α-methyl-(E)-ferulic acid | 99865-71-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: α-methyl-(E)-ferulic acid
• 英文别名: 3t-(4-hydroxy-3-methoxy-phenyl)-2-methyl-acrylic acid；3-(4-hydroxy-3-methoxy-phenyl)-2-methyl-acrylic acid；3t-(4-Hydroxy-3-methoxy-phenyl)-2-methyl-acrylsaeure；4-Oxy-3-methoxy-α-methyl-zimtsaeure；3-(4-Hydroxy-3-methoxy-phenyl)-2-methyl-acrylsaeure；4-hydroxy-3-methoxy-α-methylcinnamic acid；3-Methylaether-homokaffeesaeure；Homoferulasaeure；(E)-3-(4-hydroxy-3-methoxyphenyl)-2-methylprop-2-enoic acid
• CAS: 99865-71-1
• 化学式: C₁₁H₁₂O₄
• 分子量: 208.214
• InChiKey: YHOAZFMXZXWRHC-FNORWQNLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2918990090

反应信息

• 作为反应物：
  描述：

  α-methyl-(E)-ferulic acid 在 甲基锂 、 calcium carbonate 作用下， 生成 异丁香酚
  参考文献：
  名称：

  Tiemann; Kraaz, Chemische Berichte, 1882, vol. 15, p. 2063

  摘要：

  DOI：
• 作为产物：
  描述：

  3-(3-methoxy-4-propionyloxy-phenyl)-2-methyl-acrylic acid 在 sodium hydroxide 作用下， 生成 α-methyl-(E)-ferulic acid
  参考文献：
  名称：

  Tiemann; Kraaz, Chemische Berichte, 1882, vol. 15, p. 2063

  摘要：

  DOI：

文献信息

• Studies of hypolipidemic agents. 1. Synthesis and hypolipidemic activities of alkoxycinnamic acid derivatives
  作者：Toshio Watanabe、Kimiaki Hayashi、Shigeki Yoshimatsu、Kazuo Sakai、Shigeyuki Takeyama、Kohki Takashima

  DOI：10.1021/jm00175a010

  日期：1980.1

  and their hypolipidemic activities were evaluated in a screening system with rats. Cinnamic acids, alpha-methylcinnamic acids, and their various esters with a higher p-alkoxy substituent were found to possess hypolipidemic activities higher than or comparable to that of clofibrate. The proper length (C12--C16) and the para position of the alkoxy substituent seem to be essential for activity. Chloroethyl

  合成了110多种烷氧基肉桂酸衍生物，并在大鼠筛选系统中评估了它们的降血脂活性。发现肉桂酸，α-甲基肉桂酸及其各种具有较高对烷氧基取代基的酯具有比氯贝贝特更高或相当的降血脂活性。适当的长度（C12-C16）和烷氧基取代基的对位似乎对活性至关重要。一些活性对烷氧基肉桂酸的氯乙基和甲基丙烯酰氧基乙基酯以及甘油单酯比相应的游离酸更具活性。
• Divergent Reactivity in Cu^II-Catalyzed Oxidative Coupling between Indole/Tryptamine Derivatives and β-Arylacrylic Acids
  作者：Wei Cao、Jinbao Fan、Linyang Yan、Guangyao Zeng、Jinjin Ma、Yajing Wang、Yingjun Zhou、Xu Deng

  DOI：10.1021/acs.orglett.9b03697

  日期：2019.12.6

  Condition-controlled divergent oxidative coupling reactions between indole/tryptamine derivatives and β-arylacrylic acids with the catalysis of copper(II) have been developed. Specifically, a formal Michael addition/dehydration sequence between indoles and β-arylacrylic acids occurred in the presence of catalytic CuBr2 in CH3CN under air, thus affording highly functionalized 2,3-dihydro-1H-pyrrolo[1

  已经开发出条件控制的吲哚/色胺衍生物与β-芳基丙烯酸之间的氧化偶联反应，其催化铜（II）。具体而言，在空气中CH 3 CN中存在催化CuBr 2时，吲哚与β-芳基丙烯酸之间存在正式的迈克尔加成/脱水序列，从而提供了高度官能化的2,3-二氢-1 H-吡咯并[1,2- a ]吲哚。相反，在将氧化剂改变为t BuOOH，将溶剂改变为DCM时，反应过程切换到空前的氧化偶合/环化级联反应，从而选择性地得到四环吡咯并[2,3- b ]二氢吲哚。
• Biaromatic compound activators of ppargamma receptors and cosmetic/pharmaceutical compositions comprised thereof
  申请人：Clary Laurence

