α-4-hydroxy benzoyl-β-2'-nitro phenyl ethylene | 850405-34-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: α-4-hydroxy benzoyl-β-2'-nitro phenyl ethylene
• 英文别名: 1-(4-hydroxyphenyl)-3-(2-nitrophenyl)prop-2-en-1-one
• CAS: 850405-34-4
• 化学式: C₁₅H₁₁NO₄
• 分子量: 269.257
• InChiKey: DSSPNTDYTWXZOZ-UHFFFAOYSA-N

物化性质

• 沸点：
  500.4±50.0 °C(Predicted)
• 密度：
  1.345±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  83.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  α-4-hydroxy benzoyl-β-2'-nitro phenyl ethylene 在 氢氧化钾 作用下， 以 甲醇 、 乙醇 、 丙酮 为溶剂， 反应 4.0h， 生成 Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-{4-[2-mercapto-6-(2-nitro-phenyl)-5,6-dihydro-pyrimidin-4-yl]-phenoxy}-tetrahydro-pyran-3-yl ester
  参考文献：
  名称：

  Ingle; Kharche; Upadhyay, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2004, vol. 43, # 9, p. 2027 - 2031

  摘要：

  DOI：
• 作为产物：
  描述：

  邻硝基苯甲醛 、 对羟基苯乙酮 在 硫酸 、 溶剂黄146 作用下， 反应 10.0h， 生成 α-4-hydroxy benzoyl-β-2'-nitro phenyl ethylene
  参考文献：
  名称：

  3,5-二芳基-4,5-二氢-1H-吡唑甲醛作为非嘌呤黄嘌呤氧化酶抑制剂的设计、合成、生物学评价：通过黄嘌呤氧化酶抑制追踪抗癌机制

  摘要：

  黄嘌呤氧化酶 (XO) 主要用于开发抗高尿酸血症/抗痛风剂，因为它催化黄嘌呤和次黄嘌呤转化为尿酸。由于催化过程中活性氧 (ROS) 的产生和致癌物质的代谢活化，XO 在各种癌症中的过度表达非常相关。在此，我们报告了一系列 3,5-二芳基-4,5-二氢-1 H-吡唑甲醛衍生物 ( 2a - 2x) 作为黄嘌呤氧化酶抑制剂 (XOI)。开发了一种对接模型，用于预测我们的新型化合物的 XO 抑制活性。此外，我们的化合物抗癌活性导致 2D 和 3D 培养模型中的低 XO 表达和 XO 携带癌细胞。合成的化合物的阵列中，图2b和2米成为具有IC强效抑制剂XO 50值分别为 9.32 ± 0.45 µM 和 10.03 ± 0.43 µM。这两种化合物均诱导细胞凋亡，在 G1 期停止细胞周期进程，提高 ROS 水平，改变线粒体膜电位，并抑制抗氧化酶。由于我们的化合物诱导的氧化应激增加，细胞中 miRNA

  DOI：

  10.1016/j.bioorg.2020.104620

文献信息

• Design, Synthesis, Antibacterial Activity, and Molecular Docking Studies of Novel Hybrid 1,3-Thiazine-1,3,5-Triazine Derivatives as Potential Bacterial Translation Inhibitor
  作者：Udaya P. Singh、Manish Pathak、Vaibhav Dubey、Hans R. Bhat、Prashant Gahtori、Ramendra K. Singh

  DOI：10.1111/j.1747-0285.2012.01430.x

  日期：2012.10

  Some novel hybrid 1,3‐thiazine‐1,3,5‐triazine derivatives were synthesized and tested for antibacterial activity. Compounds 8c and 8f were found active against Gram positive and Gram negative microorganisms. Molecular docking studies have been performed on eubacterial ribosomal decoding A site (Escherichia coli 16S rRNA A site) to rationalize the probable mode of action, binding affinity, and orientation of the molecules at the active site of receptor. The structures of all these newly synthesized compounds were confirmed by their elemental analyses and spectral data techniques viz. IR, 1H NMR, 13C NMR, and mass.
• The Synthesis and Mesomorphic Properties of a Novel Homologous Series: α-4-[4′-n-Alkoxy benzoyloxy] Benzoyl -β-2^″-nitro Phenyl Ethylenes
  作者：H. N. Chauhan、A. V. Doshi

