4-Chloro-4'-phenylchalcone | 13662-60-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 4-Chloro-4'-phenylchalcone
• 英文别名: 1-(biphenyl-4-yl)-3-(4-chlorophenyl)prop-2-en-1-one；3-(4-chlorophenyl)-1-(4-phenylphenyl)prop-2-en-1-one
• CAS: 13662-60-7
• 化学式: C₂₁H₁₅ClO
• 分子量: 318.802
• InChiKey: ITOPRUNXNYEDGQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-Chloro-4'-phenylchalcone 在 盐酸羟胺 、 sodium acetate 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 反应 2.0h， 生成 3-Biphenyl-4-yl-5-(4-chloro-phenyl)-isoxazole
  参考文献：
  名称：

  Elkasaby, M. A.; Salem, M. A. I., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1980, vol. 19, # 7, p. 571 - 575

  摘要：

  DOI：
• 作为产物：
  描述：

  联苯 在 aluminum (III) chloride 、 sodium hydroxide 作用下， 以 乙醇 、 硝基苯 为溶剂， 反应 0.5h， 生成 4-Chloro-4'-phenylchalcone
  参考文献：
  名称：

  An Efficient Synthesis and In Vitro Antimicrobial Screening of 2-Cyanoimino -4-aryl-6-(1,1'-biphenyl-4-yl)-3,4-dihydro-1H-Pyrimidines

  摘要：

  本研究描述了在氢氧化钠存在下，从苯乙烯-4-联苯酮和氰基胍中高效合成 2-氰基亚胺-4-芳基-6-(1,1'-联苯-4-基)-3,4-二氢-1H-嘧啶的方法。氰基胍是构建所需氰基亚氨基嘧啶的 N-C≡N 源。根据质谱、傅立叶变换红外光谱、质子光谱和碳-13 NMR 光谱等光谱，对命名产物进行了结构鉴定。利用计算频率分析确定了更稳定的同分异构形式。经测试，这些化合物在微生物中具有显著的抗菌活性。

  DOI：

  10.13005/ojc/340222

文献信息

• Reaction between Chalcones, 1,3-Dicarbonyl Compounds, and Elemental Sulfur: A One-Pot Three-Component Synthesis of Substituted Thiophenes
  作者：Mehdi Adib、Saideh Rajai-Daryasarei、Rahim Pashazadeh、Mehdi Jahani、Massoud Amanlou

  DOI：10.1055/s-0037-1610147

  日期：2018.7

  A simple and atom-economic synthesis of highly substituted thiophenes is demonstrated. Heating a solution of a chalcone and a ­linear/cyclic 1,3-dicarbonyl compound with elemental sulfur in CH3CN in the presence of NEt3 at 80 °C afforded the corresponding substituted thiophenes in good to excellent yields.

  证明了高度取代的噻吩的简单且原子经济的合成。在 NEt3 存在下，在 80°C 下加热查耳酮和具有元素硫的线性/环状 1,3-二羰基化合物在 CH3CN 中的溶液，得到相应的取代噻吩，收率良好至极好。
• Design, synthesis, and biological evaluation of polyphenols with 4,6-diphenylpyrimidin-2-amine derivatives for inhibition of Aurora kinase A
  作者：Young Han Lee、Jihyun Park、Seunghyun Ahn、Youngshim Lee、Junho Lee、Soon Young Shin、Dongsoo Koh、Yoongho Lim

  DOI：10.1007/s40199-019-00272-5

  日期：2019.6

  cytotoxicities against cancer cells, quantitative structure-activity relationships (QSAR) were calculated. Biological activities were determined by flow cytometry for cell cycle analysis and by immunoblot analysis for the detection of Aurora kinase A (AURKA) activity. Because 2-(2-Amino-6-(2,4-dimethoxyphenyl)pyrimidin-4-yl) phenol (derivative 12) selectively inhibited AURKA activity from the kinome assay

  背景技术几种4，6-二芳基嘧啶-2-胺衍生物显示出抗癌特性。但是，它们的作用方式尚未完全表征。为了开发有效的抗癌化学治疗剂，我们设计并合成了25个含有胍基部分的4,6-二苯基嘧啶-2-胺衍生物。方法进行了长期克隆存活试验以筛选抗癌化合物。为了得出对癌细胞具有良好细胞毒性的结构条件，计算了定量构效关系（QSAR）。通过流式细胞术测定生物活性以进行细胞周期分析，并通过免疫印迹分析测定Aurora激酶A（AURKA）活性。由于2-（2-氨基-6-（2,4-二甲氧基苯基）嘧啶-4-基）苯酚（衍生物12）通过kinome分析选择性抑制AURKA活性，在计算机对接实验中进行了阐明衍生物12和AURKA之间的分子结合模式。结果药效基团是基于QSAR计算得出的。衍生物12抑制了HCT116人结肠癌细胞在Thr283处的AURKA活性并降低了AURKA的磷酸化。衍生物12引起细胞周期G2 / M期的积累，并
• Synthesis and Characterization of 2-Pyrazoline Derivatives and their in silico and in vitro Studies on Antimicrobial and Anticancer Activities
  作者：S. Rathinamanivannan、K. Megha、Raja Chinnamanayakar、Ashok Kumar、M.R. Ezhilarasi

