1-[1,1a(2)-Biphenyl]-4-yl-3-(2-chlorophenyl)-2-propen-1-one | 13650-77-6

• 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: 1-[1,1a(2)-Biphenyl]-4-yl-3-(2-chlorophenyl)-2-propen-1-one
• 英文别名: 3-(2-chlorophenyl)-1-(4-phenylphenyl)prop-2-en-1-one
• CAS: 13650-77-6
• 化学式: C₂₁H₁₅ClO
• 分子量: 318.802
• InChiKey: MYXIXLDIEIKQAU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 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：

  1-[1,1a(2)-Biphenyl]-4-yl-3-(2-chlorophenyl)-2-propen-1-one 在 氯化亚砜 、 一水合肼 作用下， 以 乙醚 为溶剂， 反应 0.5h， 以83%的产率得到C₂₁H₁₇ClN₂
  参考文献：
  名称：

  SOCl₂ catalyzed cyclization of chalcones: Synthesis and spectral studies of some bio-potent ¹<i>H</i> pyrazoles

  摘要：

  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。

  DOI：

  10.4314/bcse.v28i2.11
• 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 1-[1,1a(2)-Biphenyl]-4-yl-3-(2-chlorophenyl)-2-propen-1-one
  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

• 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。
• Synthesis and Characterization of 2-Phenylpyrazoline Derivatives and Evaluation of their Activities against Antimicrobial and Breast Cancer Cell Line in vitro and in silico Studies
  作者：RAJA CHINNAMANAYAKAR、M.R. EZHILARASI

  DOI：10.14233/ajchem.2019.21915

  日期：2019.5.25

  The new series of 2-phenylpyrazoline derivatives (2a-j) were synthesized and evaluated for their antimicrobial, in silico and in vitro anticancer activity was performed by MTT assay using MDA-MB-231 (human breast adenocarcinoma) cell line. The 2-phenylpyrazoline derivatives (2a-j) were obtained by the cyclization of chalcones with phenylhydrazine hydrochloride. Synthesized compounds were confirmed using FT-IR, 1H NMR and 13C NMR spectral data. Molecular docking studies were carried out using Auto Dock Tool version 1.5.6 and Auto dock version 4.2.5.1 docking program. in silico Docking study, compound 2d showed good binding score and good binding interaction with selected bacterial proteins and breast cancer protein. Based on this result, compound 2d was performed the anticancer activity by MTT assay method. From this result, compound 2d shown the LC50 value is 185.30 ± 1. 469 μg/mL. From the antibacterial activity compound 2i (2,3-dichloro substituted 2-pyrazoline derivative) showed a good zone of inhibition at high concentration (100 mg/mL) as compared to other derivatives (2a-j) and compound 2c (fluoro substituted 2-phenylpyrazoline derivative) showed a good zone of inhibition at low concentration (25 mg/mL) compared to other derivative (2a-j).

  新系列的2-苯基吡唑啉衍生物（2a-j）被合成并评估其抗菌、体外和体内抗癌活性，通过MTT测定法使用MDA-MB-231（人类乳腺腺癌）细胞系进行了评估。2-苯基吡唑啉衍生物（2a-j）是通过香豆素与盐酸苯基肼的环化得到的。合成的化合物通过FT-IR、1H NMR和13C NMR光谱数据进行了确认。分子对接研究使用Auto Dock工具版本1.5.6和Auto dock版本4.2.5.1对接程序进行。体外对接研究中，化合物2d显示出良好的结合得分和与选定的细菌蛋白和乳腺癌蛋白的良好结合相互作用。基于这个结果，化合物2d通过MTT测定法进行了抗癌活性评估。根据这个结果，化合物2d的LC50值为185.30 ± 1.469 μg/mL。从抗菌活性方面，化合物2i（2,3-二氯取代的2-吡唑啉衍生物）在高浓度（100 mg/mL）下显示出较好的抑菌区域，相比其他衍生物（2a-j），而化合物2c（氟取代的2-苯基吡唑啉衍生物）在低浓度（25 mg/mL）下显示出较好的抑菌区域，相比其他衍生物（2a-j）。
• SYNTHESIS AND ANTIBACTERIAL ACTIVITIES OF SOME 2-AMINO-4,6- DIARYLPYRIMIDINES
  作者：T. Balasankar、S. Nagarajan

  DOI：10.1515/hc.2004.10.6.451

  日期：2004.1
• SOCl&lt;sub&gt;2&lt;/sub&gt; catalyzed cyclization of chalcones: Synthesis and spectral studies of some bio-potent &lt;sup&gt;1&lt;/sup&gt;&lt;i&gt;H&lt;/i&gt; 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。
• An Efficient Synthesis and In Vitro Antimicrobial Screening of 2-Cyanoimino -4-aryl-6-(1,1'-biphenyl-4-yl)-3,4-dihydro-1H-Pyrimidines
  作者：Sivagami Swaminathan、Ingarsal Namasivayam

  DOI：10.13005/ojc/340222

  日期：2018.4.28

  An efficient synthesis of 2-Cyanoimino-4-aryl-6-(1,1’-biphenyl-4-yl)-3,4-dihydro-1H-pyrimidines from stryl-4-biphenylketones and cyanoguanidine in presence of  sodium  hydroxide has been described. Cyanoguanidine serves as N-C≡N source for the construction of desired cyanoiminopyrimidines. The structural assignments of the titled products were done accordingly to their spectra like Mass, FT-IR, Proton and Carbon-13 NMR spectroscopy. The more stable tautomeric form was ascertained using Computational frequency analysis. The tested microorganism profile of compounds exhibits significant antimicrobial activity.

  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。