Ethyl 2-methyl-3-oxo-4-(4-phenylphenyl)butanoate | 1197350-75-6

• 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-methyl-3-oxo-4-(4-phenylphenyl)butanoate
• CAS: 1197350-75-6
• 化学式: C₁₉H₂₀O₃
• 分子量: 296.366
• InChiKey: QZIMMKWGJHLCMC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Ethyl 2-methyl-3-oxo-4-(4-phenylphenyl)butanoate 、 硫脲 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 16.0h， 生成 5-methyl-6-[(4-phenylphenyl)methyl]-2-sulfanylidene-1H-pyrimidin-4-one
  参考文献：
  名称：

  Synthesis and in vitro anti-HIV evaluation of a new series of 6-arylmethyl-substituted S-DABOs as potential non-nucleoside HIV-1 reverse transcriptase inhibitors

  摘要：

  A series of new 5-alkyl-2-benzylsulfanylpyrimidin-4(3H)-ones (5a-y) bearing different substituted arylmethyl moieties at the C-6 position of the pyrimidine core have been synthesized and evaluated for their in vitro activities against HIV-1 and HIV-2 in MT-4 cell cultures. The majority of the title compounds showed moderate to good activities against HIV-1 with an IC50 range from 6.67 mu M to 0.12 mu M. Among them, 6-(3,5-dimethylbenzy]) analogue 5q exhibited the most potent anti-HIV-1 activity (IC50 = 0.12 mu M, SI > 2642), which was about 40-fold more active than the reference compounds 1-[(2-hydroxyethoxy)methyl]-6-(phenylsulfanyl)thymine (HEPT) and 2',3'-dideoxyinosine (DDI). The structure-activity relationships (SARs) of these new congeners were further discussed. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.06.028
• 作为产物：
  描述：

  、 甲基丙二酸二乙酯 在 potassium hydroxide 、 三乙胺 、 magnesium chloride 、 盐酸 作用下， 以 乙醇 、 乙腈 、 水 为溶剂， 生成 Ethyl 2-methyl-3-oxo-4-(4-phenylphenyl)butanoate
  参考文献：
  名称：

  Synthesis and in vitro anti-HIV evaluation of a new series of 6-arylmethyl-substituted S-DABOs as potential non-nucleoside HIV-1 reverse transcriptase inhibitors

  摘要：

  A series of new 5-alkyl-2-benzylsulfanylpyrimidin-4(3H)-ones (5a-y) bearing different substituted arylmethyl moieties at the C-6 position of the pyrimidine core have been synthesized and evaluated for their in vitro activities against HIV-1 and HIV-2 in MT-4 cell cultures. The majority of the title compounds showed moderate to good activities against HIV-1 with an IC50 range from 6.67 mu M to 0.12 mu M. Among them, 6-(3,5-dimethylbenzy]) analogue 5q exhibited the most potent anti-HIV-1 activity (IC50 = 0.12 mu M, SI > 2642), which was about 40-fold more active than the reference compounds 1-[(2-hydroxyethoxy)methyl]-6-(phenylsulfanyl)thymine (HEPT) and 2',3'-dideoxyinosine (DDI). The structure-activity relationships (SARs) of these new congeners were further discussed. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.06.028

文献信息

• Reactivity of vinylidene-π-allyl palladium(<scp>ii</scp>) species
  作者：Can Li、Zhengnan Zhou、Yuling Li、Yinlong Guo、Shengming Ma

  DOI：10.1039/d2cc06871k

  日期：——

  The reactivity of a new type of organometallic intermediate, vinylidene-π-allyl palladium species, has been demonstrated: the reaction between 4-alken-2-ynyl carbonates and stabilized carbon nucleophiles afforded functionalized 1,2,3,-butatriene compounds in moderate to high yields and excellent regioselectivities.

  一种新型有机金属中间体亚乙烯基-π-烯丙基钯物种的反应性已得到证实：4-alken-2-ynyl carbonates 与稳定的碳亲核试剂之间的反应提供功能化的 1,2,3,-butatriene 化合物在适度具有高产率和优异的区域选择性。