Styryl-<2,4-dimethyl-phenyl-keton> | 19811-10-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: Styryl-<2,4-dimethyl-phenyl-keton>
• 英文别名: 2,4-Dimethyl-phenyl-styryl-keton；1-(2,4-dimethylphenyl)-3-phenyl-2-propen-1-one；1-(2,4-dimethylphenyl)-3-phenylprop-2-en-1-one
• CAS: 19811-10-0
• 化学式: C₁₇H₁₆O
• 分子量: 236.313
• InChiKey: UYTPHSQRUDNHPA-UHFFFAOYSA-N

物化性质

• 熔点：
  71-72 °C
• 沸点：
  218-219 °C
• 密度：
  1.062±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 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：

  Styryl-<2,4-dimethyl-phenyl-keton> 在 三氟甲磺酸 、 亚磷酸二甲酯 、 lithium hexamethyldisilazane 作用下， 以 二氯甲烷 为溶剂， 反应 2.17h， 生成 C₂₅H₂₀O₂
  参考文献：
  名称：

  Cooperation of Cis Vicinal Acceptors for Donor–Acceptor Cyclopropane Activation: TfOH-Promoted Ring-Opening/Aryl Shift Rearrangement to 3- and 5-Ylidenebutenolides

  摘要：

  DOI：

  10.1021/acs.orglett.0c03976
• 作为产物：
  描述：

  苯甲醛 、 2,4-二甲基苯乙酮 在 barium hydroxide octahydrate 作用下， 以 甲醇 为溶剂， 反应 24.5h， 生成 Styryl-<2,4-dimethyl-phenyl-keton>
  参考文献：
  名称：

  Activation of anti-oxidant Nrf2 signaling by enone analogues of curcumin

  摘要：

  Inflammation and oxidative stress are common in many chronic diseases. Targeting signaling pathways that contribute to these conditions may have therapeutic potential. The transcription factor Nrf2 is a major regulator of phase II detoxification and anti-oxidant genes as well as anti-inflammatory and neuroprotective genes. Nrf2 is widespread in the CNS and is recognized as an important regulator of brain inflammation. The natural product curcumin exhibits numerous biological activities including ability, to induce the expression of Nrf2-dependent phase II and anti-oxidant enzymes. Curcumin has been examined in a number of clinical studies with limited success, mainly owing to limited bioavailability and rapid metabolism. Enone analogues of curcumin were examined with an Nrf2 reporter assay to identify Nrf2 activators. Analogues were separated into groups with a 7-carbon dienone spacer, as found in curcumin; a 5-carbon enone spacer with and without a ring; and a 3-carbon enone spacer. Activators of Nrf2 were found in all three groups, many of which were more active than curcumin. Dose response studies demonstrated that a range of substituents on the aromatic rings of these enones influenced not only the sensitivity to activation, reflected in EC50 values, but also the extent of activation, which suggests that multiple mechanisms are involved in the activation of Nrf2 by these analogues. (C) 2017 Published by Elsevier Masson SAS.

  DOI：

  10.1016/j.ejmech.2017.11.048

文献信息

• Synthesis of dihydroquinolinones <i>via</i> iridium-catalyzed cascade C–H amidation and intramolecular aza-Michael addition
  作者：Changduo Pan、Zhenkun Yang、Hao Xiong、Jiangang Teng、Yun Wang、Jin-Tao Yu

  DOI：10.1039/c8cc09751h

  日期：——

  An iridium-catalyzed annulation of chalcones with sulfonyl azides via cascade C–H amidation and intramolecular aza-Michael addition was developed, affording a variety of 2-aryl-2,3-dihydro-4-quinolones in moderate to good yields. This reaction features easy operation, readily available starting materials, and the cascade formation of two C–N bonds in one pot.

