3-[β-(4'-Hydroxy-3',5'-bis(1,1-dimethylethyl)phenyl) ethenyl]-5-carboxymethylisoxazole | 113465-54-6

• 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: 3-[β-(4'-Hydroxy-3',5'-bis(1,1-dimethylethyl)phenyl) ethenyl]-5-carboxymethylisoxazole
• 英文别名: {3-[2-(3,5-Di-tert-butyl-4-hydroxy-phenyl)-vinyl]-isoxazol-5-yl}-acetic acid；2-[3-[(E)-2-(3,5-ditert-butyl-4-hydroxyphenyl)ethenyl]-1,2-oxazol-5-yl]acetic acid
• CAS: 113465-54-6
• 化学式: C₂₁H₂₇NO₄
• 分子量: 357.45
• InChiKey: XZXFQRKXJWLSBZ-BQYQJAHWSA-N

物化性质

• 熔点：
  205-210 °C
• 沸点：
  492.5±40.0 °C(Predicted)
• 密度：
  1.160±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  83.6
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3,5-二叔丁基-4-羟基苯甲醛 在 哌啶 、 吡啶 、 正丁基锂 、 溶剂黄146 作用下， 以 甲苯 为溶剂， 反应 7.33h， 生成 3-[β-(4'-Hydroxy-3',5'-bis(1,1-dimethylethyl)phenyl) ethenyl]-5-carboxymethylisoxazole
  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

文献信息

• Process of preparing pyrazoles, isoxazoles and analogs thereof having
  申请人：Warner-Lambert Company

  公开号：US04877881A1

  公开（公告）日：1989-10-31

  The present invention is 3,5-substituted, isoxazoles, pyrazoles, isothiazoles, and analogs thereof having 5-lipoxygenase or cyclooxygenase inhibiting activity or as a sunscreen.

  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。
• 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
• BELLIOTTI, THOMAS R.;CONNOR, DAVID T.;FLYNN, DANIEL L.;KOSTLAN, CATHERINE+
  作者：BELLIOTTI, THOMAS R.、CONNOR, DAVID T.、FLYNN, DANIEL L.、KOSTLAN, CATHERINE+

  DOI：——

  日期：——
• FLYNN, DANIEL L.;BELLIOTTI, THOMAS R.;BOCTOR, AMAL M.;CONNOR, DAVID T.;KO+, J. MED. CHEM., 34,(1991) N, C. 518-525
  作者：FLYNN, DANIEL L.、BELLIOTTI, THOMAS R.、BOCTOR, AMAL M.、CONNOR, DAVID T.、KO+

  DOI：——

  日期：——
• US4877881A
  申请人：——

  公开号：US4877881A

  公开（公告）日：1989-10-31