N-((1-Chloro-4-hydroxyisoquinolin-3-yl)carbonyl)glycine methyl ester | 223388-22-5

• 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: N-((1-Chloro-4-hydroxyisoquinolin-3-yl)carbonyl)glycine methyl ester
• 英文别名: Methyl 2-[(1-chloro-4-hydroxyisoquinoline-3-carbonyl)amino]acetate
• CAS: 223388-22-5
• 化学式: C₁₃H₁₁ClN₂O₄
• 分子量: 294.694
• InChiKey: BPSBCFXSFAXTIV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  88.5
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-((1-Chloro-4-hydroxyisoquinolin-3-yl)carbonyl)glycine methyl ester 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以94%的产率得到[[(1-氯-4-羟基异喹啉-3-基)羰基]氨基]乙酸
  参考文献：
  名称：

  Using NMR Solvent Water Relaxation to Investigate Metalloenzyme−Ligand Binding Interactions

  摘要：

  This report demonstrates that solvent water relaxation measurements can be used for quantitative screening of ligand binding and for mechanistic investigations of enzymes containing paramagnetic metal centers by using conventional NMR instrumentation at high field. The method was exemplified using prolyl hydroxylase domain containing enzyme 2 (PHD2), a human enzyme involved in hypoxic sensing, with Mn(II) substituting for Fe(II) at the active site. K-D values were determined for inhibitors that hinder access of water to the paramagnetic center. This technique is also useful for investigating the mechanism of suitable metalloenzymes, including order of ligand binding and modes of inhibition.

  DOI：

  10.1021/jm901537q
• 作为产物：
  描述：

  1-氯-4-羟基异喹啉-3-羧酸 、 甘氨酸甲酯盐酸盐 在 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 以90%的产率得到N-((1-Chloro-4-hydroxyisoquinolin-3-yl)carbonyl)glycine methyl ester
  参考文献：
  名称：

  Using NMR Solvent Water Relaxation to Investigate Metalloenzyme−Ligand Binding Interactions

  摘要：

  This report demonstrates that solvent water relaxation measurements can be used for quantitative screening of ligand binding and for mechanistic investigations of enzymes containing paramagnetic metal centers by using conventional NMR instrumentation at high field. The method was exemplified using prolyl hydroxylase domain containing enzyme 2 (PHD2), a human enzyme involved in hypoxic sensing, with Mn(II) substituting for Fe(II) at the active site. K-D values were determined for inhibitors that hinder access of water to the paramagnetic center. This technique is also useful for investigating the mechanism of suitable metalloenzymes, including order of ligand binding and modes of inhibition.

  DOI：

  10.1021/jm901537q

文献信息

• Substituierte Isochinolin-3-Carbonsäureamide, ihre Herstellung und ihre Verwendung als Arzneimittel
  申请人：FIBROGEN, INC.

  公开号：EP1538160B1

  公开（公告）日：2009-06-03
• US6093730A
  申请人：——

  公开号：US6093730A

  公开（公告）日：2000-07-25
• Using NMR Solvent Water Relaxation to Investigate Metalloenzyme−Ligand Binding Interactions
  作者：Ivanhoe K. H. Leung、Emily Flashman、Kar Kheng Yeoh、Christopher J. Schofield、Timothy D. W. Claridge

  DOI：10.1021/jm901537q

  日期：2010.1.28

  This report demonstrates that solvent water relaxation measurements can be used for quantitative screening of ligand binding and for mechanistic investigations of enzymes containing paramagnetic metal centers by using conventional NMR instrumentation at high field. The method was exemplified using prolyl hydroxylase domain containing enzyme 2 (PHD2), a human enzyme involved in hypoxic sensing, with Mn(II) substituting for Fe(II) at the active site. K-D values were determined for inhibitors that hinder access of water to the paramagnetic center. This technique is also useful for investigating the mechanism of suitable metalloenzymes, including order of ligand binding and modes of inhibition.