2-(萘-1-氨基)-苯甲酸 | 13278-41-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 2-(萘-1-氨基)-苯甲酸
• 英文名称: N-(1-naphthyl)anthranilic acid
• 英文别名: 2-(naphthalen-1-ylamino)benzoic acid；N-naphthylanthranilic acid
• CAS: 13278-41-6
• 化学式: C₁₇H₁₃NO₂
• mdl: MFCD00157010
• 分子量: 263.296
• InChiKey: JWEJPODVFPOQPE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2922499990

反应信息

• 作为反应物：
  描述：

  2-(萘-1-氨基)-苯甲酸 在 五氯化磷 、 苯 作用下， 生成 N'-benz[c]acridin-7-yl-N,N-dimethyl-propanediyldiamine
  参考文献：
  名称：

  Synthetic Amebicides. II. 7-Dialkylaminoalkylaminobenz[c]acridines and Other 7-Aminobenz[c]acridines^1,2

  摘要：

  DOI：

  10.1021/ja01574a033
• 作为产物：
  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

文献信息

• Synthesis and antimalarial activity of new 4-amino-7-chloroquinolyl amides, sulfonamides, ureas and thioureas
  作者：Kekeli Ekoue-Kovi、Kimberly Yearick、Daniel P. Iwaniuk、Jayakumar K. Natarajan、John Alumasa、Angel C. de Dios、Paul D. Roepe、Christian Wolf

  DOI：10.1016/j.bmc.2008.11.009

  日期：2009.1

  We report the synthesis and in vitro antimalarial activities of more than 50 7-chloro-4-aminoquinolyl-derived sulfonamides 3–8 and 11–26, ureas 19–22, thioureas 23–26, and amides 27–54. Many of the CQ analogues prepared for this study showed submicromolar antimalarial activity versus HB3 (chloroquine sensitive) and Dd2 (chloroquine resistant strains of Plasmodium falciparum) and low resistance indices

  我们报告了 50 多种 7-氯-4-氨基喹啉衍生的磺酰胺3 – 8和11 – 26、尿素19 – 22、硫脲23 – 26和酰胺27 – 54的合成和体外抗疟活性。许多为本研究制备的 CQ 类似物显示出亚微摩尔级抗疟活性，而 HB3（对氯喹敏感）和 Dd2（恶性疟原虫的氯喹抗性菌株）) 和低电阻指数在大多数情况下获得。侧链长度的系统变化和氟化脂肪族和芳香族末端的引入揭示了克服 CQ 抗性的有希望的线索。特别是，磺酰胺3具有短侧链和末端丹磺酰部分，结合了高抗疟原虫效力和低抗性指数，对 HB3 和 Dd2 寄生虫的IC 50 s 分别为 17.5 和 22.7 nM。
• Regioselective Copper-Catalyzed Amination of Chlorobenzoic Acids:  Synthesis and Solid-State Structures of <i>N</i>-Aryl Anthranilic Acid Derivatives
  作者：Xuefeng Mei、Adam T. August、Christian Wolf

  DOI：10.1021/jo0518809

  日期：2006.1.1

  amination of 2-chlorobenzoic acids with aniline derivatives has been developed. The method eliminates the need for acid protection and produces a wide range of N-aryl anthranilic acid derivatives in up to 99% yield. The amination was found to proceed with both electron-rich and electron-deficient aryl chlorides and anilines and also utilizes sterically hindered anilines such as 2,6-dimethylaniline and

  开发了一种化学和区域选择性铜催化交叉偶联反应，用于 2-氯苯甲酸与苯胺衍生物的有效胺化。该方法无需酸保护，可生产多种N-芳基邻氨基苯甲酸衍生物，收率高达 99%。发现胺化可以用富电子和缺电子的芳基氯和苯胺进行，并且还利用空间位阻苯胺，例如2,6-二甲基苯胺和2-叔丁基苯胺。已在固态下研究了适当取代的N-芳基邻氨基苯甲酸的构象异构现象。七种邻氨基苯甲酸衍生物的晶体学分析表明形成了两种不同的超分子结构，表现出反式-反式和前所未有的反式-顺式二聚体结构。
• 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。
• Regioselective Copper-Catalysed Amination of Halobenzoic Acids using Aromatic Amines
  作者：Mohan Babu Maradolla、Amaravathi Mandha、Chandra Mouli Garimella

  DOI：10.3184/030823407x255597

  日期：2007.10

  Copper dipyridine dichloride (CuPy2Cl2) has been found to be an efficient catalyst for the synthesis of N-arylanthranilic acids from ortho halobenzoic acids and aromatic amines under microwave irradiation. Some of the advantages of this method are high chemoselectivity, ease of operation, less reaction times and high yields. (61–98%).

  已发现二氯化二吡啶铜 (CuPy2Cl2) 是在微波辐射下由邻卤苯甲酸和芳香胺合成 N-芳基邻氨基苯甲酸的有效催化剂。这种方法的一些优点是高化学选择性、易于操作、反应时间短和收率高。(61–98%)。
• [EN] DESIGN, SYNTHESIS, AND BIOLOGICAL ACTIVITY OF PLATINUM-BENZ[C]ACRIDINE HYBRID AGENTS AND METHODS ASSOCIATED THEREWITH<br/>[FR] CONCEPTION, SYNTHÈSE ET ACTIVITÉ BIOLOGIQUE D'AGENTS HYBRIDES AU PLATINE-BENZ [C] ACRIDINE ET PROCÉDÉS ASSOCIÉS À CES DERNIERS
  申请人：UNIV WAKE FOREST

  公开号：WO2015142684A1

  公开（公告）日：2015-09-24

  The present invention relates to the compounds of formula (I), pharmaceutically acceptable salts, and solvates thereof, wherein the various substituents are as defined herein. The compounds, solvates and salts thereof of Formula (I) are effective as anti-cancer compounds.

  本发明涉及式(I)的化合物，药学上可接受的盐及溶剂化合物，其中各种取代基如本文所定义。式(I)的化合物、溶剂及其盐被证明具有抗癌作用。