N-(2-aminoethyl)-2-quinolinecarboxamide | 739365-73-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: N-(2-aminoethyl)-2-quinolinecarboxamide
• 英文别名: isoquinoline-3-carboxylic acid (2-aminoethyl)amide；N-(2-aminoethyl)isoquinoline-3-carboxamide
• CAS: 739365-73-2
• 化学式: C₁₂H₁₃N₃O
• 分子量: 215.255
• InChiKey: SFAOPEJLNDUXLZ-UHFFFAOYSA-N

物化性质

• 沸点：
  508.5±30.0 °C(Predicted)
• 密度：
  1.214±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  68
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(2-aminoethyl)-2-quinolinecarboxamide 、 2-甲基-2-疏基硫酸脲 以 乙醇 为溶剂， 反应 4.0h， 生成 N-(2-guanidinoethyl)isoquinoline-3-carboxamide
  参考文献：
  名称：

  Synthesis and assay of isoquinoline derivatives as HIV-1 Tat–TAR interaction inhibitors

  摘要：

  Four new isoquinoline derivatives bearing guanidiniurn group or amino group-terminated side chain were synthesized to target the HIV-1 TAR element. Their abilities to bind TAR RNA and inhibit Tat-TAR RNA interaction were determined by CE analysis, a Tat-dependent HIV-1 LTR-driven CAT assay and SIV-induced syncytium evaluation. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.01.068
• 作为产物：
  描述：

  1,2,3,4-四氢异喹啉-3-羧酸甲酯 在 sulfur 作用下， 以 氯仿 、 xylene 为溶剂， 反应 48.0h， 生成 N-(2-aminoethyl)-2-quinolinecarboxamide
  参考文献：
  名称：

  Synthesis and assay of isoquinoline derivatives as HIV-1 Tat–TAR interaction inhibitors

  摘要：

  Four new isoquinoline derivatives bearing guanidiniurn group or amino group-terminated side chain were synthesized to target the HIV-1 TAR element. Their abilities to bind TAR RNA and inhibit Tat-TAR RNA interaction were determined by CE analysis, a Tat-dependent HIV-1 LTR-driven CAT assay and SIV-induced syncytium evaluation. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.01.068

文献信息

• Near-Infrared Light Activated Release of Nitric Oxide from Designed Photoactive Manganese Nitrosyls:  Strategy, Design, and Potential as NO Donors
  作者：Aura A. Eroy-Reveles、Yvonne Leung、Christine M. Beavers、Marilyn M. Olmstead、Pradip K. Mascharak

  DOI：10.1021/ja710265j

  日期：2008.4.1

  myoglobin with 780 nm light. The various strategies for synthesizing photosensitive metal nitrosyls have been discussed to establish the merits of the present approach. The results of the present study confirm that proper ligand design is a very effective way to isolate photoactive manganese nitrosyls that could be used to deliver NO to biological targets under the control of NIR light.

  衍生自五齿配体 N,N-双（2-吡啶基甲基）胺-N-乙基-2-喹啉-2-甲酰胺的两种新锰配合物，PaPy2QH，其中 H 是可解离的质子），即 [Mn(PaPy2Q)( NO)]ClO4 (2) 和 [Mn(PaPy2Q)(OH)]ClO4 (3) 已经合成并进行了结构表征。Mn(III) 络合物 [Mn(PaPy2Q)(OH)]ClO4 (3)，虽然对分子氧不敏感，但与一氧化氮 (NO) 反应生成亚硝酰基络合物 [Mn(PaPy2Q)(NO)]ClO4 (2)通过还原亚硝基化。这种抗磁性 Mn-NO}6 亚硝酰基在 1725 cm-1 处显示出 nuNO，并且高度溶于水，λmax 位于 500 和 670 nm。将 2 溶液暴露于近红外 (NIR) 光 (810 nm, 4 mW) 会导致栗色溶液漂白并通过 NO 敏感电极检测游离 NO。量子产率 2 (Phi = 0.694 +/- 0
• Synthesis and assay of isoquinoline derivatives as HIV-1 Tat–TAR interaction inhibitors
  作者：Meizi He、Dekai Yuan、Wei Lin、Ruifang Pang、Xiaolin Yu、Ming Yang

  DOI：10.1016/j.bmcl.2005.01.068

  日期：2005.9

  Four new isoquinoline derivatives bearing guanidiniurn group or amino group-terminated side chain were synthesized to target the HIV-1 TAR element. Their abilities to bind TAR RNA and inhibit Tat-TAR RNA interaction were determined by CE analysis, a Tat-dependent HIV-1 LTR-driven CAT assay and SIV-induced syncytium evaluation. (c) 2005 Elsevier Ltd. All rights reserved.