ethyl 2-hydroxy-4-oxo-4-(4-methylphenyl)-2-butenoate | 113503-90-5

• 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: ethyl 2-hydroxy-4-oxo-4-(4-methylphenyl)-2-butenoate
• CAS: 113503-90-5
• 化学式: C₁₃H₁₄O₄
• 分子量: 234.252
• InChiKey: MVJOIKOUJXPNCI-WQLSENKSSA-N

物化性质

• 沸点：
  376.1±42.0 °C(Predicted)
• 密度：
  1.185±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.18
• 重原子数：
  17.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  63.6
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  ethyl 2-hydroxy-4-oxo-4-(4-methylphenyl)-2-butenoate 在 lithium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 为溶剂， 反应 15.15h， 生成 1-(4-sulfamoylphenyl)-5-p-tolyl-1H-pyrazol-3-carbonic acid
  参考文献：
  名称：

  CYP2C9 Structure−Metabolism Relationships:  Optimizing the Metabolic Stability of COX-2 Inhibitors

  摘要：

  The cytochrome P450 (CYP) family is composed of a large group of monooxygenases that mediate the metabolism of xenobiotics and endogenous compounds. CYP2C9, one of the major isoforms of the CYP family, is responsible for the phase I metabolism of a variety of drugs. The aim of the present investigation is to use rational design together with MetaSite, a metabolism site prediction program, to synthesize compounds that retain their pharmacological effects but that are metabolically more stable in the presence of CYP2C9. The model compound for the study is the nonsteroidal anti-inflammatory drug celecoxib, a COX-2 selective inhibitor and known CYP2C9 substrate. Thirteen analogs of celecoxib were designed, synthesized, and evaluated with regard to their metabolic properties and pharmacologic effects. The docking solutions and the predictions from MetaSite gave useful information leading to the design of new compounds with improved metabolic properties.

  DOI：

  10.1021/jm0705096
• 作为产物：
  描述：

  ethyl 2-oxo-4-(p-tolyl)but-3-ynoate 、 1-癸炔 在 三氟甲磺酸 作用下， 以 1,2-二氯乙烷 为溶剂， 以75 %的产率得到ethyl 2-hydroxy-4-oxo-4-(4-methylphenyl)-2-butenoate
  参考文献：
  名称：

  通过炔醇与 α-炔酮酯的 [2 + 2 + 2]- 和 [2 + 3]- 环化反应不同合成 Oxepino-Phthalides 和 [5,5]-Oxspirolactones

  摘要：

  揭示了炔醇的炔官能团作为羰基化合物替代物的合成潜力，本文中我们提出了第一个布朗斯台德酸（TfOH）催化的 4-戊炔-1-醇（具有末端炔烃）的 [2 + 2 + 2]-环化反应)与α-炔酮-酯反应得到三环四氢氧杂苯酞。此外，通过使用 4-戊炔-1-醇（具有内部炔）作为环化配偶体，通过发散的 [2 + 3]-成环途径。

  DOI：

  10.1021/acs.joc.3c01301

文献信息

• SUBSTITUTED PYRROLIDINONE AS INHIBITORS OF HEPATITIS C NS5B POLYMERASE, THE PHARMACEUTICAL COMPOSITION THEREOF AND THEIR THERAPEUTIC USE
  申请人：Berecibar Amaya

  公开号：US20120189579A1

  公开（公告）日：2012-07-26

  The present invention concerns a substituted pyrrolidinone of the following formula I or a salt, solvate, tautomer, isotope, enantiomer, diastereoisomer or racemic mixture thereof: (I), for the treatment of hepatitis C.

  本发明涉及以下式I的取代吡咯烷酮或其盐、溶剂合物、互变异构体、同位素、对映异构体或其外消旋混合物，用于治疗丙型肝炎。
• 1-(6 MEMBERS AZO-HETEROCYCLIC)-PYRROLIN-2-ONE COMPOUNDS AS INHIBITORS OF HEPATITIS C NS5B POLYMERASE, THE PHARAMACEUTICAL COMPOSITION THEREOF AND THEIR THERAPEUTIC USE
  申请人：Berecibar Amaya

  公开号：US20120128630A1

  公开（公告）日：2012-05-24

  The present invention concerns a 1-(6 members azo-heterocyclic)-pyrrolin-2-one compound of the following formula I or a salt, solvate, tautomer, isotope, enantiomer, diastereoisomer or racemic mixture thereof: the pharmaceutical composition thereof and their therapeutic use as inhibitors of Hepatitis C NS5B polymerase.

  本发明涉及以下公式I的1-(6成员偶氮杂环)-吡咯烷-2-酮化合物或其盐、溶剂化物、互变异构体、同位素、对映异构体或其混合物：其药物组合物及其作为丙型肝炎NS5B聚合酶抑制剂的治疗用途。
• COMPOSITION FOR REGULATING PLANT GROWTH, METHOD FOR TREATING PLANTS THEREWITH, AND ACTIVE INGREDIENT THEREOF
  申请人：Gorbunov, Sergei Valeryevich

  公开号：EP3473098A1

  公开（公告）日：2019-04-24

  A composition for regulating plant growth, the active ingredient of which is an ester of oxaloacetic acid or a salt thereof, or derivatives thereof, wherein the ester of oxaloacetic acid has the given formula, where R1 and R2 are independently selected from a series of C1-C18 alkyl groups, and wherein the content of the active ingredient corresponds to a concentration of from 10-11 M to 10-3 M. The active ingredients and compositions for regulating plant growth allow for treating plants in order to stimulate the growth thereof and achieve such advantages as increased yields, improved plant quality, improved nutrient absorption and enhanced stress resistance, while allowing such advantages to be achieved using a relatively small amount of an active ingredient(s) which is/are biodegradable and environmentally friendly.

  一种调节植物生长的组合物，其活性成分是草酰乙酸酯或其盐或其衍生物，其中草酰乙酸酯具有给定的式，其中 R1 和 R2 独立地选自一系列 C1-C18 烷基，活性成分的含量相当于 10-11 M 至 10-3 M 的浓度。调节植物生长的活性成分和组合物可以对植物进行处理，以刺激植物的生长，达到提高产量、改善植物质量、改善养分吸收和增强抗逆性等优点，同时只需使用相对少量的活性成分即可达到上述优点，而且活性成分可生物降解，对环境友好。
• Amer, Adel; Weisz, Klaus; Zimmer, Hans, Heterocycles, 1987, vol. 26, # 7, p. 1853 - 1862
  作者：Amer, Adel、Weisz, Klaus、Zimmer, Hans

  DOI：——

  日期：——