{[4-(2-fluoroethoxy)phenyl]ethynyl}(trimethyl)silane | 1423135-38-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: {[4-(2-fluoroethoxy)phenyl]ethynyl}(trimethyl)silane
• 英文别名: {[4-(2-Fluoroethoxy)phenyl]ethynyl}(trimethyl)silane；2-[4-(2-fluoroethoxy)phenyl]ethynyl-trimethylsilane
• CAS: 1423135-38-9
• 化学式: C₁₃H₁₇FOSi
• 分子量: 236.361
• InChiKey: JUXOFSOXTQCHIZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.26
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  {[4-(2-fluoroethoxy)phenyl]ethynyl}(trimethyl)silane 在 copper(l) iodide 、 四(三苯基膦)钯 、 甲酸 、 四丁基氟化铵 、 正丁胺 作用下， 以 四氢呋喃 、 乙二醇二甲醚 为溶剂， 反应 1.25h， 生成 (3S)-3-(5-{[4-(2-fluoroethoxy)phenyl]ethynyl}pyridin-3-yl)-3-[({(3R)-1-[3-(piperidin-4-yl)propanoyl]piperidin-3-yl}carbonyl)amino]propanoic acid
  参考文献：
  名称：

  [EN] COMPOUNDS FOR BINDING TO THE PLATELET SPECIFIC GLYCOPROTEIN IIB/IIIA AND THEIR USE FOR IMAGING OF THROMBI
  [FR] COMPOSÉS POUR LIAISON À LA GLYCOPROTÉINE SPÉCIFIQUE AUX PLAQUETTES IIB/IIIA ET LEUR UTILISATION POUR L'IMAGERIE DE THROMBUS

  摘要：

  本发明涉及新型含氟化合物，其制备方法，合成中间体，它们作为诊断剂的用途，特别是用于血栓成像。该发明涉及正电子发射断层扫描（PET）剂和相关的前体试剂，以及用于在哺乳动物体内成像血栓的放射标记剂的制备方法。更具体地，该发明涉及用于血栓成像的小型、非肽、高亲和力、特异结合的糖蛋白IIb/IIIa拮抗剂。

  公开号：

  WO2013023795A1
• 作为产物：
  描述：

  1-溴-4-(2-氟乙氧基)苯 、 三甲基乙炔基硅 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 反应 12.0h， 生成 {[4-(2-fluoroethoxy)phenyl]ethynyl}(trimethyl)silane
  参考文献：
  名称：

  Design of α7 nicotinic acetylcholine receptor ligands using the (het)Aryl-1,2,3-triazole core: Synthesis, in vitro evaluation and SAR studies

  摘要：

  We report here the synthesis of a large library of 1,2,3-triazole derivatives which were in vitro tested as alpha 7 nAchR ligands. The SAR study revealed that several crucial factors are involved in the affinity of these compounds for alpha 7 nAchR such as a (R) quinuclidine configuration and a mono C-3 quinuclidine substitution. The triazole ring was substituted by a phenyl ring bearing small OMe/CH2F groups or fluorine atom and by several heterocycles such as thiophenes, furanes, benzothiophenes or benzofuranes. Among the 30 derivatives tested, the two derivatives 10 and 39 with Ki in the nanomolar range were identified (2.3 and 3 nM respectively). They exhibited a strict selectivity toward the alpha 4 beta 2 nicotinic receptor (up to 1 mu M) but interacted with the 5HT(3) receptors with Ki around 3 nM. Synthesis, SAR studies and a full description of the derivatives are reported. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.11.001

文献信息

• COMPOUNDS FOR BINDING TO THE PLATELET SPECIFIC GLYCOPROTEIN IIB/IIIA AND THEIR USE FOR IMAGING OF THROMBI
  申请人：Berger Markus

  公开号：US20140314669A1

  公开（公告）日：2014-10-23

  The present invention relates to novel fluorine containing compounds, methods for their preparation, the intermediates of the synthesis, their use as diagnostic agents, especially for imaging of thrombi. The invention relates to positron emission tomography (PET) agents and associated precursor reagents, and methods for producing such radiolaveled agents for imaging of thrombi in a mammalian body. More particularly, the invention relates to small nonpeptide, high-affinity, specific-binding glycoprotein 11b/IIIa antagonists for imaging of thrombi.

  本发明涉及新型含氟化合物、其制备方法、合成中间体、其作为诊断剂的用途，特别是用于血栓成像。本发明涉及正电子发射断层扫描(PET)试剂和相关的前体试剂，以及用于在哺乳动物体内成像血栓的放射性标记试剂的制备方法。更具体地说，本发明涉及用于血栓成像的小分子非肽、高亲和力、特异性结合的糖蛋白11b/IIIa拮抗剂。
• Compounds for binding to the platelet specific glycoprotein IIB/IIIA and their use for imaging of thrombi
  申请人：Berger Markus

  公开号：US09345793B2

  公开（公告）日：2016-05-24

  The present invention relates to novel fluorine containing compounds, methods for their preparation, the intermediates of the synthesis, their use as diagnostic agents, especially for imaging of thrombi. The invention relates to positron emission tomography (PET) agents and associated precursor reagents, and methods for producing such radiolaveled agents for imaging of thrombi in a mammalian body. More particularly, the invention relates to small nonpeptide, high-affinity, specific-binding glycoprotein 11b/IIIa antagonists for imaging of thrombi.

