4-(2,4-dimethoxyphenyl)butan-2-one | 93467-61-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(2,4-dimethoxyphenyl)butan-2-one
• 英文别名: 4-(2,4-dimethoxy-phenyl)-butan-2-one；4-(2,4-Dimethoxy-phenyl)-butan-2-on
• CAS: 93467-61-9
• 化学式: C₁₂H₁₆O₃
• 分子量: 208.257
• InChiKey: XVDBFSJIRHTDCP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(2,4-dimethoxyphenyl)butan-2-one 在 四氢吡咯 、 吡啶 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 生成 acetic acid (E)-2-acetoxy-4-[5-(2,4-dimethoxyphenyl)-3-oxo-pent-1-enyl]phenyl ester
  参考文献：
  名称：

  Synthesis and neuroprotective effect of E-3,4-dihydroxy styryl aralkyl ketones derivatives against oxidative stress and inflammation

  摘要：

  E-3,4-Dihydroxy styryl aralkyl ketones as well as their 3,4-diacetylated derivatives as the analogues of neuroprotective agent CAPE were designed and synthesized for improving stability and lipid solubility. The neuroprotective activities of target compounds 10a-g and 11a-g were tested by three models in vitro, including 1,1-diphenyl-2-picrylhydrazyl radical scavenging capacity, neuronal protecting effect against damage induced by H2O2 in PC12 cells and nitric oxide suppression effect in BV2 microglial cells. The results demonstrated that compounds 10f and 11f exhibited the most potent neuroprotective effect against oxidative stress and inflammation, which is higher than that of the lead compound CAPE. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.05.016
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 air 、 copper(ll) bromide 作用下， 以 丙酮 为溶剂， 反应 0.5h， 生成 4-(2,4-dimethoxyphenyl)butan-2-one
  参考文献：
  名称：

  与 η2 配位苯甲醚的迈克尔加成反应：控制对位和苄基碳的立体化学

  摘要：

  在路易斯酸或布朗斯台德酸存在下，用各种迈克尔受体处理几种 eta(2) 配位的苯甲醚配合物，以生成稳定的 4H-苯甲醚配合物。发现这些反应进行高立体化学控制，结果可预测，前提是使用中度酸 (NH(2)Ph(2))OTf 并且将复合物溶解在酸性溶液中。立体化学显示源自对固态中苯甲醚络合物的一种配位非对映异构体和迈克尔反应的类狄尔斯-阿尔德过渡态的出乎意料的高度偏好。

  DOI：

  10.1021/ja047054j

文献信息

• Novel diarylheptanoids as inhibitors of TNF-α production
  作者：Sameer Dhuru、Dilip Bhedi、Dnyaneshwar Gophane、Kiran Hirbhagat、Vijaya Nadar、Dattatray More、Sapna Parikh、Roda Dalal、Lyle C. Fonseca、Firuza Kharas、Prashant Y. Vadnal、Ram A. Vishwakarma、H. Sivaramakrishnan

  DOI：10.1016/j.bmcl.2011.04.040

  日期：2011.6

  β-hydroxyketone by the reaction of substituted 4-phenyl butan-2-ones with pyridine-3-carboxaldehyde in presence of LDA and the subsequent dehydration of the same to obtain the α,β-unsaturated ketones. Compounds 4i, 5b, 5d, and 5g significantly inhibit lipopolysaccharide (LPS)-induced TNF-α production from human peripheral blood mononuclear cells in a dose-dependent manner. Of note, the in vitro TNF-α inhibition

  新型二芳基庚烷类化合物[5-羟基-1-苯基-7-（吡啶-3-基）庚烷-3-酮和1-苯基-7-（吡啶-3-基）庚烷-4的合成及抗炎活性[-en-3-ones]作为肿瘤坏死因子-α（TNF-α）产生的抑制剂描述在本文中。关键反应包括在LDA存在下，取代的4-苯基丁-2-酮与吡啶-3-甲醛反应，生成β-羟基酮，然后脱水得到α，β-不饱和酮。 。化合物4i，5b，5d和5g以剂量依赖的方式显着抑制人外周血单核细胞中脂多糖（LPS）诱导的TNF-α的产生。值得注意的是，体外对TNF-α的抑制潜力5b和5d与姜黄素（天然存在的二芳基庚烷）相当。最重要的是，口服4i，5b，5d和5g（各自为100 mg / kg）而不是姜黄素（100 mg / kg）显着抑制LPS诱导的BALB / c小鼠的TNF-α产生。总的来说，我们的发现表明这些化合物可能对TNF-α介导的自身免疫/炎症性疾病具有潜在的治疗意义。
• A rapid and highly efficient Michael addition of methoxybenzenes and indoles to α,β-unsaturated ketones using BF 3 ·OEt 2 as a catalyst
  作者：A. Swetha、M. Raghavender Reddy、B. Madhu Babu、H.M. Meshram

