3-Cyclopent-3-en-1-ylpyridine

• 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: 3-Cyclopent-3-en-1-ylpyridine
• 英文别名: 3-cyclopent-3-en-1-ylpyridine
• 化学式: C₁₀H₁₁N
• 分子量: 145.204
• InChiKey: LORJCTRIJVYXBO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.52
• 重原子数：
  11.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  12.89
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  3-Cyclopent-3-en-1-ylpyridine 在 sodium periodate 、 四氧化锇 、 N-甲基吗啉氧化物 作用下， 以 四氢呋喃 、 水 、 丙酮 为溶剂， 生成
  参考文献：
  名称：

  Design, synthesis and structure–activity relationship of novel [3.3.1] bicyclic sulfonamide-pyrazoles as potent γ-secretase inhibitors

  摘要：

  The structure-activity relationship (SAR) of a novel, potent and metabolically stable series of sulfonamide-pyrazoles that attenuate beta-amyloid peptide synthesis via gamma-secretase inhibition is detailed herein. Sulfonamide-pyrazoles that are efficacious in reducing the cortical A beta x-40 levels in FVB mice via a single PO dose, as well as sulfonamide-pyrazoles that exhibit selectivity for inhibition of APP versus Notch processing by gamma-secretase, are highlighted. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.08.008
• 作为产物：
  描述：

  3-吡啶甲醛 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 、 四氯化钛 作用下， 以 硝基甲烷 、 二氯甲烷 为溶剂， 生成 3-Cyclopent-3-en-1-ylpyridine
  参考文献：
  名称：

  Design, synthesis and structure–activity relationship of novel [3.3.1] bicyclic sulfonamide-pyrazoles as potent γ-secretase inhibitors

  摘要：

  The structure-activity relationship (SAR) of a novel, potent and metabolically stable series of sulfonamide-pyrazoles that attenuate beta-amyloid peptide synthesis via gamma-secretase inhibition is detailed herein. Sulfonamide-pyrazoles that are efficacious in reducing the cortical A beta x-40 levels in FVB mice via a single PO dose, as well as sulfonamide-pyrazoles that exhibit selectivity for inhibition of APP versus Notch processing by gamma-secretase, are highlighted. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.08.008

文献信息

• Skeletal editing through direct nitrogen deletion of secondary amines
  作者：Sean H. Kennedy、Balu D. Dherange、Kathleen J. Berger、Mark D. Levin

  DOI：10.1038/s41586-021-03448-9

  日期：2021.5.13

  dinitrogen, producing short-lived diradicals that rapidly couple to form the new carbon–carbon bond. The reaction shows broad functional-group tolerance, which enables the translation of routine amine synthesis protocols into a strategy for carbon–carbon bond constructions and ring syntheses. This is highlighted by the use of this reaction in the syntheses and skeletal editing of bioactive compounds.

  合成化学旨在从简单的原料1建立分子复杂性。然而，尽管具有扩大可访问化学空间2,3的巨大潜力，但施加精确变化以操纵分子骨架本身的连接性的能力仍然有限。在这里，我们报告了一种从有机分子中“删除”氮的反应。我们证明了N -pivaloyloxy- N-烷氧基酰胺是异头酰胺的一个子类，它促进脂肪族仲胺的分子间活化以产生分子内碳-碳偶联产物。机理实验表明，反应通过异二氮烯中间体进行，该中间体将氮原子挤出为二氮，产生短寿命的双自由基，它们迅速偶联形成新的碳-碳键。该反应显示出广泛的官能团耐受性，这使得常规胺合成方案能够转化为碳-碳键结构和环合成的策略。通过在生物活性化合物的合成和骨架编辑中使用该反应突出了这一点。
• Design, synthesis and structure–activity relationship of novel [3.3.1] bicyclic sulfonamide-pyrazoles as potent γ-secretase inhibitors
  作者：Danielle L. Aubele、Anh P. Truong、Darren B. Dressen、Gary D. Probst、Simeon Bowers、Matthew N. Mattson、Chris M. Semko、Minghua Sun、Albert W. Garofalo、Andrei W. Konradi、Hing L. Sham、Wes Zmolek、Karina Wong、Erich Goldbach、Kevin P. Quinn、John-Michael Sauer、Elizabeth F. Brigham、William Wallace、Lan Nguyen、Michael P. Bova、Susanna S. Hemphill、Guriqbal Basi

  DOI：10.1016/j.bmcl.2011.08.008

  日期：2011.10

  The structure-activity relationship (SAR) of a novel, potent and metabolically stable series of sulfonamide-pyrazoles that attenuate beta-amyloid peptide synthesis via gamma-secretase inhibition is detailed herein. Sulfonamide-pyrazoles that are efficacious in reducing the cortical A beta x-40 levels in FVB mice via a single PO dose, as well as sulfonamide-pyrazoles that exhibit selectivity for inhibition of APP versus Notch processing by gamma-secretase, are highlighted. (C) 2011 Elsevier Ltd. All rights reserved.