1-ethynyl-3-(2-fluoroethoxy)benzene | 1423135-39-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-ethynyl-3-(2-fluoroethoxy)benzene
• 英文别名: 1-Ethynyl-3-(2-fluoroethoxy)benzene
• CAS: 1423135-39-0
• 化学式: C₁₀H₉FO
• 分子量: 164.179
• InChiKey: NGWAQBKXDDCPMB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 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：

  tert-butyl 4-[3-((3R)-3-{[(1S)-1-(5-bromopyridin-3-yl)-3-tert-butoxy-3-oxopropyl]carbamoyl}piperidin-1-yl)-3-oxopropyl]piperidine-1-carboxylate 、 1-ethynyl-3-(2-fluoroethoxy)benzene 在 cupric iodide 、 四(三苯基膦)钯 作用下， 以 N,N-二甲基甲酰胺 、 正丁胺 、 二甲基亚砜 为溶剂， 反应 1.33h， 以to yield 90 mg of tert-butyl 4-{3-[(3R)-3-{[(1S)-3-tert-butoxy-1-(5-{[3-(2-fluoroethoxy)phenyl]ethynyl}pyridin-3-yl)-3-oxopropyl]carbamoyl}piperidin-1-yl]-3-oxopropyl}piperidine-1-carboxylate的产率得到tert-butyl 4-{3-[(3R)-3-{[(1S)-3-tert-butoxy-1-(5-{[3-(2-fluoroethoxy)phenyl]ethynyl}pyridin-3-yl)-3-oxopropyl]carbamoyl}piperidin-1-yl]-3-oxopropyl}piperidine-1-carboxylate
  参考文献：
  名称：

  Compounds for binding to the platelet specific glycoprotein IIB/IIIA and their use for imaging of thrombi

  摘要：

  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。

  公开号：

  US09345793B2
• 作为产物：
  描述：

  1-氟-2-碘乙烷 、 3-羟基苯基乙炔 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 10.0h， 以58%的产率得到1-ethynyl-3-(2-fluoroethoxy)benzene
  参考文献：
  名称：

  Varying Chirality Across Nicotinic Acetylcholine Receptor Subtypes: Selective Binding of Quinuclidine Triazole Compounds

  摘要：

  The novel quinuclidine anti-1,2,3-triazole derivatives T1-T6 were designed based on the structure of QND8. The binding studies revealed that the stereochemistry at the C3 position of the quinuclidine scaffold plays an important role in the nAChR subtype selectivity. Whereas the (R)-enantiomers are selective to alpha 7 over alpha 4 beta 2 (by factors of 44-225) and to a smaller degree over alpha 3 beta 4 (3-33), their (S) -counterparts prefer alpha 3 beta 4 over alpha 4 beta 2 (62-237) as well as over alpha 7 (5-294). The (R)-derivatives were highly selective to alpha 7 over alpha 3 beta 4 subtypes compared to (RS)- and (R)-QND8. The (S)-enantiomers are S-10 times more selective to alpha 4 beta 2 than their (R) forms. The overall strongest affinity is observed for the (S)-enantiomer binding to alpha 3 beta 4 (K-i, 2.25-19.5 nM) followed by their (R)-counterpart binding to alpha 7 (K-i, 22.5-117 nM), with a significantly weaker (S)-enantiomer binding to alpha 4 beta 2 (K-i, 414-1980 nM) still above the very weak respective (R)-analogue affinity (K-i, 5059-10436 nM).

  DOI：

  10.1021/acsmedchemlett.6b00146

文献信息

• [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。
• 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：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。
• US9345793B2
  申请人：——

  公开号：US9345793B2

  公开（公告）日：2016-05-24
• US9744252B2
  申请人：——

  公开号：US9744252B2

  公开（公告）日：2017-08-29