ethyl 2-(naphthalen-1-ylamino)benzoate

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: ethyl 2-(naphthalen-1-ylamino)benzoate
• 英文别名: Ethyl 2-(naphthalen-1-ylamino)benzoate
• 化学式: C₁₉H₁₇NO₂
• 分子量: 291.349
• InChiKey: FOSLUGMLIBMTOA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl 2-(naphthalen-1-ylamino)benzoate 在 水 、 sodium hydroxide 、 盐酸 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 反应 1.0h， 以98%的产率得到2-(萘-1-氨基)-苯甲酸
  参考文献：
  名称：

  Discovery of Novel Naphthylphenylketone and Naphthylphenylamine Derivatives as Cell Division Cycle 25B (CDC25B) Phosphatase Inhibitors: Design, Synthesis, Inhibition Mechanism, and in Vitro Efficacy against Melanoma Cell Lines

  摘要：

  CDC25 phosphatases play a critical role in the regulation of the cell cycle and thus represent attractive cancer therapeutic targets. We previously discovered the 4-(2-carboxybenzoyl)phthalic acid (NSC28620) as a new CDC25 inhibitor endowed with promising anticancer activity in breast, prostate, and leukemia cells. Herein, we report a structure-based optimization of NSC28620, leading to the identification of a series of novel naphthylphenylketone and naphthylphenylamine derivatives as CDC25B inhibitors. Compounds 7j, 7i, 6e, 7f, and 3 showed higher inhibitory activity than the initial lead, with Ki values in the low micromolar range. Kinetic analysis, intrinsic fluorescence studies, and induced fit docking simulations provided a mechanistic understanding of the activity of these derivatives. All compounds were tested in the highly aggressive human melanoma cell lines A2058 and A375. Compound 4a potently inhibited cell proliferation and colony formation, causing an increase of the G2/M phase and a reduction of the G0/G1 phase of the cell cycle in both cell lines.

  DOI：

  10.1021/acs.jmedchem.9b00632
• 作为产物：
  描述：

  2-(萘-1-氨基)-苯甲酸 、 对甲苯磺酸乙酯 在 potassium carbonate 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 24.0h， 以2.2 g的产率得到ethyl 2-(naphthalen-1-ylamino)benzoate
  参考文献：
  名称：

  COLORING CURABLE RESIN COMPOSITION, CURED FILM, COLOR FILTER, METHOD FOR MANUFACTURING COLOR FILTER, SOLID-STATE IMAGING DEVICE, IMAGE DISPLAY DEVICE, COMPOUND, AND CATION

  摘要：

  本发明提供了一种在溅射工艺中具有良好耐热性和耐久性的着色可固化树脂组合物、固化膜、色滤光器、制造色滤光器的方法、固态图像设备、图像显示设备、化合物和阳离子。该着色可固化树脂组合物含有由公式(1)、公式(2)或公式(3)表示的着色剂、树脂、可聚合化合物和聚合引发剂。在公式(1)中，R101和R102各自独立地表示氢原子或取代基，R103至R106各自独立地表示氢原子、烷基、芳基或杂芳基，R107至R111各自独立地表示氢原子或取代基，n1至n4各自独立地表示0至4的整数，n5表示0至6的整数，X表示阴离子或不出现，且至少R101、…或R111中包括阴离子；且在R101和R102表示氢原子的情况下，R103表示在至少邻位具有取代基的芳基。

  公开号：

  US20160376234A1

文献信息

• COLORING CURABLE RESIN COMPOSITION, CURED FILM, COLOR FILTER, METHOD FOR MANUFACTURING COLOR FILTER, SOLID-STATE IMAGING DEVICE, IMAGE DISPLAY DEVICE, COMPOUND, AND CATION
  申请人：FUJIFILM Corporation

  公开号：US20160376234A1

  公开（公告）日：2016-12-29

  The present invention provides a colored curable resin composition that exhibits good heat resistance and durability in a sputtering process, a cured film, a color filter, a method for manufacturing a color filter, a solid-state image device, an image display device, a compound, and a cation. The colored curable resin composition contains a colorant represented by Formula (1), Formula (2), or Formula (3), a resin, a polymerizable compound, and a polymerization initiator. In Formula (1), R 101 and R 102 each independently represent a hydrogen atom or a substituent, R 103 to R 106 each independently represent a hydrogen atom, an alkyl group, an aryl group, or a heteroaryl group, R 107 to R 111 each independently represent a hydrogen atom or a substituent, n1 to n4 each independently represent an integer of 0 to 4, n5 represents an integer of 0 to 6, X represents an anion or is not present, and at least one of R 101 , . . . , or R 111 includes an anion; and in the case where R 101 and R 102 represent hydrogen atoms, R 103 represents an aryl group having a substituent at at least the ortho-position.

