methyl {4,6-diamino-2-[3-(2-fluorobenzyl)-1H-pyrazolo[4,3-b]pyridin-1-yl]pyrimidin-5-yl} carbamate | 1011527-86-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡唑并吡啶类
• 英文名称: methyl {4,6-diamino-2-[3-(2-fluorobenzyl)-1H-pyrazolo[4,3-b]pyridin-1-yl]pyrimidin-5-yl} carbamate
• 英文别名: Methyl{4,6-diamino-2-[3-(2-fluorobenzyl)-1h-pyrazolo[4,3-b]pyridin-1-yl]pyrimidin-5-yl}-carbamate；methyl N-[4,6-diamino-2-[3-[(2-fluorophenyl)methyl]pyrazolo[4,3-b]pyridin-1-yl]pyrimidin-5-yl]carbamate
• CAS: 1011527-86-8
• 化学式: C₁₉H₁₇FN₈O₂
• 分子量: 408.395
• InChiKey: IYRCWKDJESTPEU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  147
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  methyl {4,6-diamino-2-[3-(2-fluorobenzyl)-1H-pyrazolo[4,3-b]pyridin-1-yl]pyrimidin-5-yl} carbamate 、 4-氟溴苄 在 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 0.5h， 以72%的产率得到methyl {4,6-diamino-2-[3-(2-fluorobenzyl)-1H-pyrazolo[4,3-b]pyridin-1-yl]pyrimidin-5-yl}(4-fluorobenzyl)carbamate
  参考文献：
  名称：

  BICYCLIC AZA HETEROCYCLES, AND USE THEREOF

  摘要：

  本申请涉及新型的双环氮杂杂环化合物，其制备方法，以及单独或组合使用它们来治疗和/或预防疾病，以及使用它们来生产用于治疗和/或预防疾病的药物，特别是用于治疗和/或预防心血管疾病的药物。

  公开号：

  US20140148433A1
• 作为产物：
  描述：

  甲基2-氟苯乙酸 在 吡啶 、 hydrazine hydrate 、 palladium 10% on activated carbon 、 氢气 、 sodium hydride 、 二甲基亚砜 、 三乙胺 、 sodium chloride 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 methyl {4,6-diamino-2-[3-(2-fluorobenzyl)-1H-pyrazolo[4,3-b]pyridin-1-yl]pyrimidin-5-yl} carbamate
  参考文献：
  名称：

  Discovery of the Soluble Guanylate Cyclase Stimulator Vericiguat (BAY 1021189) for the Treatment of Chronic Heart Failure

  摘要：

  The first-in-class soluble guanylate cyclase (sGC) stimulator riociguat was recently introduced as a novel treatment option for pulmonary hypertension. Despite its outstanding pharmacological profile, application of riociguat in other cardiovascular indications is limited by its short half-life, necessitating a three times daily dosing regimen. In our efforts to further optimize the compound class, we have uncovered interesting structure activity relationships and were able to decrease oxidative metabolism significantly. These studies resulting in the discovery of once daily sGC stimulator vericiguat (compound 24, BAY 1021189), currently in phase 3 trials for chronic heart failure, are now reported.

  DOI：

  10.1021/acs.jmedchem.7b00449

文献信息

• Benzyl-substituted carbamates and use thereof
  申请人：Follmann Markus

  公开号：US20150065533A1

  公开（公告）日：2015-03-05

  The present application relates to novel benzyl-substituted carbamates, to processes for their preparation, to their use, alone or in combinations, for the treatment and/or prophylaxis of diseases and to their use for preparing medicaments for the treatment and/or prophylaxis of diseases, especially for the treatment and/or prophylaxis of cardiovascular disorders.

  本申请涉及新型苄基取代的碳酸酯，其制备方法，它们的使用，单独或与其他物质结合，用于治疗和/或预防疾病，并用于制备用于治疗和/或预防疾病的药物，特别是用于治疗和/或预防心血管疾病。
• PYRAZOLOPYRIDINE, INDAZOLE, IMIDAZOPYRIDINE, IMIDAZOPYRIMIDINE, PYRAZOLOPYRAZINE AND PYRAZOLOPYRIDINE DERIVATIVES AS STIMULATORS OF GUANYLATE CYCLASE FOR CARDIOVASCULAR DISORDERS
  申请人：Schirok Hartmut

  公开号：US20100029653A1

  公开（公告）日：2010-02-04

  The present application relates to novel azabicyclic compounds, processes for their preparation, their use alone or in combinations for the treatment and/or prevention of diseases, and their use for producing medicaments for the treatment and/or prevention of diseases, especially for the treatment and/or prevention of cardiovascular disorders.

  本申请涉及新型氮杂双环化合物，其制备方法，它们单独或与其他物质结合用于治疗和/或预防疾病，以及用于生产治疗和/或预防疾病的药物，特别是用于治疗和/或预防心血管疾病。
• Pyrazolopyridine, indazole, imidazopyridine, imidazopyrimidine, pyrazolopyrazine and pyrazolopyridine derivatives as stimulators of guanylate cyclase for cardiovascular disorders
  申请人：Bayer Intellectual Property GmbH

  公开号：US08309551B2

  公开（公告）日：2012-11-13

  The present application relates to novel azabicyclic compounds, processes for their preparation, their use alone or in combinations for the treatment and/or prevention of diseases, and their use for producing medicaments for the treatment and/or prevention of diseases, especially for the treatment and/or prevention of cardiovascular disorders.

  本申请涉及新型杂环双环化合物、其制备过程，它们单独或组合使用用于治疗和/或预防疾病，以及它们用于制造治疗和/或预防疾病的药物，特别是用于治疗和/或预防心血管疾病。
• Bicyclic aza heterocycles, and use thereof
  申请人：Follmann Markus

  公开号：US09096592B2

  公开（公告）日：2015-08-04

  The present application relates to novel bicyclic azaheterocycles, to processes for preparation thereof, to the use thereof, alone or in combinations, for treatment and/or prophylaxis of diseases and to the use thereof for production of medicaments for treatment and/or prophylaxis of diseases, especially for treatment and/or prophylaxis of cardiovascular disorders.

  本申请涉及新型双环氮杂杂环化合物，其制备过程，其单独或组合使用用于治疗和/或预防疾病，以及其用于制备治疗和/或预防疾病的药物，特别是用于治疗和/或预防心血管疾病。
• BENZYL-SUBSTITUIERTE CARBAMATE UND IHRE VERWENDUNG
  申请人：Bayer Intellectual Property GmbH

  公开号：EP2635576B1

  公开（公告）日：2015-02-25