1-(2-pyridyl)-3-(4-benzyloxyphenyl)propen-1-one | 330559-52-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 1-(2-pyridyl)-3-(4-benzyloxyphenyl)propen-1-one
• 英文别名: 2-Propen-1-one, 3-[4-(phenylmethoxy)phenyl]-1-(2-pyridinyl)-；3-(4-phenylmethoxyphenyl)-1-pyridin-2-ylprop-2-en-1-one
• CAS: 330559-52-9
• 化学式: C₂₁H₁₇NO₂
• 分子量: 315.371
• InChiKey: KJAMDALAYALIAS-UHFFFAOYSA-N

物化性质

• 沸点：
  515.5±50.0 °C(Predicted)
• 密度：
  1.177±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(2-pyridyl)-3-(4-benzyloxyphenyl)propen-1-one 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Novel 2-pyrazoline derivatives as potential anticonvulsant agents

  摘要：

  A series of new 2-pyrazoline derivatives has been synthesized by reacting 3-(substituted-phenyl)-1-pyridin-2-yl-propenones using two routes one using thiosemicarbazide and the other by hydrazine hydrate. The chemical structures were established by IR, Mass, H-1-NMR, C-13-NMR spectroscopic data, and elemental analysis. The anticonvulsant activity of the synthesized compounds was evaluated by the "maximal electroshock seizure" (MES) test and pentylenetetrazole (PTZ) test using male albino mice. Compounds 2e, 5-(naphthalene-1-yl)-3-(pyridine-2-yl)-4,5-dihydro-1H-pyrazole-1-carbothioic acid amide, and 3c, N-ethyl-5-(naphthalene-1-yl)-3-(pyridine-2-yl)-4,5-dihydro-1H-pyrazole-1-carbothioamide showed appreciable activity in the MES as well as PTZ test at all the evaluated doses.

  DOI：

  10.1007/s00044-013-0530-7
• 作为产物：
  描述：

  2-乙酰基吡啶 、 4-苄氧基苯甲醛 在 potassium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 3.0h， 生成 1-(2-pyridyl)-3-(4-benzyloxyphenyl)propen-1-one
  参考文献：
  名称：

  手性双官能胺-方形酰胺催化γ-取代的丁烯内酯向2-烯丙基吡啶的非对映和对映选择性直接乙烯基加成反应

  摘要：

  已经实现了γ-取代的丁烯内酯对2-烯丙基吡啶的非对映和对映选择性的直接乙烯基乙烯基迈克尔加成反应。一系列具有两个连续的三和四取代的立体异构...的γ，γ-二取代的丁烯内酯衍生物

  DOI：

  10.1039/c5cc06383c

文献信息

• Diastereo- and enantioselective direct vinylogous Michael addition of γ-substituted butenolides to 2-enoylpyridines catalyzed by chiral bifunctional amine-squaramides
  作者：Zhen-Hua Wang、Zhi-Jun Wu、Xue-Qun Huang、Deng-Feng Yue、Yong You、Xiao-Ying Xu、Xiao-Mei Zhang、Wei-Cheng Yuan

  DOI：10.1039/c5cc06383c

  日期：——

  The diastereo- and enantioselective direct vinylogous Michael addition reaction of [gamma]-substituted butenolides to 2-enoylpyridines has been achieved. A range of [gamma],[gamma]-disubstituted butenolide derivatives, bearing two consecutive tri- and tetrasubstituted stereogenic...

  已经实现了γ-取代的丁烯内酯对2-烯丙基吡啶的非对映和对映选择性的直接乙烯基乙烯基迈克尔加成反应。一系列具有两个连续的三和四取代的立体异构...的γ，γ-二取代的丁烯内酯衍生物
• Enantioselective synthesis of chiral α,β-unsaturated γ-substituted butyrolactams by organocatalyzed direct asymmetric vinylogous Michael addition of α,β-unsaturated γ-butyrolactam to 2-enoylpyridines
  作者：Zhen-Hua Wang、Zhi-Jun Wu、Deng-Feng Yue、Yong You、Xiao-Ying Xu、Xiao-Mei Zhang、Wei-Cheng Yuan