  DOI：10.1080/15421406.2012.720860

  日期：2013.1.1

  The synthesis and mesomorphic properties of novel homologous series are reported. All 11 members of the series, except the methoxy and ethoxy derivatives, are enantiotropically mesogenic. The propoxy to tetradecyloxy homologues exhibits smectognic amd nematogenic behavior, while the hexadecyloxy homologue shows only nematogenic behavior. An odd-even effect is observed for the smecticnematic and the nematicisotropic transition curve in the phase diagram. Analytical data support the structure of molecules. The textures of the nematic mesophase are threaded or Schlieren, and that of smectic mesophase are of type-A. The transition temperatures of homologues and other mesomorphic properties are determined using optical polarizing microscopy. The smectic and nematic thermal stabilities are 138.0 degrees C and 163.8 degrees C respectively. The novel series is predominantly nematogenic and partly smectogenic with middle-ordered melting type. The nematic and smectic phase ranges vary between 16 degrees C and 38 degrees C and 6 degrees C and 22 degrees C respectively. The mesogenic properties of the novel series are compared with other structurally similar homologous series.
• Ingle; Kharche; Upadhyay, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2005, vol. 44, # 4, p. 801 - 805
  作者：Ingle、Kharche、Upadhyay

  DOI：——

  日期：——
• Design, synthesis, biological evaluation of 3,5-diaryl-4,5-dihydro-1H-pyrazole carbaldehydes as non-purine xanthine oxidase inhibitors: Tracing the anticancer mechanism via xanthine oxidase inhibition
  作者：Gaurav Joshi、Manisha Sharma、Sourav Kalra、Navnath S. Gavande、Sandeep Singh、Raj Kumar

  DOI：10.1016/j.bioorg.2020.104620

  日期：2021.2

  (2a-2x) as xanthine oxidase inhibitors (XOIs). A docking model was developed for the prediction of XO inhibitory activity of our novel compounds. Furthermore, our compounds anticancer activity results in low XO expression and XO-harboring cancer cells both in 2D and 3D-culture models are presented and discussed. Among the array of synthesized compounds, 2b and 2m emerged as potent XO inhibitors having

  黄嘌呤氧化酶 (XO) 主要用于开发抗高尿酸血症/抗痛风剂，因为它催化黄嘌呤和次黄嘌呤转化为尿酸。由于催化过程中活性氧 (ROS) 的产生和致癌物质的代谢活化，XO 在各种癌症中的过度表达非常相关。在此，我们报告了一系列 3,5-二芳基-4,5-二氢-1 H-吡唑甲醛衍生物 ( 2a - 2x) 作为黄嘌呤氧化酶抑制剂 (XOI)。开发了一种对接模型，用于预测我们的新型化合物的 XO 抑制活性。此外，我们的化合物抗癌活性导致 2D 和 3D 培养模型中的低 XO 表达和 XO 携带癌细胞。合成的化合物的阵列中，图2b和2米成为具有IC强效抑制剂XO 50值分别为 9.32 ± 0.45 µM 和 10.03 ± 0.43 µM。这两种化合物均诱导细胞凋亡，在 G1 期停止细胞周期进程，提高 ROS 水平，改变线粒体膜电位，并抑制抗氧化酶。由于我们的化合物诱导的氧化应激增加，细胞中 miRNA
• Ingle; Kharche; Upadhyay, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2004, vol. 43, # 9, p. 2027 - 2031
  作者：Ingle、Kharche、Upadhyay

  DOI：——

  日期：——