  本发明提供了一种在溅射工艺中具有良好耐热性和耐久性的着色可固化树脂组合物、固化膜、色滤光器、制造色滤光器的方法、固态图像设备、图像显示设备、化合物和阳离子。该着色可固化树脂组合物含有由公式(1)、公式(2)或公式(3)表示的着色剂、树脂、可聚合化合物和聚合引发剂。在公式(1)中，R101和R102各自独立地表示氢原子或取代基，R103至R106各自独立地表示氢原子、烷基、芳基或杂芳基，R107至R111各自独立地表示氢原子或取代基，n1至n4各自独立地表示0至4的整数，n5表示0至6的整数，X表示阴离子或不出现，且至少R101、…或R111中包括阴离子；且在R101和R102表示氢原子的情况下，R103表示在至少邻位具有取代基的芳基。
• Coloring curable resin composition, cured film, color filter, method for manufacturing color filter, solid-state imaging device, image display device, compound, and cation
  申请人：FUJIFILM Corporation

  公开号：US10351526B2

  公开（公告）日：2019-07-16

  The present invention provides a colored curable resin composition that exhibits good heat resistance and durability in a sputtering process, a cured film, a color filter, a method for manufacturing a color filter, a solid-state image device, an image display device, a compound, and a cation. The colored curable resin composition contains a colorant represented by Formula (1), Formula (2), or Formula (3), a resin, a polymerizable compound, and a polymerization initiator. In Formula (1), R101 and R102 each independently represent a hydrogen atom or a substituent, R103 to R106 each independently represent a hydrogen atom, an alkyl group, an aryl group, or a heteroaryl group, R107 to R111 each independently represent a hydrogen atom or a substituent, n1 to n4 each independently represent an integer of 0 to 4, n5 represents an integer of 0 to 6, X represents an anion or is not present, and at least one of R101, . . . , or R111 includes an anion; and in the case where R101 and R102 represent hydrogen atoms, R103 represents an aryl group having a substituent at at least the ortho-position.

  本发明提供了一种在溅射工艺中表现出良好耐热性和耐久性的有色可固化树脂组合物、固化膜、彩色滤光片、彩色滤光片的制造方法、固态图像设备、图像显示设备、化合物和阳离子。有色可固化树脂组合物包含由式（1）、式（2）或式（3）表示的着色剂、树脂、可聚合化合物和聚合引发剂。在式 (1) 中，R101 和 R102 各自独立地代表氢原子或取代基，R103 至 R106 各自独立地代表氢原子、烷基、芳基或杂芳基，R107 至 R111 各自独立地代表氢原子或取代基，n1 至 n4 各自独立地代表 0 至 4 的整数，n5 代表 0 至 6 的整数，X 代表阴离子或不存在，且 R101、......或 R111 中至少有一个包括阴离子。在 R101 和 R102 代表氢原子的情况下，R103 代表至少在正交位置具有取代基的芳基。
• 着色硬化性樹脂組成物、硬化膜、カラーフィルタ、カラーフィルタの製造方法、固体撮像素子および画像表示装置
  申请人：富士フイルム株式会社

  公开号：JP2016196614A

  公开（公告）日：2016-11-24

  【課題】耐熱性および耐溶剤性に優れた硬化膜を形成できる着色硬化性樹脂組成物、硬化膜、カラーフィルタ、カラーフィルタの製造方法、固体撮像素子および画像表示装置を提供する。【解決手段】一般式（１）で表される着色剤と、樹脂と、重合性化合物と、光重合開始剤とを含有する、着色硬化性樹脂組成物；一般式（１）中、Ｒはｎ価の有機基を表し、Ｘ-は、それぞれ独立にアニオン部を表し、Ａ+はカチオンを表し、ｎは２〜６の整数を表す。【選択図】なし

  这是一个关于形成耐热和耐溶剂性优异的着色硬化性树脂组合物、硬化膜、彩色滤光片、彩色滤光片制造方法、固态成像元件和图像显示装置的课题。解决方案是提供一种包含由通式（1）表示的着色剂、树脂、聚合性化合物和光聚合引发剂的着色硬化性树脂组合物；在通式（1）中，R代表n价有机基，X-分别表示独立的阴离子部分，A+代表阳离子，n表示2~6的整数。【选择图】无
• Discovery of Novel Naphthylphenylketone and Naphthylphenylamine Derivatives as Cell Division Cycle 25B (CDC25B) Phosphatase Inhibitors: Design, Synthesis, Inhibition Mechanism, and in Vitro Efficacy against Melanoma Cell Lines
  作者：Carmen Cerchia、Rosarita Nasso、Matteo Mori、Stefania Villa、Arianna Gelain、Alessandra Capasso、Federica Aliotta、Martina Simonetti、Rosario Rullo、Mariorosario Masullo、Emmanuele De Vendittis、Maria Rosaria Ruocco、Antonio Lavecchia

  DOI：10.1021/acs.jmedchem.9b00632

  日期：2019.8.8

  CDC25 phosphatases play a critical role in the regulation of the cell cycle and thus represent attractive cancer therapeutic targets. We previously discovered the 4-(2-carboxybenzoyl)phthalic acid (NSC28620) as a new CDC25 inhibitor endowed with promising anticancer activity in breast, prostate, and leukemia cells. Herein, we report a structure-based optimization of NSC28620, leading to the identification of a series of novel naphthylphenylketone and naphthylphenylamine derivatives as CDC25B inhibitors. Compounds 7j, 7i, 6e, 7f, and 3 showed higher inhibitory activity than the initial lead, with Ki values in the low micromolar range. Kinetic analysis, intrinsic fluorescence studies, and induced fit docking simulations provided a mechanistic understanding of the activity of these derivatives. All compounds were tested in the highly aggressive human melanoma cell lines A2058 and A375. Compound 4a potently inhibited cell proliferation and colony formation, causing an increase of the G2/M phase and a reduction of the G0/G1 phase of the cell cycle in both cell lines.