2-氨基-4-氯苯甲酸异丙酯 | 1038342-87-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-氨基-4-氯苯甲酸异丙酯
• 英文名称: isopropyl 2-amino-4-chlorobenzoate
• 英文别名: Propan-2-yl amino 4-chlorobenzoate；propan-2-yl 2-amino-4-chlorobenzoate
• CAS: 1038342-87-8
• 化学式: C₁₀H₁₂ClNO₂
• mdl: MFCD11695365
• 分子量: 213.664
• InChiKey: BVFALMCHEMHARZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  52.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-氨基-4-氯苯甲酸异丙酯 、 2,6-二氟苯甲酰氯 以 二氯甲烷 为溶剂， 反应 16.0h， 以33%的产率得到Propan-2-yl 4-chloro-2-[(2,6-difluorobenzoyl)amino]benzoate
  参考文献：
  名称：

  Synthesis and anti-platelet evaluation of 2-benzoylaminobenzoate analogs

  摘要：

  Fifty-two 2-benzoylaminobenzoate analogs were synthesized and subjected to anti-platelet aggregation assay using arachidonic acid (AA), collagen (Col), thrombin (Thr), and U46619 as inducers. The results revealed that most of 2-benzoylaminobenzoic acid derivatives showed a selectively inhibitory effect on AA-induced platelet aggregation. As a result of the 2-benzoylaminobenzoic acid derivatives (18, 44, and 46), there were no inhibitory effects on platelet aggregation induced by U46619, but these elicited an inhibitory effect on thromboxane B-2 formation at 1.0 mu M. These 2-benzoylaminobenzoate analogs were therefore proposed as cyclooxygenase inhibitors. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.03.071
• 作为产物：
  描述：

  (2-amino-4-chlorophenyl) (benzotriazole-1-yl)methanone 、 异丙醇 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 以84%的产率得到2-氨基-4-氯苯甲酸异丙酯
  参考文献：
  名称：

  A Simple, Mild, and Practical Method for the Esterification and Thioesterification of Anthranilic Acid Utilizing N-(2-Aminobenzoyl)benzotriazole

  摘要：

  A convenient and efficient method for the preparation of anthranilic esters and anthranilic thioesters has been developed by the treatment of N-(2-aminobenzoyl)benzotriazoles with alcohols and thiols in the presence of 4-(dimethylamino)pyridine (DMAP).

  DOI：

  10.1055/s-0033-1339469

文献信息

• Transition-metal-catalyst-free synthesis of anthranilic acid derivatives by transfer hydrogenative coupling of 2-nitroaryl methanols with alcohols/amines
  作者：Shudi Zhang、Zhenda Tan、Biao Xiong、Huan Feng Jiang、Min Zhang

  DOI：10.1039/c7ob02919e

  日期：——

  By using a transfer hydrogenative coupling strategy, we herein describe a new method for the efficient synthesis of anthranilic acid derivatives, a significantly important class of compounds with extensive applications in organic synthesis and the discovery of bioactive molecules, from 2-nitroaryl methanols and readily available alcohols/amines. The synthesis proceeds with the merits of no need for

  通过使用转移氢化偶联策略，我们在本文中描述了一种有效合成邻氨基苯甲酸衍生物的新方法，这是一类重要的化合物，在2-硝基芳基甲醇中的有机合成和生物活性分子的发现具有广泛的应用，并且易于获得醇/胺。合成进行的优点是不需要过渡金属催化剂，操作简单，底物范围宽，功能耐受性好和步骤效率高，这为获得邻氨基苯甲酸衍生物提供了有用的替代方法。
• Synthesis and anti-platelet evaluation of 2-benzoylaminobenzoate analogs
  作者：Pei-Wen Hsieh、Shin-Zan Chiang、Chin-Chung Wu、Yi-Ching Lo、Yu-Tzu Shih、Yang-Chang Wu

  DOI：10.1016/j.bmc.2008.03.071

  日期：2008.5

  Fifty-two 2-benzoylaminobenzoate analogs were synthesized and subjected to anti-platelet aggregation assay using arachidonic acid (AA), collagen (Col), thrombin (Thr), and U46619 as inducers. The results revealed that most of 2-benzoylaminobenzoic acid derivatives showed a selectively inhibitory effect on AA-induced platelet aggregation. As a result of the 2-benzoylaminobenzoic acid derivatives (18, 44, and 46), there were no inhibitory effects on platelet aggregation induced by U46619, but these elicited an inhibitory effect on thromboxane B-2 formation at 1.0 mu M. These 2-benzoylaminobenzoate analogs were therefore proposed as cyclooxygenase inhibitors. (C) 2008 Elsevier Ltd. All rights reserved.
• A Simple, Mild, and Practical Method for the Esterification and Thioesterification of Anthranilic Acid Utilizing N-(2-Aminobenzoyl)benzotriazole
  作者：İlhami Çelik、Şule Kökten

  DOI：10.1055/s-0033-1339469

  日期：——

  A convenient and efficient method for the preparation of anthranilic esters and anthranilic thioesters has been developed by the treatment of N-(2-aminobenzoyl)benzotriazoles with alcohols and thiols in the presence of 4-(dimethylamino)pyridine (DMAP).