  DOI：10.1016/j.tetlet.2017.09.016

  日期：2017.11

  An efficient and general protocol is described for the Michael addition of α,β-unsaturated ketones with electron-rich arenes/indoles to give alkylated arenes/indoles under mild reaction condition at room temperature. Shorter reaction time, convenient and good isolated yields are the significant features of this protocol. Moreover, the procedure is environmentally benign in nature and applicable to

  描述了一种有效且通用的方案，用于在室温下在温和的反应条件下，将α，β-不饱和酮与富电子的芳烃/吲哚进行迈克尔加成反应，以生成烷基化的芳烃/吲哚。较短的反应时间，方便的分​​离产率和良好的收率是该方案的重要特征。而且，该方法本质上是环境友好的，并且适用于多种芳烃/吲哚以及α，β-不饱和酮。
• Novel aminotransferase, gene encoding the same, and method of using them
  申请人：Ito Noriyuki

  公开号：US20100285544A1

  公开（公告）日：2010-11-11

  The invention relates to a novel aminotransferase, DNA encoding the enzyme, a recombinant vector into which the DNA has been introduced, and a transformant into which the vector has been introduced. Further, the invention also relates to a method for producing an optically active amino compound utilizing the enzyme or transformant. The aminotransferase of the invention has an ability of efficiently converting a ketone compound, particularly a cyclic ketone compound to an optically active amino compound. According to the invention, a method for efficiently producing an optically active amino compound, particularly an optically active cyclic amino compound is provided.

  本发明涉及一种新型氨基转移酶、编码该酶的DNA、已引入该DNA的重组载体以及已引入该载体的转化菌株。此外，本发明还涉及一种利用该酶或转化菌株生产光学活性氨基化合物的方法。本发明的氨基转移酶能够高效地将酮类化合物，尤其是环状酮类化合物转化为光学活性氨基化合物。根据本发明，提供了一种高效生产光学活性氨基化合物，尤其是光学活性环状氨基化合物的方法。
• NOVEL AMINOTRANSFERASE, GENE ENCODING THE SAME, AND METHODS OF USING THEM
  申请人：ITO NORIYUKI

  公开号：US20120164724A1

  公开（公告）日：2012-06-28

  The invention relates to a novel aminotransferase, DNA encoding the enzyme, a recombinant vector into which the DNA has been introduced, and a transformant into which the vector has been introduced. Further, the invention also relates to a method for producing an optically active amino compound utilizing the enzyme or transformant. The aminotransferase of the invention has an ability of efficiently converting a ketone compound, particularly a cyclic ketone compound to an optically active amino compound. According to the invention, a method for efficiently producing an optically active amino compound, particularly an optically active cyclic amino compound is provided.

  本发明涉及一种新型氨基转移酶、编码该酶的DNA、将该DNA引入的重组载体以及将该载体引入的转化体。此外，本发明还涉及利用该酶或转化体生产光学活性氨基化合物的方法。本发明中的氨基转移酶能够有效地将酮化合物，特别是环状酮化合物转化为光学活性氨基化合物。根据本发明，提供了一种有效生产光学活性氨基化合物，特别是光学活性环状氨基化合物的方法。
• NOVEL AMINO GROUP TRANSFERASE, GENE ENCODING THE SAME AND METHOD OF USING THE SAME
  申请人：Kaneka Corporation

  公开号：EP1889907A1

  公开（公告）日：2008-02-20

  The invention relates to a novel aminotransferase, DNA encoding the enzyme, a recombinant vector into which the DNA has been introduced, and a transformant into which the vector has been introduced. Further, the invention also relates to a method for producing an optically active amino compound utilizing the enzyme or transformant. The aminotransferase of the invention has an ability of efficiently converting a ketone compound, particularly a cyclic ketone compound to an optically active amino compound. According to the invention, a method for efficiently producing an optically active amino compound, particularly an optically active cyclic amino compound is provided.

  本发明涉及一种新型氨基转移酶、编码该酶的 DNA、导入该 DNA 的重组载体以及导入该载体的转化体。此外，本发明还涉及一种利用该酶或转化体生产光学活性氨基化合物的方法。本发明的氨基转移酶具有将酮化合物，特别是环酮化合物有效转化为光学活性氨基化合物的能力。根据本发明，提供了一种高效生产光学活性氨基化合物，特别是光学活性环状氨基化合物的方法。