(2-acetoxybenzoyl)-N-(4-bromophenyl)amine | 17892-93-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2-acetoxybenzoyl)-N-(4-bromophenyl)amine
• 英文别名: 2-(4-bromophenyl carbamoyl)phenyl acetate；2-acetoxybenzoyl-N-(4-bromophenyl)amide；[2-[(4-bromophenyl)carbamoyl]phenyl] Acetate
• CAS: 17892-93-2
• 化学式: C₁₅H₁₂BrNO₃
• mdl: MFCD00692088
• 分子量: 334.169
• InChiKey: OHSCFIHUSWQCSY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-溴苯胺 、 邻乙酰水杨酰氯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 以82%的产率得到(2-acetoxybenzoyl)-N-(4-bromophenyl)amine
  参考文献：
  名称：

  Synthesis and Activity of Novel Fungicide 2-(4-Bromophenyl carbamoyl)phenyl Acetate

  摘要：

  本研究通过氨解 2-(氯羰基)苯基乙酸酯合成了 2-(4-溴苯基氨基甲酰基)苯基乙酸酯。红外光谱和 1H NMR 证实了其结构。在实验室中测定了它对 Sclerotinia sclerotiorum 和 Botrytis cinerea 的抗真菌活性。结果表明，它对这两种不同的植物病原真菌具有良好的抗真菌活性。其有效浓度中值（EC50）分别达到 8.6 毫克/升和 1.8 毫克/升。

  DOI：

  10.14233/ajchem.2013.14355

文献信息

• PHARMACEUTICAL COMPOSITIONS AND METHODS OF USE OF SALICYLANILIDES FOR TREATMENT OF HEPATITIS VIRUSES
  申请人：Semple J. Edward

  公开号：US20120108592A1

  公开（公告）日：2012-05-03

  A new class of salicylanilides is described. These compounds show strong activity against hepatitis viruses.

  描述了一类新的水杨酰苯胺类化合物。这些化合物对肝炎病毒表现出强大的活性。
• Synthesis and Activity of Novel Fungicide 2-(4-Bromophenyl carbamoyl)phenyl Acetate
  作者：Yan Zhang、Shaoling Chen、Ling Wang、Xiaorong Tang

  DOI：10.14233/ajchem.2013.14355

  日期：——

  In the present study, 2-(4-bromophenyl carbamoyl)phenyl acetate was synthesized by the ammonolysis of 2-(chloro carbonyl)phenyl acetate. Its structure was confirmed by IR and 1H NMR. Its antifungal activity against Sclerotinia sclerotiorum and Botrytis cinerea has been determined in the laboratory. The results showed that it had good antifungal activity against the two different pathogenic fungi of plants. Its median effective concentrations (EC50) reached 8.6 mg L-1 and 1.8 mg L-1, respectively.

  本研究通过氨解 2-(氯羰基)苯基乙酸酯合成了 2-(4-溴苯基氨基甲酰基)苯基乙酸酯。红外光谱和 1H NMR 证实了其结构。在实验室中测定了它对 Sclerotinia sclerotiorum 和 Botrytis cinerea 的抗真菌活性。结果表明，它对这两种不同的植物病原真菌具有良好的抗真菌活性。其有效浓度中值（EC50）分别达到 8.6 毫克/升和 1.8 毫克/升。
• Optimization and Antifungal Activity of Amide Analogues
  作者：Hui Feng、Li Leng、Jia Liu、Yuanmou Tang、Pengcheng Tang、Chixiang Zhang、Xioarong Tang、Shirong Jiao

  DOI：10.14233/ajchem.2013.13895

  日期：——

  Using salicylic acid as a lead compound, a series of its analogues (compounds 1-16) were designed and synthesized. Their activity of anti-pathogenic fungi of plants has been evaluated in the laboratory. The results showed that these compounds had certain antifungal activity against Sclerotinia sclerotiorum and Bipolaris maydis (Nisikado et Miyake) Shoem. Among them, the inhibition of growth for 2-(3-fluorophenylcarbamoyl)phenyl acetate (1) and 2-(3-chlorophenylcarbamoyl)phenyl acetate (2) reached 91.1 %, 92.8 % and 90.1 %, 90.1 % at a concentration of 100 mg L-1, respectively.

  以水杨酸为先导化合物，设计并合成了一系列水杨酸类似物（化合物 1-16）。在实验室中对其抗植物病原真菌的活性进行了评估。结果表明，这些化合物对 Sclerotinia sclerotiorum 和 Bipolaris maydis (Nisikado et Miyake) Shoem 具有一定的抗真菌活性。其中，2-(3-氟苯基氨基甲酰基)苯基乙酸酯（1）和 2-(3-氯苯基氨基甲酰基)苯基乙酸酯（2）在 100 mg L-1 浓度下的生长抑制率分别达到 91.1 %、92.8 % 和 90.1 %、90.1 %。
• [EN] PHARMACEUTICAL COMPOSITIONS AND METHODS OF USE OF SALICYLANILIDES FOR TREATMENT OF HEPATITIS VIRUSES<br/>[FR] COMPOSITIONS PHARMACEUTIQUES ET PROCÉDÉS D'UTILISATION DE SALICYLANILIDES POUR TRAITEMENT DE VIRUS DE L'HÉPATITE
  申请人：ROMARK LAB LC

  公开号：WO2012058378A1

  公开（公告）日：2012-05-03

  A new class of salicylanilides is described. These compounds show strong activity against hepatitis viruses.
• Synthesis and Antifungal Activity of Aspirin Derivatives
  作者：Sumei Gao、Zhihong Xu、Xuesong Wang、Hui Feng、Ling Wang、Yuanjiang Zhao、Yue Wang、Xiaorong Tang

  DOI：10.14233/ajchem.2014.16535

  日期：——

  Using aspirin as a lead compound, a series of its derivatives (compounds 1-7) were designed and synthesized. Their activity of anti-pathogenic fungi of plants has been evaluated in the laboratory. The results showed that these compounds had good antifungal activity against Sclerotinia sclerotiorum, Helminthosprium maydis, Botrytis cinerea and Rhizoctonia solani. Among them, the inhibition of growth for compounds 1 and 2 against Helminthosprium maydis reached 92.5 and 91.6 % at a concentration of 100 mg L-1, respectively, which was superior to carbendazim.

  以阿司匹林为先导化合物，设计并合成了一系列其衍生物（化合物 1-7）。在实验室中对其抗植物病原真菌的活性进行了评估。结果表明，这些化合物对 Sclerotinia sclerotiorum、Helminthosprium maydis、Botrytis cinerea 和 Rhizoctonia solani 具有良好的抗真菌活性。其中，当浓度为 100 mg L-1 时，化合物 1 和 2 对 Helminthosprium maydis 的生长抑制率分别达到 92.5 % 和 91.6 %，优于多菌灵。