N-((4-hydroxy-1-methyl-2-oxo-1,2-dihydro[1]benzothieno[3,2-b]pyridin-3-yl)carbonyl)glycine | 1078789-52-2

• 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-((4-hydroxy-1-methyl-2-oxo-1,2-dihydro[1]benzothieno[3,2-b]pyridin-3-yl)carbonyl)glycine
• 英文别名: 2-[(4-Hydroxy-1-methyl-2-oxo-[1]benzothiolo[3,2-b]pyridine-3-carbonyl)amino]acetic acid
• CAS: 1078789-52-2
• 化学式: C₁₅H₁₂N₂O₅S
• 分子量: 332.337
• InChiKey: OUOHOSUKWMXYMA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  135
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  在 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 3.0h， 生成 N-((4-hydroxy-1-methyl-2-oxo-1,2-dihydro[1]benzothieno[3,2-b]pyridin-3-yl)carbonyl)glycine
  参考文献：
  名称：

  Scaffold hopping strategy to derive 4‐hydroxy‐1‐alkyl‐2‐oxo ‐1, 2‐dihydrothieno [2,3‐b:4,5‐b′] dipyridine‐3‐carbonylglycine derivatives as a novel hypoxia‐inducible factor prolyl hydroxylase domain inhibitor for the potential treatment of chronic kidney disease anemia

  摘要：

  AbstractDerivatives of 4‐hydroxy‐1‐alkyl‐2‐oxo‐1,2‐dihydrothieno[2,3‐b:4,5‐b′]dipyridine‐3‐carbonylglycine were developed as a novel hypoxia‐inducible factor prolyl hydroxylase domain (PHD) inhibitor. The chemical space of the tricyclic 4‐hydroxypyridinyl glycines was examined thoroughly during our optimization study. One of our most potent compounds 12ar exhibits superior enzymatic activity to the known PHD inhibitors that are in the late stage of clinical studies. The functional efficacy of our PHD inhibitors was confirmed via the increased level of erythropoietin (EPO) expression in a dose‐dependent manner in vitro.

  DOI：

  10.1002/bkcs.12652

文献信息

• Heterocyclic quinolone derivatives that inhbit prolyl hydroxylase activity
  申请人：Allen Jennifer R.

  公开号：US20090156633A1

  公开（公告）日：2009-06-18

  Compounds of Formula I are useful inhibitors of HIF prolyl hydroxylases. Compounds of Formula I have the following structure: where the definitions of the variables are provided herein.

  I类化合物是HIF脯氨酸羟化酶的有用抑制剂。I类化合物具有以下结构：其中变量的定义在此提供。
• THIENOPYRIDINE AND THIAZOLOPYRIDINE DERIVATIVES THAT INHIBIT PROLYL HYDROXYLASE ACTIVITY
  申请人：Amgen, Inc

  公开号：EP2150251A1

  公开（公告）日：2010-02-10
• US8030346B2
  申请人：——

  公开号：US8030346B2

  公开（公告）日：2011-10-04
• [EN] THIENOPYRIDINE AND THIAZOLOPYRIDINE DERIVATIVES THAT INHIBIT PROLYL HYDROXYLASE ACTIVITY<br/>[FR] DÉRIVÉS DE LA THIENOPYRIDINE ET DE LA THIAZOLOPYRIDINE QUI INHIBENT L'ACTIVITÉ PROLYLE HYDROXYLASE
  申请人：AMGEN INC

  公开号：WO2008137060A1

  公开（公告）日：2008-11-13

  [EN] Compounds of Formula I are useful inhibitors of HIF prolyl hydroxylases. Compounds of Formula I have the following structure:(I) where the definitions of the variables are provided herein.
  [FR] La présente invention concerne des composés de formule I qui constituent des inhibiteurs très utiles des prolyles hydroxylases HIF. Les composés de formule I présentent la structure suivante (I) qui fournit les définitions des variables.