2-(4-methoxyphenyl)acetoacetic acid ethyl ester | 5219-08-9

• 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: 2-(4-methoxyphenyl)acetoacetic acid ethyl ester
• 英文别名: ethyl 2-(4-methoxyphenyl)-3-oxobutanoate；ethyl 2-(p-methoxyphenyl)-3-oxobutanoate；2-(4-methoxy-phenyl)-acetoacetic acid ethyl ester；2-(4-Methoxy-phenyl)-acetessigsaeure-aethylester；ethyl α-acetyl-4-methoxyphenyl acetate；ethyl α-acetyl-4-methoxyphenylacetate；Ethyl alpha-acetyl-4-methoxyphenylacetate
• CAS: 5219-08-9
• 化学式: C₁₃H₁₆O₄
• 分子量: 236.268
• InChiKey: QOXRENGPSBVSEU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(4-methoxyphenyl)acetoacetic acid ethyl ester 在 硫酸 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 生成 3-(4-methoxyphenyl)-4-methyl-2-oxo-2H-chromen-7-yl dimethylcarbamate
  参考文献：
  名称：

  Discovery and structure–activity relationship of coumarin derivatives as TNF-α inhibitors

  摘要：

  The discovery and structure-activity relationship of a novel series of coumarin-based TNF-alpha inhibitors is described. Starting from the initial lead la, various derivatives were prepared surrounding the coumarin core structure to optimize the in vitro inhibitory activity of TNF-alpha production by human peripheral blood mononuclear cells (hPBMC), stimulated by bacterial lipopolysaccharide (LPS). Selected compounds also demonstrated in vivo inhibition of TNF-alpha production in rats. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.03.022
• 作为产物：
  描述：

  2-(4-methoxyphenyl)-3-oxobutanenitrile 在 乙醇 作用下， 生成 2-(4-methoxyphenyl)acetoacetic acid ethyl ester
  参考文献：
  名称：

  Mentzer et al., Bulletin de la Societe Chimique de France, 1946, p. 271,274

  摘要：

  DOI：

文献信息

• Synthetic Scope of Brønsted Acid-Catalyzed Reactions of Carbonyl Compounds and Ethyl Diazoacetate
  作者：Mizzanoor Rahaman、M. Shahnawaz Ali、Khorshada Jahan、Damon Hinz、Jawad Bin Belayet、Ryan Majinski、M. Mahmun Hossain

  DOI：10.1021/acs.joc.0c02972

  日期：2021.5.7

  The comprehensive study of the reactions of carbonyl compounds and ethyl diazoacetate in the presence of a Brønsted acid catalyst is described. In result, a broad range of 3-oxo-esters were synthesized from a variety of ketones and aliphatic aldehydes by 1,2-aryl/alkyl/hydride shift. Aryl–methyl ketones produced only aryl-migrated products, whereas other ketones yielded a mixture of products. For diaryl

  描述了在布朗斯台德酸催化剂存在下羰基化合物与重氮乙酸乙酯的反应的综合研究。结果，通过1，2-芳基/烷基/氢化物的转变，由多种酮和脂族醛合成了范围广泛的3-氧代酯。芳基甲基酮仅产生芳基迁移的产物，而其他酮则产生产物的混合物。对于二芳基酮，通过二维NMR光谱法证实了两种不可分离的迁移产物的身份。
• [EN] QUINOLONE COMPOUND AND PHARMACEUTICAL COMPOSITION<br/>[FR] COMPOSÉ DE QUINOLONE ET AGENT PHARMACEUTIQUE
  申请人：OTSUKA PHARMA CO LTD

  公开号：WO2010064735A1

  公开（公告）日：2010-06-10

  The present invention provides a quinolone compound that inhibits the chronic progression of Parkinson's disease or protects dopamine neurons from disease etiology, thereby suppressing the progression of neurological dysfunction, so as to prolong the period of time until L-dopa is administered while also improving neuronal function; the quinolone compound of the invention is represented by Formula (1): wherein: R1 represents hydrogen or the like; R2 represents hydrogen or the like; R3 represents substituted or unsubstituted phenyl or the like; R4 represents halogen or the like; R5 represents hydrogen or the like; R6 represents hydrogen or the like; and R7 represents hydrogen or the like.

  本发明提供了一种喹诺酮化合物，该化合物能够抑制帕金森病的慢性进展或保护多巴胺神经元免受疾病病因的影响，从而抑制神经功能障碍的进展，以便在延长给予L-多巴的时间的同时改善神经元功能；本发明的喹诺酮化合物由公式(1)表示：其中：R1代表氢等；R2代表氢等；R3代表取代或未取代的苯基等；R4代表卤素等；R5代表氢等；R6代表氢等；R7代表氢等。
• [EN] PYRAZOLONE DERIVATIVES AS NITROXYL DONORS<br/>[FR] DÉRIVÉS DE PYRAZOLONE UTILISÉS EN TANT QUE DONNEURS DE NITROXYLE
  申请人：CARDIOXYL PHARMACEUTICALS INC

  公开号：WO2015183839A1

  公开（公告）日：2015-12-03

  The disclosed subject matter provides pyrazolone derivative compounds, pharmaceutical compositions comprising such compounds, kits comprising such compounds, and methods of using such compounds or pharmaceutical compositions. In particular, the disclosed subject matter provides methods of using such compounds or pharmaceutical compositions for treating heart failure.

  所披露的主题提供了吡唑酮衍生物化合物，包括这些化合物的药物组合物，包括这些化合物的试剂盒，以及使用这些化合物或药物组合物的方法。具体而言，所披露的主题提供了使用这些化合物或药物组合物治疗心力衰竭的方法。
• CuI/<scp>l</scp>-Proline-Catalyzed Coupling Reactions of Aryl Halides with Activated Methylene Compounds
  作者：Xiaoan Xie、Guorong Cai、Dawei Ma

  DOI：10.1021/ol0518838

  日期：2005.10.1

  [reaction: see text] The arylation of ethyl acetoacetate, ethyl benzoyl acetate, and diethyl malonate under the catalysis of CuI/L-proline in DMSO proceeds smoothly at 40-50 degrees C in the presence of Cs2CO3 to provide the 2-aryl-1,3-dicarbonyl compounds in good yields. Both aryl iodides and aryl bromides are compatible with these reaction conditions.

  [反应：请参见文本]在DMSO中CuI / L-脯氨酸的催化下，在Cs2CO3存在下，在40-50℃下，乙酰乙酸乙酯，苯甲酸乙酯和丙二酸二乙酯的芳基化反应顺利进行，从而提供了2-芳基- 1,3-二羰基化合物，收率高。芳基碘化物和芳基溴化物都与这些反应条件相容。
• Simple Conversion of Enamines to 2<i>H</i>-Azirines and Their Rearrangements under Thermal Conditions
  作者：Xiaoxun Li、Yunfei Du、Zhidan Liang、Xiangke Li、Yan Pan、Kang Zhao

  DOI：10.1021/ol9006663

  日期：2009.6.18

  A variety of substituted enamine derivatives were first found to be conveniently converted to the corresponding 2H-azirines mediated by phenyliodine (III) diacetate (PIDA). The formed 2-aryl-2H-azirines could be applied in the synthesis of indole-3-carbonitriles or isoxazoles via thermal rearrangements.

  首先发现各种取代的烯胺衍生物可方便地转化为由二乙酸苯碘（III）（PIDA）介导的相应的2 H-叠氮基。形成的2-芳基-2 H-叠氮基可以通过热重排用于合成吲哚-3-腈或异恶唑。