5-[α-Carboxy-β-(4'-hydroxy-3',5'-dimethoxyphenyl) ethenyl]-3-methylisoxazole | 113465-45-5

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: 5-[α-Carboxy-β-(4'-hydroxy-3',5'-dimethoxyphenyl) ethenyl]-3-methylisoxazole
• CAS: 113465-45-5
• 化学式: C₁₅H₁₅NO₆
• 分子量: 305.287
• InChiKey: MQOFRQACSJMCAH-YHYXMXQVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.33
• 重原子数：
  22.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  102.02
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  5-[α-Carboxy-β-(4'-hydroxy-3',5'-dimethoxyphenyl) ethenyl]-3-methylisoxazole 在 吡啶 、 molybdenum hexacarbonyl 、 水 作用下， 以 乙腈 为溶剂， 反应 16.0h， 生成 (E)-6-(4-hydroxy-3,5-dimethoxy phenyl)hex-5-ene-2,4-dione
  参考文献：
  名称：

  Styrylpyrazoles, styrylisoxazoles, and styrylisothiazoles. Novel 5-lipoxygenase and cyclooxygenase inhibitors

  摘要：

  A series of styrylpyrazoles, styrylisoxazoles, and styrylisothiazoles were prepared and found to be dual inhibitors of 5-lipoxygenase and cyclooxygenase in rat basophilic leukemia cells. Compounds from this series also were found to inhibit the in vivo production of LTB4 when dosed orally in rats. Among these compounds, di-tert-butylphenols 19 and 33 exhibit oral activity in various models of inflammation and, most importantly, are devoid of ulcerogenic potential.

  DOI：

  10.1021/jm00106a006
• 作为产物：
  描述：

  5-[α-carbomethoxy-β-(4'-hydroxy-3',5'-dimethoxyphenyl)ethenyl]-3-methylisoxazole 以 aqueous KOH 为溶剂， 以76%的产率得到5-[α-Carboxy-β-(4'-hydroxy-3',5'-dimethoxyphenyl) ethenyl]-3-methylisoxazole
  参考文献：
  名称：

  Process of preparing pyrazoles, isoxazoles and analogs thereof having

  摘要：

  本发明是具有5-脂氧合酶或环氧合酶抑制活性或作为防晒剂的3,5-取代的异恶唑、吡唑、异噻唑及其类似物。

  公开号：

  US04877881A1

文献信息

• Styryl pyrazoles, isoxazoles and analogs thereof having activity as 5-lipoxy-genase inhibitors and pharmaceutical compositions containing them
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0245825B1

  公开（公告）日：1991-03-13