N-(3-acetylphenyl)-4-methoxybenzamide | 316150-74-0

• 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: N-(3-acetylphenyl)-4-methoxybenzamide
• CAS: 316150-74-0
• 化学式: C₁₆H₁₅NO₃
• mdl: MFCD00816425
• 分子量: 269.3
• InChiKey: HEIPFULVZGXCFU-UHFFFAOYSA-N

物化性质

• 熔点：
  167-168 °C
• 沸点：
  371.2±27.0 °C(Predicted)
• 密度：
  1.203±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  N-(3-acetylphenyl)-4-methoxybenzamide 在 sodium ethanolate 作用下， 以 甲醇 、 乙醇 、 水 为溶剂， 生成
  参考文献：
  名称：

  新型钯配合物的合成，抗癌评价及与顺铂的协同作用：DNA，BSA相互作用和分子对接研究。

  摘要：

  背景技术为了发现与现有药物相比具有改进特性的新型化疗药物，并牢记一些Pd配合物与顺铂（一系列新颖的方形平面钯（II）相比，具有更好的抗肿瘤活性且肾毒性较小）这一事实。 ）合成具有O，O二齿配体[L ＝ 2-羟基-烷基（芳基）-4-氧代-2-丁烯酸酯的乙基]的配合物[Pd（L）2]（3a-f）。方法通过光谱（紫外-可见，红外，核磁共振，ESI-MS）和X射线分析对所有复合物进行表征，并检查它们对人癌细胞HeLa和MDA-MB 231和正常成纤维细胞（MRC-5）的细胞毒性作用。荧光光谱法用于研究CT-DNA或牛血清白蛋白（BSA）与复合物3c之间的相互作用。进行粘度测量和分子对接研究以确认DNA与BSA和复合物3c之间的相互作用方式。结果显示出最佳结果的复合物3c，3d和3e被进一步研究。选择的复合物在HeLa和MDA-MB 231细胞中诱导凋亡和细胞周期停滞。低浓度的3c和3e与低浓度的顺

  DOI：

  10.2174/1573406415666190128095732
• 作为产物：
  描述：

  3-碘苯乙酮 、 4-甲氧基苯甲酰胺 在 copper(l) iodide 、 potassium tert-butylate 、 N¹,N²-bis(pyridin-2-ylmethyl)oxalamide 作用下， 以 二甲基亚砜 为溶剂， 反应 24.0h， 以59%的产率得到N-(3-acetylphenyl)-4-methoxybenzamide
  参考文献：
  名称：

  室温铜催化的恶唑烷酮和酰胺与（杂）芳基碘化物的 N-芳基化

  摘要：

  N , N '-Bis(pyridin-2-ylmethyl)oxalamide (BPMO) 被发现是 Cu 催化的恶唑烷酮和伯胺和仲胺在室温下与（杂）芳基碘化物的N-芳基化的合适促进剂。芳基碘化物和芳基溴化物之间达到了优异的化学选择性，并且广泛的官能团可以耐受反应条件，从而导致形成多种多样的N-芳基化产物。

  DOI：

  10.1021/acs.orglett.2c00122

文献信息

• Synthesis and biological evaluation of asymmetric indole curcumin analogs as potential anti-inflammatory and antioxidant agents
  作者：Babasaheb P. Bandgar、Santosh N. Kinkar、Hemant V. Chavan、Shivkumar S. Jalde、Rafik U. Shaikh、Rajesh N. Gacche

  DOI：10.3109/14756366.2012.743536

  日期：2014.2.1

  Abstract A series of asymmetric indole curcumin analogs were synthesized and evaluated as possible inhibiters of pro-inflammatory enzymes such as COX-2, pro-inflammatory cytokines as TNF-α and IL-6, trypsin and β-glucuronidase. They were also tested for antioxidant activities. The results showed that compounds 5e and 5h were found to be the most potent inhibitors of COX-2 (83.33%, 82.50%) and β-glucuronidase

  摘要合成了一系列不对称吲哚姜黄素类似物，并作为可能的促炎酶抑制剂，如COX-2，促炎细胞因子如TNF-α和IL-6，胰蛋白酶和β-葡萄糖醛酸苷酶抑制剂。还对它们的抗氧化活性进行了测试。结果表明，化合物5e和5h是最有效的COX-2抑制剂（83.33％，82.50％）和β-葡萄糖醛酸苷酶（67.80％，64.12％）。在10 µM的浓度下，所有合成的化合物在71-100％的范围内均显示出对IL-6的有希望的活性。化合物5f，5h，5e，5c和5d对TNF-α（28-51％）和IL-6（87-98％）表现出显着的抑制作用，对CCK-8细胞的毒性低（45-51％）。除少数例外，发现所有其他化合物均对优秀的IL-6抑制剂和中度TNF-α抑制剂有良好的作用。然而，这些化合物的毒性特征需要在进一步的优化研究中加以改善。在测试的化合物中，发现5c，5b，5j和5g具有出色的还原活性，而5b，5c和5h是中等的DPPH（1
• Amide-containing diketoacids as HIV-1 integrase inhibitors: Synthesis, structure–activity relationship analysis, and biological activity
  作者：Hongcai Li、Chao Wang、Tino Sanchez、Yanmei Tan、Chunying Jiang、Nouri Neamati、Guisen Zhao

