1-(3'-pyridyl)-3-(4''-N,N-dimethylaminophenyl)-2-propen-1-one | 16795-37-2

• 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-(3'-pyridyl)-3-(4''-N,N-dimethylaminophenyl)-2-propen-1-one
• 英文别名: 4-dimethylamino-3′-azachalcone；3-(4-dimethylamino-phenyl)-1-pyridin-3-yl-propenone；3-(4-Dimethylamino-phenyl)-1-(3-pyridyl)-propenon；4-Dimethylamino-3'-azachalcone；3-[4-(dimethylamino)phenyl]-1-pyridin-3-ylprop-2-en-1-one
• CAS: 16795-37-2
• 化学式: C₁₆H₁₆N₂O
• 分子量: 252.316
• InChiKey: ZUWAYYUUIVQVMX-UHFFFAOYSA-N

物化性质

• 沸点：
  436.5±45.0 °C(Predicted)
• 密度：
  1.141±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 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：
  33.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(3'-pyridyl)-3-(4''-N,N-dimethylaminophenyl)-2-propen-1-one 在 一水合肼 作用下， 反应 0.05h， 以80%的产率得到N,N-dimethyl-4[3-(pyridin-3-yl)-4,5-dihydro-1H-pyrazol-5-yl]benzenamine
  参考文献：
  名称：

  Synthesis anti-inflammatory and anticancer activity evaluation of some pyrazole and oxadiazole derivatives

  摘要：

  Pyrazole derivatives IIa-l have been synthesized by condensation of chalcones Ia-f with hydrazine hydrate and phenyl hydrazine under microwave irradiation in good yields. Oxadiazole derivatives IVa-f have been synthesized by condensation of N'-hydroxypicolinamidine, N'-hydroxy isonicotinamidine, N'-hydroxypyrazine-2-carboxamidine with 2,5 dimethoxybenzaldehyde and 3-methoxy-4-hydroxy benzaldehyde, respectively. Structures assigned to IIa-l and IVa-f are fully supported by correct spectral and analytical data. All compounds (IIa-l & IVa-f) have been screened for anti-inflammatory and anticancer activities. Compounds IIj, IIk, and IVb exhibited good anti-inflammatory activity, while, IIa, c, j, and IVd showed better anticancer activity against four and three cancer cell lines, respectively.

  DOI：

  10.1007/s00044-011-9850-7
• 作为产物：
  描述：

  3-乙酰基吡啶 、 对二甲氨基苯甲醛 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 1.0h， 生成 1-(3'-pyridyl)-3-(4''-N,N-dimethylaminophenyl)-2-propen-1-one
  参考文献：
  名称：

  9-氨基-3,5-二芳基-4,9-二氢-5H-[1,2,4]三唑并[5,1-c][1,2,4]的区域选择性和方便的一锅多组分合成三氮杂-8-硫醇

  摘要：

  摘要 一种高效、环保的新型氮桥头[1,2,4]三唑并[5,1-c][1,2,4]三氮杂衍生物一锅三氮合成方法多官能三唑与芳香醛和苯乙酮衍生物在氢氧化钠醇溶液中的组分反应。在相同条件下，通过三唑与相应的查耳酮反应，以经典路线制备相同的新产品。图形概要

  DOI：

  10.1080/00397911.2017.1314494

文献信息

• A regioselective and convenient one-pot multicomponent synthesis of 9-amino-3,5-diaryl-4,9-dihydro-5<i>H</i>-[1,2,4]triazolo[5,1-<i>c</i>][1,2,4]triazepine-8-thiol
  作者：Amr Hassan Moustafa、Amer Anwar Amer

  DOI：10.1080/00397911.2017.1314494

  日期：2017.6.3

  environment-friendly procedure for the synthesis of a new series of nitrogen bridge-head [1,2,4]triazolo[5,1-c][1,2,4]triazepine derivatives through one-pot three-component reaction of polyfunctional triazole with aromatic aldehydes and acetophenone derivatives using alcoholic sodium hydroxide solution. The same new products were prepared in classical route through reaction of triazole with the corresponding chalcones

  摘要 一种高效、环保的新型氮桥头[1,2,4]三唑并[5,1-c][1,2,4]三氮杂衍生物一锅三氮合成方法多官能三唑与芳香醛和苯乙酮衍生物在氢氧化钠醇溶液中的组分反应。在相同条件下，通过三唑与相应的查耳酮反应，以经典路线制备相同的新产品。图形概要
• Experimental and Theoretical Studies of the Spectroscopic Properties of Chalcone Derivatives
  作者：Marek Pietrzak、Marek Józefowicz、Agnieszka Bajorek、Janina R. Heldt