  DOI：10.1039/c6ob01191h

  日期：——

  organocatalyzed direct asymmetric vinylogous Michael addition reaction of α,β-unsaturated γ-butyrolactam to 2-enoylpyridines has been developed with a chiral bifunctional amine-squaramide as the catalyst. This approach provides easy access to a series of optically active α,β-unsaturated γ-substituted butyrolactams in high yields (up to 99%) with excellent diastereoselectivities (up to >99 : 1) and enantioselectivities

  已经开发了以手性双官能胺-方酸酰胺为催化剂的α，β-不饱和γ-丁内酰胺对2-烯丙基吡啶的有机催化直接不对称乙烯基类迈克尔迈克尔加成反应。这种方法可轻松获得一系列具有高非对映选择性（高达> 99：1）和对映选择性（高达ee> 99％）的高产率（高达99％）的光学旋光性α，β-不饱和γ-取代的丁内酰胺。 。
• Spectroscopic Study of DNA Hydrolysis, DNA Intercalative, and Electrostatic Interaction Activity Exerted by Drug Based Coordination Compounds
  作者：Mohan N. Patel、Bhupesh S. Bhatt、Promise A. Dosi

  DOI：10.1002/zaac.201100307

  日期：2012.1

  mononuclear copper(II) complexes with second generation fluoroquinolone drug ciprofloxacin (CFL) and some bipyridine derivatives (An) of type [Cu(CFL)(An)Cl]·2H2O. The DNA binding free energies were evaluated by studying the effect of salt concentrations on DNA binding. DNA interactions were investigated by using DNA melting temperature studies, viscosity measurements, absorption titration, and gel electrophoresis

  我们的工作重点是合成和表征中性单核铜 (II) 配合物与第二代氟喹诺酮类药物环丙沙星 (CFL) 和一些 [Cu(CFL)(An)Cl]·2H2O 型联吡啶衍生物 (An)。通过研究盐浓度对 DNA 结合的影响来评估 DNA 结合自由能。通过使用 DNA 熔解温度研究、粘度测量、吸收滴定和凝胶电泳实验来研究 DNA 相互作用。还研究了超氧化物歧化酶 (SOD) 样活性（IC50 值）和金属配合物的抗菌活性。为了验证质粒 DNA 切割的正确机制途径，在自由基清除剂的存在下进行了凝胶电泳实验。
• Novel 2-pyrazoline derivatives as potential anticonvulsant agents
  作者：Shradha Bhandari、Avinash C. Tripathi、Shailendra K. Saraf

  DOI：10.1007/s00044-013-0530-7

  日期：2013.11

  A series of new 2-pyrazoline derivatives has been synthesized by reacting 3-(substituted-phenyl)-1-pyridin-2-yl-propenones using two routes one using thiosemicarbazide and the other by hydrazine hydrate. The chemical structures were established by IR, Mass, H-1-NMR, C-13-NMR spectroscopic data, and elemental analysis. The anticonvulsant activity of the synthesized compounds was evaluated by the "maximal electroshock seizure" (MES) test and pentylenetetrazole (PTZ) test using male albino mice. Compounds 2e, 5-(naphthalene-1-yl)-3-(pyridine-2-yl)-4,5-dihydro-1H-pyrazole-1-carbothioic acid amide, and 3c, N-ethyl-5-(naphthalene-1-yl)-3-(pyridine-2-yl)-4,5-dihydro-1H-pyrazole-1-carbothioamide showed appreciable activity in the MES as well as PTZ test at all the evaluated doses.
• Synthesis, DFT Calculation, DNA Binding, and Biological Evaluation of Some Mononuclear Ru(III) Сomplexes with 2,6-Bis(2-benzimidazolyl)pyridine Bearing Different p-Substituted Heterochalcones
  作者：A. K. Singh、R. K. Singh、F. Arshi、S. K. Singh、K. Dhariyal、A. Khare、A. Kumar、L. Kumari、S. K. Singh

  DOI：10.1134/s1070363223020202

  日期：2023.2