iso-propyl-9(10H)-acridone-4-carboxylate | 278807-00-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: iso-propyl-9(10H)-acridone-4-carboxylate
• 英文别名: 9-oxo-9,10-dihydro-acridine-4-carboxylic acid isopropyl ester；propan-2-yl 9-oxo-10H-acridine-4-carboxylate
• CAS: 278807-00-4
• 化学式: C₁₇H₁₅NO₃
• 分子量: 281.311
• InChiKey: LLMRJWRCJAFDBQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  iso-propyl-9(10H)-acridone-4-carboxylate 在 lithium hydroxide 、 三乙胺 、 三氯氧磷 作用下， 以 四氢呋喃 、 水 、 乙腈 为溶剂， 反应 132.5h， 生成 9-(phenylamino)acridine-4-carboxylic acid
  参考文献：
  名称：

  Solid-Phase Synthesis of Acridine−Peptide Conjugates and Their Analysis by Tandem Mass Spectrometry

  摘要：

  [GRAPHICS]A novel and high-yielding synthesis of 9-anilinoacridine-4-carboxylic acid is reported. This acid has been used in the solid-phase synthesis of a small combinatorial library of acridine-peptide conjugates, Tandem mass spectrometry IES (ES-MS/MS) can be used for structure determination of these compounds at a sensitivity of similar to 10 pmol. This work makes possible the generation of acridine-peptide libraries for the discovery of structure-specific nucleic acid ligands via affinity chromatography selection with mass spectrometric detection.

  DOI：

  10.1021/ol005809v
• 作为产物：
  描述：

  2-氯苯甲酸 在 N,N'-羰基二咪唑 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 生成 iso-propyl-9(10H)-acridone-4-carboxylate
  参考文献：
  名称：

  Solid-Phase Synthesis of Acridine−Peptide Conjugates and Their Analysis by Tandem Mass Spectrometry

  摘要：

  [GRAPHICS]A novel and high-yielding synthesis of 9-anilinoacridine-4-carboxylic acid is reported. This acid has been used in the solid-phase synthesis of a small combinatorial library of acridine-peptide conjugates, Tandem mass spectrometry IES (ES-MS/MS) can be used for structure determination of these compounds at a sensitivity of similar to 10 pmol. This work makes possible the generation of acridine-peptide libraries for the discovery of structure-specific nucleic acid ligands via affinity chromatography selection with mass spectrometric detection.

  DOI：

  10.1021/ol005809v

文献信息

• Discovery of G-quadruplex stabilizing ligands through direct ELISA of a one-bead-one-compound library
  作者：James E. Redman、Sylvain Ladame、Anthony P. Reszka、Stephen Neidle、Shankar Balasubramanian

  DOI：10.1039/b611716c

  日期：——

  We describe the identification of small-molecule G-quadruplex ligands using a direct ELISA screen of a one-bead-one-compound library of unnatural polyamides displayed on a branched linker with a biotin tag. This general purpose parallel screen for small molecule–oligonucleotide interactions was validated by surface plasmon resonance and ELISA of resynthesized compounds. Linear polyamides displayed similar rankings in their affinity for quadruplex as their branched counterparts. Quadruplex affinity as judged by these surface based techniques was a useful predictor of the ability of the ligands to stabilize the quadruplex to thermal unfolding in solution.

  我们描述了使用直接ELISA筛选小分子G-四联体配体的方法，该方法使用一个带有生物素标签的支链连接子，将非天然多肽化合物库显示在一个珠子上。这种用于小分子-寡核苷酸相互作用的通用平行筛选方法已通过表面等离子共振和重新合成化合物的ELISA验证。线性多肽化合物对四联体的亲和力与其支链对应物相似。通过这些基于表面技术的判断，四联体的亲和力可以预测配体稳定四联体在溶液中热解的能力。