4-((5,6-dicyano-3-(4-(2-hydroxyethyl)piperidin-1-yl)pyrazin-2-yl)(methyl)amino)butanoic acid | 1328928-93-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-((5,6-dicyano-3-(4-(2-hydroxyethyl)piperidin-1-yl)pyrazin-2-yl)(methyl)amino)butanoic acid
• CAS: 1328928-93-3
• 化学式: C₁₈H₂₄N₆O₃
• 分子量: 372.427
• InChiKey: XDUCXIRRZPPLPA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.12
• 重原子数：
  27.0
• 可旋转键数：
  8.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  137.37
• 氢给体数：
  2.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  4-((5,6-dicyano-3-(4-(2-hydroxyethyl)piperidin-1-yl)pyrazin-2-yl)(methyl)amino)butanoic acid 、 5,6-bis(diethylamino)pyrazine-2,3-dicarbonitrile 在 lithium 、 正丁醇 作用下， 反应 3.0h， 以16%的产率得到
  参考文献：
  名称：

  Synthesis of new azaphthalocyanine dark quencher and evaluation of its quenching efficiency with different fluorophores

  摘要：

  New unsymmetrical zinc azaphthalocyanine (AzaPc) was synthesized using statistical condensation of two precursors. Postsynthetic modifications led to incorporation of azide group that efficiently underwent Cu(I)-catalyzed azide/alkyne 1,3-dipolar cycloaddition with terminal alkyne on a solid phase. The modified solid phase was then used for synthesis of oligodeoxyribonucletides labeled with AzaPc. DNA hybridization assays confirmed high quenching efficiency (QE>96%) of zinc AzaPc quencher with six different fluorophores ranging in emission maxima from 517 nm to 701 nm (FAM, HEX, Cy3, Cy3.5, Cy5, and Cy5.5). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.06.038
• 作为产物：
  描述：

  4-(甲基氨基)丁酸 以 四氢呋喃 为溶剂， 反应 75.0h， 生成 4-((5,6-dicyano-3-(4-(2-hydroxyethyl)piperidin-1-yl)pyrazin-2-yl)(methyl)amino)butanoic acid
  参考文献：
  名称：

  Synthesis of new azaphthalocyanine dark quencher and evaluation of its quenching efficiency with different fluorophores

  摘要：

  New unsymmetrical zinc azaphthalocyanine (AzaPc) was synthesized using statistical condensation of two precursors. Postsynthetic modifications led to incorporation of azide group that efficiently underwent Cu(I)-catalyzed azide/alkyne 1,3-dipolar cycloaddition with terminal alkyne on a solid phase. The modified solid phase was then used for synthesis of oligodeoxyribonucletides labeled with AzaPc. DNA hybridization assays confirmed high quenching efficiency (QE>96%) of zinc AzaPc quencher with six different fluorophores ranging in emission maxima from 517 nm to 701 nm (FAM, HEX, Cy3, Cy3.5, Cy5, and Cy5.5). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.06.038