  通过级联的C–H酰胺化和分子内的氮杂-Michael加成反应，开发了铱催化的磺酰叠氮化物对查尔酮的环化反应，提供了中等至良好收率的各种2-芳基-2,3-二氢-4-喹诺酮类化合物。该反应具有易于操作，易于获得的原料以及在一个反应​​釜中级联形成两个C–N键的特点。
• Trichloroisocyanuric acid mediated one-pot synthesis of 3,5-diarylisoxazoles from <i>α,β</i>-unsaturated ketones
  作者：Ashish Bhatt、Rajesh K. Singh、Ravi Kant

  DOI：10.1080/00397911.2019.1590848

  日期：2019.4.18

  Abstract A facile one-pot synthesis of 3,5-diarylisoxazoles from α,β-unsaturated ketones and hydroxylamine hydrochloride is reported. The reaction is efficiently promoted by trichloroisocyanuric acid (TCCA) to afford the desired products, mostly in high yields and in relatively short time. The mild nature of the synthesis and short reaction time are notable advantages of the developed protocol. This

  摘要 报道了一种由 α,β-不饱和酮和盐酸羟胺简便地一锅法合成 3,5-二芳基异恶唑的方法。三氯异氰尿酸 (TCCA) 有效促进了反应，以高产率和相对较短的时间提供所需的产物。合成的温和性质和较短的反应时间是所开发协议的显着优势。该协议对具有不同功能的各种基板有效。图形概要
• Therapeutic curcumin derivatives
  申请人：Vander Jagt L. David

  公开号：US20070060644A1

  公开（公告）日：2007-03-15

  Curcumin analogues and methods are provided for treatment of disease.

  提供了类姜黄素和治疗疾病的方法。
• Site-selective carbonylation of arenes via C(sp2)-H thianthrenation: Palladium-catalyzed direct access to α,β-unsaturated ketones
  作者：Jiajun Zhang、Le-Cheng Wang、Yuanrui Wang、Bing-Hong Teng、Xiao-Feng Wu

  DOI：10.1016/j.jcat.2024.115454

  日期：2024.4

  palladium-catalyzed carbonylative Heck reaction of aryl thianthrenium salts with carbon monoxide and alkenes has been developed. This protocol can greatly reduce the quantity of olefins used in the carbonylative Heck reaction. In addition, the reaction can also proceed when the coupling partner is a non-activated olefin which is not common in such carbonylative Heck reactions. Combined with C–H thianthrenation

  在此，开发了一种有效的钯催化的芳基铊盐与一氧化碳和烯烃的羰基化 Heck 反应。该方案可以大大减少羰基化Heck反应中使用的烯烃的量。此外，当偶联配对物是在此类羰基化Heck反应中不常见的非活化烯烃时，该反应也可以进行。结合芳烃的C-H噻嗪化反应，该工作为芳烃的位点选择性C-H羰基化Heck反应提供了一种有效的方法。它可能作为未来复杂分子修饰的重要后期羰基化工具。
• Construction of 5-Amino-1,2-Selenazole Scaffolds through N-Selenocyanation/Cyclization of Enaminones Using KSeCN
  作者：Caifeng Yuan、Xuankun Huang、Jianhua Guo、Yiwen Shen、Na Shang、Qilin Tang、Jing Yang、Yi Huang、Hongbin Zhang、E Tang

  DOI：10.1021/acs.orglett.4c01655

  日期：2024.6.14

  A metal-free and mild approach for constructing 5-amino-1,2-selenazole skeletons by NBS/KSeCN-mediated N-selenocyanation and nucleophilic cyclization of β-enaminones has been developed. Various isoselenazole compounds and the isoselenazolyl derivatives of anti-inflammatory medicines, including isosepac, oxaprozin, and ibuprofen, have been obtained with good yields. This efficient, “one-pot”, and atomic

  开发了一种通过 NBS/KSeCN 介导的N-硒氰化和 β-烯胺酮亲核环化构建 5-氨基-1,2-硒唑骨架的无金属且温和的方法。各种异硒唑化合物和抗炎药物的异硒唑基衍生物，包括异塞帕克、奥沙普秦和布洛芬，已获得良好的产率。这种高效、“一锅”和原子经济策略可能代表了通过“ + SeCN”途径构建1,2-硒唑框架的另一种途径，并为含有Se-N键的杂环提供了新的途径。