  DOI：10.1007/s10895-016-1981-2

  日期：2017.3

  combined with quantum-chemical modelling. To explore spectroscopic structure - property relationships the substituent (acceptor moiety) was chosen according to systematic variation in the Hammett parameter. It was shown that photophysical properties of the studied donor-acceptor (D-A) molecules can be predicted in terms of a simple model from the properties of individual chromophores (composite-model of

  使用稳态和时间分辨技术与量子化学建模相结合，研究了新合成的，不同取代的查耳酮（1,3-二芳基-2-丙-1-酮）。为了探索光谱结构-性质关系，根据Hammett参数的系统变化选择取代基（受体部分）。结果表明，可以根据单个发色团的性质（解耦部分的复合模型：供体（D）和受体（A）），通过简单的模型预测所研究的供体-受体（DA）分子的光物理性质。光谱测量结果还表明，对于在中极性溶剂中研究的DA荧光团，最初填充的是 局部激发（LE）状态（其中基本作用起供体部分（D * -A）的作用）进一步反应以产生分子内电荷转移（ICT）状态。此外，实验性吸收（ 根据光谱数据计算M ge和荧光（M eg）跃迁偶极矩，并将其与我们的量子化学计算结果进行比较。发现吸收跃迁偶极矩随哈米特取代基系数（σ）线性变化。
• Preparation and Biological Evaluation of Novel Pyrimidines from Novel Chalcones
  作者：M.V. JYOTHI、P. VENKATESH

  DOI：10.13005/ojc/280346

  日期：2012.9.18

  Pyrimidines are the parent substances of a large group of heterocyclic compounds and play a vital role in many biological processes, as found in nucleic acids, several vitamins, coenzymes, purines and possess therapeutic activities like antimicrobial, anti-inflammatory, anticancer, antiviral, antitubercular and antimalarial activities. In the present study an attempt is made to synthesize pyrimidines

  嘧啶是一大批杂环化合物的母体，在核酸，几种维生素，辅酶，嘌呤等多种生物过程中起着至关重要的作用，并具有抗微生物，抗炎，抗癌，抗病毒，抗结核等治疗活性。和抗疟疾活动。在本研究中，尝试从新颖的查耳酮合成嘧啶，所述新颖的查耳酮提供了容易的合成途径，并且查耳酮本身具有抗微生物活性。所有这些化合物都通过红外光谱进行了表征，
• Synthesis anti-inflammatory and anticancer activity evaluation of some pyrazole and oxadiazole derivatives
  作者：Sham M. Sondhi、Sandeep Kumar、Nikhil Kumar、Partha Roy

  DOI：10.1007/s00044-011-9850-7

  日期：2012.10

  Pyrazole derivatives IIa-l have been synthesized by condensation of chalcones Ia-f with hydrazine hydrate and phenyl hydrazine under microwave irradiation in good yields. Oxadiazole derivatives IVa-f have been synthesized by condensation of N'-hydroxypicolinamidine, N'-hydroxy isonicotinamidine, N'-hydroxypyrazine-2-carboxamidine with 2,5 dimethoxybenzaldehyde and 3-methoxy-4-hydroxy benzaldehyde, respectively. Structures assigned to IIa-l and IVa-f are fully supported by correct spectral and analytical data. All compounds (IIa-l & IVa-f) have been screened for anti-inflammatory and anticancer activities. Compounds IIj, IIk, and IVb exhibited good anti-inflammatory activity, while, IIa, c, j, and IVd showed better anticancer activity against four and three cancer cell lines, respectively.
• Synthesis, molecular docking and anti-inflammatory evaluation of new trisubstituted pyrazoline derivatives bearing benzenesulfonamide moiety
  作者：Ayad M. R. Raauf、Tagreed N-A Omar、Monther F. Mahdi、Hayder R. Fadhil

  DOI：10.1080/14786419.2022.2117174

  日期：——

  A new series of trisubstituted pyrazoline bearing benzenesulfonamide moiety 6a,b–10a,b were designed, synthesised and evaluated for their anti-inflammatory in vitro. Before starting the synthesis, ...

  设计、合成了一系列带有苯磺酰胺部分 6a,b–10a,b 的新三取代吡唑啉，并对其体外抗炎作用进行了评估。在开始合成之前，...