl)-acetic acid ethyl ester
  参考文献：
  名称：

  Design and Synthesis of Heterocyclic Hydroxamic Acid Derivatives as Inhibitors ofHelicobacterpyloriUrease

  摘要：

  Helicobacter pylori produces ammonia to help counter the acidic environment in the human stomach. The production of ammonia, essential for the microorganism's survival and virulence, is the product of enzymatic conversion of urea by the H. pylori's urease. Inhibition of urease activity by dipeptide hydroxamic acids has previously been demonstrated using a variety of fluorides, thiols and hydroxamic acids. Studies employing computer-aided drug design techniques have been utilized to suggest a novel series of heterocyclic hydroxamic acid derivatives as potential as urease inhibitors. The heterocyclic compounds 7a,b, 10b, 12b, 16b, and 19b have been designed, synthesized, and preliminarily tested as dipeptide mimics which offer a structure that is more biologically stable than that of the reported dipeptide inhibitors.

  DOI：

  10.1081/scc-120021024

文献信息

• Rapid Synthesis of Aryl Fluorides in Continuous Flow through the Balz–Schiemann Reaction
  作者：Nathaniel H. Park、Timothy J. Senter、Stephen L. Buchwald

  DOI：10.1002/anie.201606601

  日期：2016.9.19

  The Balz–Schiemann reaction remains a highly utilized means for preparing aryl fluorides from anilines. However, the limitations associated with handling aryl diazonium salts often hinder both the substrate scope and scalability of this reaction. To address this, a new continuous flow protocol was developed that eliminates the need to isolate the aryl diazonium salts. The new process has enabled the

  Balz-Schiemann反应仍然是从苯胺制备芳基氟化物的一种高度利用的方法。然而，与处理芳基重氮盐相关的限制常常阻碍该反应的底物范围和可扩展性。为了解决这个问题，开发了一种新的连续流方案，消除了分离芳基重氮盐的需要。新工艺已使一系列芳基和杂芳基胺氟化。