ethyl 6-[4-(tert-butoxycarbonyl)piperidin-1-yl]-5-cyano-2-{[(trifluoromethyl)sulfonyl]oxy}nicotinate | 1039037-35-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: ethyl 6-[4-(tert-butoxycarbonyl)piperidin-1-yl]-5-cyano-2-{[(trifluoromethyl)sulfonyl]oxy}nicotinate
• 英文别名: ethyl6-[4-(tert-butoxycarbonyl)piperidin-1-yl]-5-cyano-2-{[(trifluoromethyl)sulfonyl]oxy}nicotinate；Ethyl 6-[4-(tert-butoxycarbonyl)piperidin-1-yl]-5-cyano-2-{[(trifluoromethyl)sulfonyl]oxy}nicotinate；ethyl 5-cyano-6-[4-[(2-methylpropan-2-yl)oxycarbonyl]piperidin-1-yl]-2-(trifluoromethylsulfonyloxy)pyridine-3-carboxylate
• CAS: 1039037-35-8
• 化学式: C₂₀H₂₄F₃N₃O₇S
• 分子量: 507.488
• InChiKey: CKHZWFAIASTLBJ-UHFFFAOYSA-N

物化性质

• 沸点：
  602.7±55.0 °C(Predicted)
• 密度：
  1.42±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  34
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  144
• 氢给体数：
  0
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  ethyl 6-[4-(tert-butoxycarbonyl)piperidin-1-yl]-5-cyano-2-{[(trifluoromethyl)sulfonyl]oxy}nicotinate 在 乙醇 、 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 0.16h， 生成 6-[4-(tert-butoxycarbonyl)piperidin-1-yl]-5-cyano-2-(methylthio)nicotinic acid
  参考文献：
  名称：

  Optimization of ketone-based P2Y12 receptor antagonists as antithrombotic agents: Pharmacodynamics and receptor kinetics considerations

  摘要：

  Modification of a series of P2Y(12) receptor antagonists by replacement of the ester functionality was aimed at minimizing the risk of in vivo metabolic instability and pharmacokinetic variability. The resulting ketones were then optimized for their P2Y(12) antagonistic and anticoagulation effects in combination with their physicochemical and absorption profiles. The most promising compound showed very potent antiplatelet action in vivo. However, pharmacodynamic-pharmacokinetic analysis did not reveal a significant separation between its anti-platelet and bleeding effects. The relevance of receptor binding kinetics to the in vivo profile is described. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.04.001
• 作为产物：
  描述：

  乙氧基甲叉丙二酸二乙酯 在 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 17.17h， 生成 ethyl 6-[4-(tert-butoxycarbonyl)piperidin-1-yl]-5-cyano-2-{[(trifluoromethyl)sulfonyl]oxy}nicotinate
  参考文献：
  名称：

  Optimization of ketone-based P2Y12 receptor antagonists as antithrombotic agents: Pharmacodynamics and receptor kinetics considerations

  摘要：

  Modification of a series of P2Y(12) receptor antagonists by replacement of the ester functionality was aimed at minimizing the risk of in vivo metabolic instability and pharmacokinetic variability. The resulting ketones were then optimized for their P2Y(12) antagonistic and anticoagulation effects in combination with their physicochemical and absorption profiles. The most promising compound showed very potent antiplatelet action in vivo. However, pharmacodynamic-pharmacokinetic analysis did not reveal a significant separation between its anti-platelet and bleeding effects. The relevance of receptor binding kinetics to the in vivo profile is described. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.04.001

文献信息

• New Pyridine Analogues IX 519
  申请人：Antonsson Thomas

  公开号：US20080171732A1

  公开（公告）日：2008-07-17

  The present invention relates to certain new pyridin analogues of Formula (I) to processes for preparing such compounds, to their utility as P2Y 12 inhibitors and as anti-trombotic agents etc, their use as medicaments in cardiovascular diseases as well as pharmaceutical compositions containing them.

  本发明涉及某些新的Formula (I)的吡啶类似物，涉及制备这类化合物的方法，它们作为P2Y12抑制剂和抗血栓药物等的用途，它们在心血管疾病中作为药物的使用，以及含有它们的药物组合物。
• [EN] KETONE PYRIDINE ANALOGUES AND THEIR USE IN THE TREATMENT OF CARDIOVASCULAR DISORDERS<br/>[FR] ANALOGUES DE CÉTONE PYRIDINE ET LEUR UTILISATION DANS LE TRAITEMENT DE TROUBLES CARDIOVASCULAIRES
  申请人：ASTRAZENECA AB

  公开号：WO2010005384A1

  公开（公告）日：2010-01-14

  The present invention relates to certain new pyridin analogues of Formula ( I ) to processes for preparing such compounds, to their utility as P2Y 12 inhibitors and as anti-trombotic agents etc, their use as medicaments in cardiovascular diseases as well as pharmaceutical compositions containing them.

  本发明涉及某些新的 Formula (I) 的吡啶类似物，涉及制备这类化合物的方法，它们作为 P2Y 12 抑制剂和抗血栓药物等的用途，它们在心血管疾病中作为药物的用途，以及含有它们的药物组合物。
• New Pyridine Analogues VIII 518
  申请人：Antonsson Thomas

  公开号：US20080200448A1

  公开（公告）日：2008-08-21

  The present invention relates to certain new pyridin analogues of Formula (I) to processes for preparing such compounds, to their utility as P2Y 12 inhibitors and as anti-trombotic agents etc, their use as medicaments in cardiovascular diseases as well as pharmaceutical compositions containing them.

  本发明涉及某些新的Formula(I)吡啶类似物、制备这些化合物的方法、它们作为P2Y12抑制剂和抗血栓药物等的用途、它们作为心血管疾病药物的使用，以及包含它们的制药组合物。
• PYRIDINE COMPOUNDS AND THEIR USE AS P2Y12 ANTAGONISTS
  申请人：Antonsson Thomas

  公开号：US20100137277A1

  公开（公告）日：2010-06-03

  The present invention relates to certain new pyridin analogues of Formula (I) to processes for preparing such compounds, to their utility as P2Y 12 inhibitors and as anti-trombotic agents etc, their use as medicaments in cardiovascular diseases as well as pharmaceutical compositions containing them.

  本发明涉及公式（I）的某些新吡啶类似物，以及制备这些化合物的过程，它们作为P2Y12抑制剂和抗血栓药物等的用途，它们作为心血管疾病药物的用途以及包含它们的制药组合物。
• WO2008/85119
  申请人：——

  公开号：——

  公开（公告）日：——