1-(4'-butoxy-[1,1'-biphenyl]-4-yl)ethan-1-one | 56117-00-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4'-butoxy-[1,1'-biphenyl]-4-yl)ethan-1-one
• 英文别名: 1-(4'-Butoxy-biphenyl-4-yl)-ethanone；1-[4-(4-butoxyphenyl)phenyl]ethanone
• CAS: 56117-00-1
• 化学式: C₁₈H₂₀O₂
• 分子量: 268.356
• InChiKey: NPKQECBJMVHADY-UHFFFAOYSA-N

物化性质

• 沸点：
  402.7±28.0 °C(Predicted)
• 密度：
  1.033±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(4'-butoxy-[1,1'-biphenyl]-4-yl)ethan-1-one 在 4-二甲氨基吡啶 、 乙醇 、 sodium hydroxide 作用下， 以 二氯甲烷 为溶剂， 反应 31.17h， 生成 4-(3-(4'-butoxy-[1,1'-biphenyl]-4-yl)-3-oxoprop-1-en-1-yl)phenyl 4-(hexadecyloxy)benzoate
  参考文献：
  名称：

  Synthesis, Characterization and Mesophase Behavior of New Liquid Crystalline Compounds Having Chalcone as a Central Linkage

  摘要：

  Mesogens with a chalcone central linkage are rare. It is believed that the chalcone linkage is not conducive to mesomorphism. But when chalcone linkage is present with other central linkages like azomethine, ester or azo it becomes condusive to mesomorphism. In the present study two new homologous series viz. 1-(4'-butyloxybiphenyl-4-yl)-3-(4-alkoxyphenyl) prop-2-en-1-one (Series-I) and 4-[3-(4'-butoxybiphenyl-4-yl)-3-oxoprop-1-en-1-yl] phenyl 4-alkoxybenzoate (Series-II) were synthesized having the chalcone as a central linkage. Series-I having only chalcone central linkage through it exhibit mesomrphism due to the presence of alkoxy biphenyl group at one end which is rich source to provide to increase linearity and rigidity of the molecule. Series-II which contains chalcone as well as ester as a central linkage and it also exhibit mesomorphism. The compounds of the both series have been characterized by standard methods. Their liquid crystalline properties have been investigated by optical polarizing microscopy and DSC studies.

  DOI：

  10.1080/15421406.2011.570123
• 作为产物：
  描述：

  对羟基联苯 在 aluminum (III) chloride 、 potassium carbonate 作用下， 以 二硫化碳 、 丙酮 为溶剂， 反应 0.92h， 生成 1-(4'-butoxy-[1,1'-biphenyl]-4-yl)ethan-1-one
  参考文献：
  名称：

  Synthesis, Characterization and Mesophase Behavior of New Liquid Crystalline Compounds Having Chalcone as a Central Linkage

  摘要：

  Mesogens with a chalcone central linkage are rare. It is believed that the chalcone linkage is not conducive to mesomorphism. But when chalcone linkage is present with other central linkages like azomethine, ester or azo it becomes condusive to mesomorphism. In the present study two new homologous series viz. 1-(4'-butyloxybiphenyl-4-yl)-3-(4-alkoxyphenyl) prop-2-en-1-one (Series-I) and 4-[3-(4'-butoxybiphenyl-4-yl)-3-oxoprop-1-en-1-yl] phenyl 4-alkoxybenzoate (Series-II) were synthesized having the chalcone as a central linkage. Series-I having only chalcone central linkage through it exhibit mesomrphism due to the presence of alkoxy biphenyl group at one end which is rich source to provide to increase linearity and rigidity of the molecule. Series-II which contains chalcone as well as ester as a central linkage and it also exhibit mesomorphism. The compounds of the both series have been characterized by standard methods. Their liquid crystalline properties have been investigated by optical polarizing microscopy and DSC studies.

  DOI：

  10.1080/15421406.2011.570123

文献信息

• Cavitand supported tetraphosphine: cyclodextrin offers a useful platform for Suzuki-Miyaura cross-coupling
  作者：Elena Zaborova、Julia Deschamp、Samuel Guieu、Yves Blériot、Giovanni Poli、Mickaël Ménand、David Madec、Guillaume Prestat、Matthieu Sollogoub

  DOI：10.1039/c1cc12241j

  日期：——

  The cyclodextrin-tetraphosphine hybrid coined α-Cytep allows turnover numbers up to 340 000 000 000 and turnover frequencies up to 1 000 000 000 h−1 to be reached in Suzuki–Miyaura reactions. These exceptional figures are clearly linked to the outstanding longevity of the reactive species induced by the ligand α-Cytep and illustrates the rising potential of cyclodextrins in catalytic applications.