  DOI：10.14233/ajchem.2019.22082

  日期：2019.9.10

  The new series of 1-(4,5-dihydro-5-phenyl-3-diphenylpyrazol-1-yl)butan-1-one derivatives were synthesized by cyclization method using biphenyl chalcone with n-butyric acid and hydrazine hydrate. The synthesized 1-(4,5-dihydro-5-phenyl-3-diphenylpyrazol-1-yl)butan-1-one derivatives chemical structures were confirmed from spectral data such as FT-IR, 1H and 13C NMR. 2-Pyrazoline derivatives were docked with bacterial (1UAG) and breast cancer (1OQA) protein. Based on high binding affinity score, the best compound was subjected to in vitro anticancer activity by MTT assay. Also, antimicrobial activity were studied for synthesized 2-pyrazoline derivatives.

  新系列的1-(4,5-二氢-5-苯基-3-二苯基吡唑-1-基)丁酮衍生物通过使用联苯酮与丁酸和水合肼的环化方法合成。合成的1-(4,5-二氢-5-苯基-3-二苯基吡唑-1-基)丁酮衍生物的化学结构通过FT-IR、1H和13C NMR等光谱数据得到确认。2-吡唑衍生物与细菌蛋白(1UAG)和乳腺癌蛋白(1OQA)进行了对接。基于高结合亲和力分数，最佳化合物经过MTT分析进行了体外抗癌活性测试。此外，合成的2-吡唑衍生物的抗菌活性也进行了研究。
• SOCl<sub>2</sub> catalyzed cyclization of chalcones: Synthesis and spectral studies of some bio-potent <sup>1</sup><i>H</i> pyrazoles
  作者：K. Ranganathan、R. Suresh、G. Vanangamudi、K. Thirumurthy、P. Mayavel、G. Thirunarayanan

  DOI：10.4314/bcse.v28i2.11

  日期：——

  Some aryl-aryl 1H pyrazoles have been synthesised by cyclization of aryl chalcones and hydrazine hydrate in the presence of SOCl2. The yields of the pyrazoles are more than 85%. These pyrazoles are characterized by their physical constants and spectral data. The infrared, NMR spectral group frequencies of these pyrazolines have been correlated with Hammett substituent constants, F and R parameters. From the results of statistical analyses the effects of substituent on the spectral frequencies have been studied. The antimicrobial activities of all synthesised pyrazolines have been studied using Bauer-Kirby method.

  一些芳基-芳基1H吡唑通过在SOCl2存在下对芳香醛和水合肼进行环化合成。吡唑的得率超过85%。这些吡唑通过其物理常数和谱学数据进行了表征。这些吡唑频率的红外和核磁共振（NMR）光谱组频率与Hammett取代基常数、F和R参数相关联。通过统计分析结果，研究了取代基对光谱频率的影响。所有合成的吡唑的抗微生物活性通过Bauer-Kirby方法进行了研究。
• Synthesis and antibacterial activity of some 5-(4-biphenylyl)-7-aryl[3,4-d] [1,2,3]-benzothiadiazoles
  作者：T. Balasankar、M. Gopalakrishnan、S. Nagarajan

  DOI：10.1016/j.ejmech.2005.01.005

  日期：2005.7

  A series of 5-(4-biphenylyl)-7-aryl[3,4-d] [1,2,3]-benzothiadiazoles were synthesized, characterized by IR, NMR and elemental analysis and evaluated for in vitro antibacterial activity against some Gram-positive and Gram-negative bacteria. The antibacterial data revealed that compounds 7a-j had better activity against tested Gram-positive organisms than the reference ciprofloxacin and norfloxacin.

  合成了一系列5-（4-联苯基）-7-芳基[3,4-d] [1,2,3]-苯并噻二唑，并通过红外光谱，核磁共振和元素分析进行​​了表征，并评价了对某些化合物的体外抗菌活性。革兰氏阳性和革兰氏阴性细菌。抗菌数据表明，与参考环丙沙星和诺氟沙星相比，化合物7a-j对受试革兰氏阳性生物具有更好的活性。但是，这些化合物对革兰氏阴性菌几乎没有活性。化合物7c和7d是对抗革兰氏阳性细菌最有活性的化合物。