1-(4-chlorophenyl)-2-(4-nitrophenyl)ethanone | 69342-41-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1-(4-chlorophenyl)-2-(4-nitrophenyl)ethanone
• CAS: 69342-41-2
• 化学式: C₁₄H₁₀ClNO₃
• mdl: MFCD16350560
• 分子量: 275.691
• InChiKey: PAQJCGOZTPCRHP-UHFFFAOYSA-N

物化性质

• 熔点：
  107-108 °C(Solv: methanol (67-56-1))
• 沸点：
  452.1±25.0 °C(Predicted)
• 密度：
  1.341±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.071
• 拓扑面积：
  62.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(4-chlorophenyl)-2-(4-nitrophenyl)ethanone 在 吡啶 、 四氯化钛 、 sulfur 、 二乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 2-amino-4-(4-chlorophenyl)-N-cyclohexyl-5-(4-nitrophenyl)thiophene-3-carboxamide
  参考文献：
  名称：

  Design, synthesis and biological evaluation of novel 3,4,5-trisubstituted aminothiophenes as inhibitors of p53–MDM2 interaction. Part 2

  摘要：

  Five series of novel 3,4,5-trisubstituted aminothiophene derivatives and analogs were designed and synthesized based on our previous studies. All target compounds were evaluated for their p53-MDM2 binding inhibitory activities and anti-proliferation activities against A549 and PC3 tumor cell lines. Twelve compounds displayed comparable p53-MDM2 binding inhibitory activities to that of Nutlin-3. Among them, compound 7a exhibited marked binding affinity (IC50 = 0.086 mu M). In addition, most target compounds showed potent anti-proliferation activities with IC50 values at low micromolar level. A good selective profile for wild-type p53 expression cell line was also observed. Molecular docking analysis was performed as well to predict possible binding modes of target compounds with MDM2. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.03.070
• 作为产物：
  描述：

  对硝基苯乙酸 在 三氯化铝 、 三氯化磷 作用下， 生成 1-(4-chlorophenyl)-2-(4-nitrophenyl)ethanone
  参考文献：
  名称：

  Shirude; Patel; Giridhar, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2006, vol. 45, # 4, p. 1080 - 1085

  摘要：

  DOI：

文献信息

• Vicinal diaryl azole-based urea derivatives as potential cholesterol lowering agents acting through inhibition of SOAT enzymes
  作者：Palash Pal、Hardik P. Gandhi、Ashish M. Kanhed、Nirali R. Patel、Niraj N. Mankadia、Satish N. Baldha、Mahesh A. Barmade、Prashant R. Murumkar、Mange Ram Yadav

  DOI：10.1016/j.ejmech.2017.02.038

  日期：2017.4

  A novel series of vicinal diaryl azole-urea derivatives were synthesized and evaluated for their potential to inhibit SOAT enzyme. Among the reported compounds, compound (12d) emerged as the most potent compound with an IC50 value of 2.43 μM. In polaxamer-407 induced lipoprotein lipase inhibition model, compound (12d) reduced triglyceride turnover in vivo. Compound (12d) also showed dose-dependent

  合成了一系列新颖的邻位二芳基唑-脲衍生物，并评估了其抑制SOAT酶的潜力。在所报道的化合物中，化合物（12d）成为最有效的化合物，IC50值为2.43μM。在polaxamer-407诱导的脂蛋白脂肪酶抑制模型中，化合物（12d）降低了体内甘油三酸酯的转化率。化合物（12d）还以30mg / kg的剂量显示出剂量依赖性的血清总胆固醇预防和LDL-C升高的预防。此外，化合物（12d）显示出潜在地剂量依赖性地阻止血清HDL-C水平下降并改善动脉粥样硬化指数。研究了12d对体重，斑块形成和动脉粥样硬化病变发展的影响。化合物（12d）的毒理学研究表明，以2000 mg / kg的剂量，
• [EN] 6-ALKENYL AND 6-PHENYLALKYL SUBSTITUTED 2-QUINOLINONES AND 2-QUINOXALINONES AS POLY(ADP-RIBOSE) POLYMERASE INHIBITORS<br/>[FR] 2-QUINOLINONES ET 2-QUINOXALINONES SUBSTITUEES PAR 6-ALCENYLE ET 6-PHENYLALKYLE UTILISEES COMME INHIBITEURS DE LA POLY(ADP-RIBOSE) POLYMERASE (PARP)
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：WO2005054201A1

  公开（公告）日：2005-06-16

  The present invention provides compounds of formula (I) and compounds of formula (I), (VII-a), as well as pharmaceutical compositions comprising said compounds and their use as PARP inhibitors wherein n, R1, R2, R3, R4, R5, R6, R7, Re, Rd and X have defined meanings.

  本发明提供了式(I)的化合物和式(I)、(VII-a)的化合物，以及包含所述化合物的药物组合物，以及这些化合物作为PARP抑制剂的用途，其中n、R1、R2、R3、R4、R5、R6、R7、Re、Rd和X具有定义的含义。
• Enantioselective Access to Triaryl-2-pyrones with Monoaxial or Contiguous C–C Diaxes via Oxidative NHC Catalysis
  作者：Si-Chen Zhang、Shengping Liu、Xia Wang、Shao-Jie Wang、Hui Yang、Lin Li、Binmiao Yang、Ming Wah Wong、Yu Zhao、Shenci Lu

  DOI：10.1021/acscatal.2c05570

  日期：2023.2.17

  materials. This N-heterocyclic carbene catalysis method adopts an atroposelective annulation of 2-aryketones with ynals under oxidative conditions. The annulation includes the construction of one or two axes in a single operation, achieves step economy, and affords axially chiral triaryl-2-pyrones in moderate to good yields, with high to excellent enantioselectivities. DFT calculations of the relative energies

  我们在此展示了一种前所未有的立体选择性合成三芳基-2-吡喃酮的方法，该方法由现成的起始材料制成，具有单轴或连续双轴。这种N-杂环卡宾催化方法采用氧化条件下2-芳酮与炔烃的阻转选择性环化。环化包括在单个操作中构建一个或两个轴，实现步骤经济，并以中等至良好的收率提供轴向手性三芳基-2-吡喃酮，具有高至优异的对映选择性。对立体异构体和旋转势垒的相对能量进行了 DFT 计算。
• Shirude; Patel; Giridhar, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2006, vol. 45, # 4, p. 1080 - 1085
  作者：Shirude、Patel、Giridhar、Yadav

  DOI：——

  日期：——
• SIMONOV D. A.; ELISEEV I. I.; KARAVAN V. S., ZH. ORGAN. XIMII, 1980, 16, HO 2, 461
  作者：SIMONOV D. A.、 ELISEEV I. I.、 KARAVAN V. S.

  DOI：——

  日期：——