2-(4-chlorophenyl)-N-(3,3-diphenylpropyl)acetamide | 560080-39-9

• 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-(4-chlorophenyl)-N-(3,3-diphenylpropyl)acetamide
• CAS: 560080-39-9
• 化学式: C₂₃H₂₂ClNO
• mdl: MFCD03385865
• 分子量: 363.887
• InChiKey: MFACDIQCEXNDKV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  对氯苯乙酸 、 3,3-二苯基丙胺 在 4-二甲氨基吡啶 、 N,N'-羰基二咪唑 作用下， 以 二氯甲烷 为溶剂， 反应 24.33h， 以71%的产率得到2-(4-chlorophenyl)-N-(3,3-diphenylpropyl)acetamide
  参考文献：
  名称：

  Acetamide Derivatives with Antioxidant Activity and Potential Anti-Inflammatory Activity

  摘要：

  本研究报告了一些新乙酰胺衍生物的合成和抗氧化活性。通过核磁共振分析阐明了这些化合物的结构，并测量了它们的熔点。这些化合物的体外抗氧化活性是通过评估在 tBOH 或 LPS 刺激的 J774.A1 巨噬细胞中清除 ABTS 自由基的量以及估算 ROS 和 NO 的产生量来测试的。通过 MTT 试验和盐水虾试验检测了所有化合物对细胞活力的影响。

  DOI：

  10.3390/molecules15032028

文献信息

• Triflic acid-mediated phenylation of N-acylaminoalkyl diethylacetals and N-acyl-2-phenyl cyclic amides
  作者：Frank D. King、Stephen Caddick

  DOI：10.1039/c0ob01149e

  日期：——

  The reaction of N-acylaminoalkyl diethylacetals with triflic acid in benzene gave N-acylamino-diphenylalkyls. The proposed intermediates are the N-acyl-2-phenyl cyclic amides, which themselves are similarly converted to N-acylamino-diphenylalkyls.

  N-酰基氨基烷基二乙缩醛与三氟甲磺酸 在 苯得到N-酰基氨基-二苯基烷基。所提出的中间体是N-酰基-2-苯基环状酰胺，其本身被类似地转化为N-酰基氨基-二苯基烷基。
• Novel sterically hindered cannabinoid CB1 receptor ligands
  作者：Paolo Urbani、Maria Grazia Cascio、Anna Ramunno、Tiziana Bisogno、Carmela Saturnino、Vincenzo Di Marzo

  DOI：10.1016/j.bmc.2008.06.001

  日期：2008.8

  In the present study, 11 novel N-(3,3-diphenyl) propyl-2,2-diphenylacetamide derivatives (4a-d and 9a-g) and six triphenylacetamides (10a-c and 11a-c) were synthesized and tested as ligands of cannabinoid CB(1) and CB(2) receptors. All compounds exhibited affinity for CB(1) and CB(2) receptors. Four compounds (4b, 9a, 9b, and 11a) showed selectivity for CB(1) versus CB(2) receptors, although only the N-(3,3-diphenyl) propyl-2,2- diphenylacetamide (4b) can be considered a potent CB(1) ligand (K(i) = 58 nM). It was 140-fold selective over CB(2) receptors (K(i) = 7800 nM) and behaved as an inverse agonist by stimulating forskolin-induced cAMP formation in mouse N18TG2 neuroblastoma cells. This compound is the first of a novel class of tetraphenyl CB(1) ligands that, in view of its easy synthesis and high affinity for CB(1) receptors and despite its sterical hindrance, will be useful for the design of new blockers of this therapeutically exploitable receptor type. (C) 2008 Elsevier Ltd. All rights reserved.
• Acetamide Derivatives with Antioxidant Activity and Potential Anti-Inflammatory Activity
  作者：Giuseppina Autore、Anna Caruso、Stefania Marzocco、Barbara Nicolaus、Chiara Palladino、Aldo Pinto、Ada Popolo、Maria S. Sinicropi、Giuseppina Tommonaro、Carmela Saturnino

  DOI：10.3390/molecules15032028

  日期：——

  This study reports the synthesis and antioxidant activity of some new acetamide derivatives. The compounds’ structures were elucidated by NMR analysis and their melting points were measured. The in vitro antioxidant activity of these compounds was tested by evaluating the amount of scavenged ABTS radical and estimating ROS and NO production in tBOH- or LPS-stimulated J774.A1 macrophages. All compounds were tested for their effect on cell viability by an MTT assay and by a Brine Shrimp Test.

  本研究报告了一些新乙酰胺衍生物的合成和抗氧化活性。通过核磁共振分析阐明了这些化合物的结构，并测量了它们的熔点。这些化合物的体外抗氧化活性是通过评估在 tBOH 或 LPS 刺激的 J774.A1 巨噬细胞中清除 ABTS 自由基的量以及估算 ROS 和 NO 的产生量来测试的。通过 MTT 试验和盐水虾试验检测了所有化合物对细胞活力的影响。