  DOI：10.1016/j.bmc.2009.01.077

  日期：2009.4

  HIV-1 integrase, which catalyzes the integration of the viral genome into the cellular chromosome, is an essential enzyme for retroviral replication, and represents an attractive and validated target in the development of therapeutics against AIDS. In this paper, 17 amide-containing novel diketoacids were designed and synthesized, and their ability to inhibit HIV-1 integrase was tested. The structure-activity relationships were also analyzed. (C) 2009 Elsevier Ltd. All rights reserved.
• Synthesis and antioxidant, cytotoxicity and antimicrobial activities of novel curcumin mimics
  作者：Babasaheb P. Bandgar、Shivkumar S. Jalde、Balaji L. Korbad、Sachin A. Patil、Hemant V. Chavan、Santosh N. Kinkar、Laxman K. Adsul、Sadanand N. Shringare、Shivraj H. Nile

  DOI：10.3109/14756366.2011.587416

  日期：2012.4.1

  Claisen-Schmidt condensation of 3-(1,2,3,6-tetrahydro-1-methylpyridin-4-yl)-2,4,5-trimethoxybenzaldehyde 3 and various aromatic, heterocyclic and alicyclic amides of 3- aminoacetophenone 6(a-s) afforded novel curcumin mimics. All the synthesized compounds were characterized by IR, H-1 NMR, Mass spectroscopy and evaluated for antioxidant, cytotoxicity and antimicrobial activity. Out of the 20 compounds screened, compounds 7i, 7l, 7q, and 7n have shown excellent radical scavenging activity, compounds 7o, 7t, 7f, and 7r have shown significant xanthine oxidase inhibition, and compounds 7a, 7k and 7l were found to be potent inhibitors of selected cancer cell lines. Compounds 7h, 7t, 7l, 7i, and 7e have shown good antibacterial activity, whereas compounds 7j, 7f, 7o, 7h, and 7t exhibited significant antifungal activity.
• Synthesis and biological evaluation of novel curcumin analogues as anti-inflammatory, anti-cancer and anti-oxidant agents
  作者：Babasaheb P. Bandgar、Baliram S. Hote、Shivkumar S. Jalde、Rajesh N. Gacche

  DOI：10.1007/s00044-011-9834-7

  日期：2012.10

  A series of novel curcumin analogues 5a-m were synthesized by Claisen-Schmidt condensation of various aromatic and heteroaromatic amides of 3-aminoactophenones 4a-m with 3-bromo-2,4,6-trimethoxybenzaldehyde and characterized by IR, H-1 NMR and mass spectroscopic analysis and were evaluated for anti-inflammatory, anti-cancer and anti-oxidant activity. Out of the 13 synthesized compounds, compounds 5f, 5j and 5m were excellent inhibitors of TNF-alpha and IL-6. Compounds 5c, 5e, 5b and 5d showed potent COX-2 inhibition, compounds 5d and 5f have shown good trypsin inhibition and compounds 5e, 5g and 5c exhibited excellent beta-glucuronidase inhibition. Compounds 5l and 5m showed potent anti-cancer activity against selected five human cancer cell lines. All the compounds exhibited moderate free radical scavenging activity, while compounds 5a and 5m were excellent OH radical scavengers.
• Synthesis, Anticancer Evaluation and Synergistic Effects with <i>cis</i>platin of Novel Palladium Complexes: DNA, BSA Interactions and Molecular Docking Study
  作者：Nenad Joksimović、Nenad Janković、Jelena Petronijević、Dejan Baskić、Suzana Popovic、Danijela Todorović、Milan Zarić、Olivera Klisurić、Milan Vraneš、Aleksandar Tot、Zorica Bugarčić

  DOI：10.2174/1573406415666190128095732

  日期：2020.1.16

  Fluorescence spectroscopic method was used for investigations of the interactions between CT-DNA or bovine serum albumin (BSA) and complex 3c. Viscosity measurements and molecular docking study were performed to confirm the mode of interactions between DNA and BSA and complex 3c. RESULTS Complexes that showed the best results, 3c, 3d, and 3e, were placed under further investigations. Selected complexes induced

  背景技术为了发现与现有药物相比具有改进特性的新型化疗药物，并牢记一些Pd配合物与顺铂（一系列新颖的方形平面钯（II）相比，具有更好的抗肿瘤活性且肾毒性较小）这一事实。 ）合成具有O，O二齿配体[L ＝ 2-羟基-烷基（芳基）-4-氧代-2-丁烯酸酯的乙基]的配合物[Pd（L）2]（3a-f）。方法通过光谱（紫外-可见，红外，核磁共振，ESI-MS）和X射线分析对所有复合物进行表征，并检查它们对人癌细胞HeLa和MDA-MB 231和正常成纤维细胞（MRC-5）的细胞毒性作用。荧光光谱法用于研究CT-DNA或牛血清白蛋白（BSA）与复合物3c之间的相互作用。进行粘度测量和分子对接研究以确认DNA与BSA和复合物3c之间的相互作用方式。结果显示出最佳结果的复合物3c，3d和3e被进一步研究。选择的复合物在HeLa和MDA-MB 231细胞中诱导凋亡和细胞周期停滞。低浓度的3c和3e与低浓度的顺