  本发明涉及新型含氟化合物，其制备方法，合成中间体，以及它们作为诊断试剂的用途，特别是用于血栓成像。本发明涉及正电子发射断层扫描（PET）试剂和相关的前体试剂，以及用于在哺乳动物体内成像血栓的放射性标记试剂的制备方法。更具体地，本发明涉及用于成像血栓的小分子非肽、高亲和力、特异性结合的糖蛋白11b/IIIa拮抗剂。
• COMPOUNDS FOR BINDING TO THE PLATELET SPECIFIC GLYCOPROTEIN IIb/IIIa AND THEIR USE FOR IMAGING OF THROMBI
  申请人：PIRAMAL IMAGING SA

  公开号：US20160137629A1

  公开（公告）日：2016-05-19

  The present invention relates to novel fluorine containing compounds, methods for their preparation, the intermediates of the synthesis, their use as diagnostic agents, especially for imaging of thrombi. The invention relates to positron emission tomography (PET) agents and associated precursor reagents, and methods for producing such radiolaveled agents for imaging of thrombi in a mammalian body. More particularly, the invention relates to small nonpeptide, high-affinity, specific-binding glycoprotein 11b/IIIa antagonists for imaging of thrombi.

  本发明涉及新型含氟化合物、其制备方法、合成中间体以及它们作为诊断试剂的用途，特别是用于血栓成像。本发明涉及正电子发射断层扫描（PET）试剂和相关的前体试剂，以及用于在哺乳动物体内成像血栓的放射性标记试剂的制备方法。更具体地，本发明涉及用于血栓成像的小分子非肽高亲和力、特异性结合的糖蛋白11b/IIIa拮抗剂。
• [EN] COMPOUNDS FOR BINDING TO THE PLATELET SPECIFIC GLYCOPROTEIN IIB/IIIA AND THEIR USE FOR IMAGING OF THROMBI<br/>[FR] COMPOSÉS POUR LIAISON À LA GLYCOPROTÉINE SPÉCIFIQUE AUX PLAQUETTES IIB/IIIA ET LEUR UTILISATION POUR L'IMAGERIE DE THROMBUS
  申请人：PIRAMAL IMAGING SA

  公开号：WO2013023795A1

  公开（公告）日：2013-02-21

  The present invention relates to novel fluorine containing compounds, methods for their preparation, the intermediates of the synthesis, their use as diagnostic agents, especially for imaging of thrombi. The invention relates to positron emission tomography (PET) agents and associated precursor reagents, and methods for producing such radiolabeled agents for imaging of thrombi in a mammalian body. More particulariy, the invention relates to small, nonpeptide, high-affinity, specific-binding glycoprotein llb/IIIa antagonists for imaging of thrombi.

  本发明涉及新型含氟化合物，其制备方法，合成中间体，它们作为诊断剂的用途，特别是用于血栓成像。该发明涉及正电子发射断层扫描（PET）剂和相关的前体试剂，以及用于在哺乳动物体内成像血栓的放射标记剂的制备方法。更具体地，该发明涉及用于血栓成像的小型、非肽、高亲和力、特异结合的糖蛋白IIb/IIIa拮抗剂。
• Design of α7 nicotinic acetylcholine receptor ligands using the (het)Aryl-1,2,3-triazole core: Synthesis, in vitro evaluation and SAR studies
  作者：Aziz Ouach、Frederic Pin、Emilie Bertrand、Johnny Vercouillie、Zuhal Gulhan、Céline Mothes、Jean-Bernard Deloye、Denis Guilloteau、Franck Suzenet、Sylvie Chalon、Sylvain Routier

  DOI：10.1016/j.ejmech.2015.11.001

  日期：2016.1

  We report here the synthesis of a large library of 1,2,3-triazole derivatives which were in vitro tested as alpha 7 nAchR ligands. The SAR study revealed that several crucial factors are involved in the affinity of these compounds for alpha 7 nAchR such as a (R) quinuclidine configuration and a mono C-3 quinuclidine substitution. The triazole ring was substituted by a phenyl ring bearing small OMe/CH2F groups or fluorine atom and by several heterocycles such as thiophenes, furanes, benzothiophenes or benzofuranes. Among the 30 derivatives tested, the two derivatives 10 and 39 with Ki in the nanomolar range were identified (2.3 and 3 nM respectively). They exhibited a strict selectivity toward the alpha 4 beta 2 nicotinic receptor (up to 1 mu M) but interacted with the 5HT(3) receptors with Ki around 3 nM. Synthesis, SAR studies and a full description of the derivatives are reported. (C) 2015 Elsevier Masson SAS. All rights reserved.