4-叔丁基-N-(4-苯氧基苯基)苯甲酰胺 | 287943-44-6

• 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: 4-叔丁基-N-(4-苯氧基苯基)苯甲酰胺
• 英文名称: 4-(tert-butyl)-N-(4-phenoxyphenyl)benzamide
• 英文别名: 4-tert-butyl-N-(4-phenoxyphenyl)benzamide
• CAS: 287943-44-6
• 化学式: C₂₃H₂₃NO₂
• 分子量: 345.441
• InChiKey: RDGPCRBQMZKLTG-UHFFFAOYSA-N

物化性质

• 沸点：
  419.4±38.0 °C(Predicted)
• 密度：
  1.130±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  对叔丁基苯甲酸 在 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 7.0h， 生成 4-叔丁基-N-(4-苯氧基苯基)苯甲酰胺
  参考文献：
  名称：

  Synthesis and Antifungal Activity of Cuminic Acid Derivatives

  摘要：

  一系列苯甲酰胺衍生物（化合物1-29）是基于前导化合物枯酸合成得到的。化合物11的晶体结构通过单晶X射线衍射进行了表征。合成的化合物对七种植物病原真菌，即立枯丝核菌、玉蜀黍赤霉、玉蜀黍蠕孢、核盘菌、灰葡萄孢、双孢脐腐菌和葫芦脐腐菌，进行了抗真菌活性测定。初步结果表明，大多数化合物显示出显著的抗真菌活性。其中，化合物22表现出最强的活性，并且对H. maydis、S. sclerotiorum和B. cinerea的抗真菌活性优于多菌灵。

  DOI：

  10.1007/s10600-017-2212-z

文献信息

• Facile Synthesis of Polyamide Dendrimers from Unprotected AB₂ Building Blocks:  Dumbbell-Shaped Dendrimer, Star-Shaped Dendrimer, and Dendrimer with a Carboxylic Acid at the Core
  作者：Isao Washio、Yuji Shibasaki、Mitsuru Ueda

  DOI：10.1021/ma0478456

  日期：2005.3.1

  AB2 building block, 3,5-bis(4-aminophenoxy)benzoic acid. A third generation dendrimer with a molecular weight of 8197 Da was prepared in a high yield, using 1,3,5-tris[N-(4-aminophenyl)]benzenetricarboxamide as a core molecule. A dendrimer with a carboxylic acid group at its core (molecular weight:  10 700 Da) could be prepared from the third generation dendron with 3,5-bis(3,5-diaminobenzoylamino)benzoic

  已经开发了不需要保护和脱保护步骤的快速，廉价和高效的芳族聚酰胺树枝状大分子的合成方法。树枝状结构和各种类型的聚酰胺树枝状聚合物很容易通过收敛方法制备，该方法包括使用少量过量的亚硫酰氯作为活化剂在焦点处活化羧酸，然后与未保护的AB 2结构单元3,5缩合。-双（4-氨基苯氧基）苯甲酸。使用1,3,5-tris [ N-（4-氨基苯基）]苯三甲酰胺为核心分子。可以从以3,5-双（3,5-二氨基苯甲酰基氨基）苯甲酸为核心分子的第三代树枝状分子制备在其核心（分子量：10 700 Da）处具有羧酸基的树枝状聚合物。仅通过沉淀纯化的所有上述产物显示出高纯度，使用基质辅助激光解吸电离飞行时间质谱法进行评估。
• Facile Synthesis of Polyamide Dendrimers from Unprotected AB₂ Building Blocks
  作者：Isao Washio、Yuji Shibasaki、Mitsuru Ueda

  DOI：10.1021/ol035595s

  日期：2003.10.1

  A fast, inexpensive, and highly efficient synthesis of aromatic polyamide dendrimers; without the need for protection and deprotection steps has been developed. Dendrons and third-generation polyamide dendrimers were easily prepared by a convergent approach involving activation of a focal point with thionyl chloride, followed by condensation with unprotected AB(2) building blocks.
• Broad Spectrum Inhibitor of Influenza A and B Viruses Targeting the Viral Nucleoprotein
  作者：Kris M. White、Pablo Abreu、Hui Wang、Paul D. De Jesus、Balaji Manicassamy、Adolfo García-Sastre、Sumit K. Chanda、Robert J. DeVita、Megan L. Shaw

  DOI：10.1021/acsinfecdis.7b00120

  日期：2018.2.9

  S119 was a top hit from an ultrahigh throughput screen performed to identify novel inhibitors of influenza virus replication. It showed a potent antiviral effect (50% inhibitory concentration, IC50 = 20 nM) and no detectable cytotoxicity (50% cytotoxic concentration, CC50 > 500 mu M) to yield a selectivity index greater than 25000. Upon investigation, we found that S119 selected for resistant viruses carrying mutations in the viral nucleoprotein (NP). These resistance mutations highlight a likely S119 binding site overlapping with but not identical to that found for the compound nucleozin. Mechanism of action studies revealed that S119 affects both the oligomerization state and cellular localization of the NP protein which has an impact on viral transcription, replication, and protein expression. Through a hit-to-lead structure-activity relationship (SAR) study, we found an analog of S119, named S119-8, which had increased breadth of inhibition against influenza A and B viruses accompanied by only a small loss in potency. Finally, in vitro viral inhibition assays showed a synergistic relationship between S119-8 and oseltamivir when they were combined, indicating the potential for future drug cocktails.