  公开号：US20070213336A1

  公开（公告）日：2007-09-13

  Novel biaromatic compounds having the general formula (I): and cosmetic/pharmaceutical compositions comprised thereof are useful in human or veterinary medicine (in dermatology and also in the fields of cardiovascular diseases, of immune diseases and/or of diseases related to the metabolism of lipids) or, alternatively, in cosmetic compositions.

  具有一般公式（I）的新型双芳香族化合物及其所组成的化妆品/药物组合物在人类或兽医医学（在皮肤科以及心血管疾病、免疫疾病和/或与脂质代谢有关的疾病领域）中非常有用，或者在化妆品组合物中使用。
• Triterpenyl esters of organic acids, process for their production, and hypolipidemic agents composed of them
  申请人：AMANO PHARMACEUTICAL CO., LTD.

  公开号：EP0166542A2

  公开（公告）日：1986-01-02

  A triterpenyl ester of organic acid other than triterpenyl esters of ferulic acid and of monobasic and dibasic saturated fatty acids. A process for producing a triterpenyl ester of organic acid other than esters of ferulic acid and of monobasic and dibasic saturated fatty acids, which comprises the reaction of a triterpenyl alcohol with an acid halide of the corresponding organic acid. A pharmaceutical composition for treatment of hyperlipidemia comprising a pharmaceutical carrier and an effective amount of a triterpenyl ester of organic acid other than triterpenyl esters of dibasic saturated fatty acids. A pharmaceutical composition for treating hyperlipidemia which comprises a pharmaceutical carrier and an effective amount of cyclobranol as an active ingredient.

  一种除阿魏酸三萜酯和单盐基及二盐基饱和脂肪酸三萜酯以外的有机酸三萜酯。一种除阿魏酸酯、单基和二基饱和脂肪酸酯以外的有机酸三萜酯的生产工艺，包括三萜醇与相应有机酸的酸卤化物反应。一种治疗高脂血症的药物组合物，包括药物载体和有效量的有机酸三萜酯（二元饱和脂肪酸三萜酯除外）。一种治疗高脂血症的药物组合物，它包括一种药物载体和有效量的作为活性成 分的环烷醇。
• FOOD ADDITIVE AND USE THEREOF
  申请人：AMANO PHARMACEUTICAL CO., LTD.

  公开号：EP0619952A1

  公开（公告）日：1994-10-19

  An additive for cholesterol-containing food, containing a rice bran component and/or a derivative thereof as an active ingredient, a method of using same, and food treated thereby; and a process for producing mayonnaise controlled in the rise of a blood cholesterol level, or the absorption of cholesterol. A method of decreasing the effect of cholesterol contained in food on a living organism, for example, controlling the rise of a blood cholesterol level by adding to cholesterol-containing food a food additive capable of forming a complex with cholesterol, such as an extract of a rice bran component, γ-orizanol (γ-OZ) which is a mixture of esters of ferulic acid with various alcohols prepared by refining said extract and/or a derivative of a rice bran component, thereby forming a cholesterol complex of the food additive, whereby the cholesterol contained in food becomes nonabsorbable by a living organism or can be removed therefrom.

  一种含有米糠成分和/或其衍生物作为有效成分的含胆固醇食品添加剂，一种使用该添加剂的方法，以及经该添加剂处理的食品；以及一种生产蛋黄酱的工艺，该工艺可控制血液中胆固醇水平的升高或胆固醇的吸收。一种降低食物中所含胆固醇对生物体影响的方法，例如，在含胆固醇的食物中加入一种能与胆固醇形成复合物的食品添加剂，如米糠成分的提取物，从而控制血液中胆固醇水平的升高、γ-orizanol（γ-OZ），它是阿魏酸酯与各种醇的混合物，通过提炼上述提取物和/或米糠成分的衍生物制备而成，从而形成食品添加剂的胆固醇复合物，使食物中所含的胆固醇不能被生物体吸收或从食物中去除。