  名为α-Cytep的环糊精-四膦杂化物在铃木-宫浦反应中达到了高达340万亿的周转数和高达10亿小时⁻¹的周转频率。这些卓越的数据显然与α-Cytep配体引发的活性物种的非凡寿命有关，并展示了环糊精在催化应用中日益增长的潜力。
• Synthetische Juvenilhormone 1. Mitteilung.p-Substituierte ?-Methyl-Zimts�urederivate
  作者：Albrecht Franke、G�nter Mattern、Walter Traber

  DOI：10.1002/hlca.19750580133

  日期：——

  In the first communication the synthetic methods are described for preparing aromatic analogues of juvenile hormone like activity. The para-substituted 2-methyl-cinnamic acid derivatives are formed by a Friedel-Crafts acylation of a phenol, followed by the Wadsworth-Emmons (Wittig-Horner)-Reaction with the corresponding phosphonates. More than 120 compounds are listed.

  在第一篇文章中，描述了用于制备少年激素样活性的芳香类似物的合成方法。对位取代的2-甲基肉桂酸衍生物是通过苯酚的Friedel - Crafts酰化反应，然后通过Wadsworth - Emmons（Wittig - Horner）反应与相应的膦酸酯形成的。列出了120多种化合物。
• Control of porphyrin orientation in thermotropic liquid crystals by molecular design. A time-resolved EPR study
  作者：Shalom Michaeli、Muhamad Hugerat、Haim Levanon、Mazal Bernitz、Aliza Natt、Ronny Neumann

  DOI：10.1021/ja00036a005

  日期：1992.5

  Molecular compatibility of a guest porphyrin in a thermotropic nematic liquid crystalline host phase was shown to control the orientation of the porphyrin chromophore. In this manner, the normal alignment of a porphyrin plane parallel to the director in a nematic phase was inverted to a perpendicular orientation by attachment of mesogenic type appendages orthogonal to a porphyrin ring on one side of

  客体卟啉在热致向列液晶主相中的分子相容性被证明可以控制卟啉发色团的取向。以这种方式，在向列相中平行于指向矢的卟啉平面的法向排列通过在环平面的一侧连接与卟啉环正交的介晶型附属物而反转为垂直取向。即使在各向同性相中，这种分子设计也导致卟啉的头对尾排序。得出的结论基于对光激发三重态的时间分辨 EPR 光谱的检测和分析
• Study on the design, synthesis and structure-activity relationships of new thiosemicarbazone compounds as tyrosinase inhibitors
  作者：Senchuan Song、Ao You、Zhiyong Chen、Guoxun Zhu、Huan Wen、Huacan Song、Wei Yi

  DOI：10.1016/j.ejmech.2017.08.033

  日期：2017.10

  of selected compounds 3d and 6e were investigated, revealing that such type of compounds were belonged to the reversible and competitive tyrosinase inhibitors. To verify the safety of these developed thiosemicarbazone compounds, four randomly selected compounds 3d, 4e, 6a and 9a were also tested in 293T cell line for the evaluation of the cytotoxicity. Interestingly, all these compounds almost did not

  设计，合成和评估了具有各种取代亲脂性部分（包括取代苯甲醛，取代苯基链烷-1-酮及其联苯型硫代半脲酮类似物）的52种基于结构的硫代半脲化合物，它们是新的酪氨酸酶抑制剂。结果表明22种化合物对酪氨酸酶具有有效的抑制活性，IC 50值低于1.0μM。在获得的实验数据的基础上，合理推导了构效关系。此外，所选化合物3d和6e的抑制机理和抑制动力学进行了研究，发现这类化合物属于可逆和竞争性酪氨酸酶抑制剂。为了验证这些已开发的硫半脲类化合物的安全性，还在293T细胞系中测试了4种随机选择的化合物3d，4e，6a和9a，以评估细胞毒性。有趣的是，所有这些化合物即使在1000μmol/ L的高浓度下也几乎不对293T细胞产生任何毒性。综上所述，这些结果表明此类化合物可以作为治疗酪氨酸酶相关疾病的高效，更安全的候选药物。
• [EN] CYCLIC PEPTIDE COMPOUNDS AND RELATED METHODS, SALTS AND COMPOSITIONS<br/>[FR] COMPOSÉS DE PEPTIDES CYCLIQUES ET PROCÉDÉS, SELS ET COMPOSITIONS ASSOCIÉS
  申请人：MERCK SHARP & DOHME

  公开号：WO2015172047A1

  公开（公告）日：2015-11-12

  This invention relates to compounds useful in the preparation of lipopeptides and related methods of preparing and using these compounds.

  本发明涉及在制备脂肽和相关方法中有用的化合物，以及制备和使用这些化合物的相关方法。