5-(4-Methoxyphenyl)-5-oxopentanoyl chloride | 102769-22-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-(4-Methoxyphenyl)-5-oxopentanoyl chloride
• CAS: 102769-22-2
• 化学式: C₁₂H₁₃ClO₃
• 分子量: 240.686
• InChiKey: RRKZQGMYNZJNBM-UHFFFAOYSA-N

物化性质

• 沸点：
  373.1±22.0 °C(Predicted)
• 密度：
  1.185±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 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：

  5-(4-Methoxyphenyl)-5-oxopentanoyl chloride 在 氨 作用下， 生成 5-Oxo-5-<4-methoxy-phenyl>-valeriansaeure-amid
  参考文献：
  名称：

  (Phenylmethoxy)phenyl derivatives of w-oxo- and w-tetrazolylalkanoic acids and related tetrazoles. Synthesis and evaluation as leukotriene D4 receptor antagonists

  摘要：

  Two series of (phenylmethoxy)phenyl compounds derived from the structure of LY163443 were synthesized and evaluated as leukotriene D4 receptor antagonists. In the OMEGA-[(phenylmethoxy)phenyl]-OMEGA-oxoalkanoic acid series, 5-[4-[(4-acetyl-2-ethyl-3-hydroxyphenyl)methoxy]phenyl]-3,3-dimethyl-5-oxopentanoic acid (8) was the most potent antagonist of LTD4-induced contractions of guinea pig ileum (pK(B) of 7.60) and LTD4 pressor response in pithed rats (ED50 of 1.4 mg/kg iv). Replacing the carboxylic acid function with 5-tetrazole gave slightly more potent compounds. In the OMEGA-[5-[[(phenylmethoxy)phenyl]alkyl]tetrazolyl]alkanoic acid series, replacing the carboxylic acid with 5-tetrazole gave compounds that were equally effective in the guinea pig ileum but more potent in vivo against the LTD4 pressor response in rat. The pK(B) value in the guinea pig ileum for 1-[2-hydroxy-3-propyl-4-[[4-[[2-[3-(1H-tetrazol-5-yl)propyl]-2H-tetrazol-5-yl]methyl]phenoxy]methyl]phenyl]ethanone (25) was 7.87 and the ED50 for antagonism of the LTD4 pressor response was 4.0 mg/kg iv. The sodium salts of 8 (9) and 25 (26) given by the iv route of administration antagonized LTD4-induced cardiovascular alterations in anesthetized rat and LTD4-induced bronchoconstriction in guinea pig in a dose-dependent manner. Oral activity was also demonstrated against the LTD4-induced bronchoconstriction in guinea pig.

  DOI：

  10.1021/jm00113a014
• 作为产物：
  描述：

  5-(4-甲氧基苯基)-5-氧代戊酸 在 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 乙醚 为溶剂， 反应 6.0h， 生成 5-(4-Methoxyphenyl)-5-oxopentanoyl chloride
  参考文献：
  名称：

  Shashidhar, M. Srikantaiah; Bhatt, M. Vivekananda, Journal of the Chemical Society. Perkin transactions II, 1986, p. 355 - 358

  摘要：

  DOI：

文献信息

• SHASHIDHAR, M. SRIKANTAIAH;BHATT, M. VIVEKANANDA, J. CHEM. SOC. PERKIN TRANS., 1986, N 3, 355-358
  作者：SHASHIDHAR, M. SRIKANTAIAH、BHATT, M. VIVEKANANDA

  DOI：——

  日期：——