5-Ethenyl-4a-methyl-1-phenyl-4,4a,7,8-tetrahydro-1H-benzo[f]indazole | 83911-80-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-Ethenyl-4a-methyl-1-phenyl-4,4a,7,8-tetrahydro-1H-benzo[f]indazole
• 英文别名: 5-ethenyl-4a-methyl-1-phenyl-7,8-dihydro-4H-benzo[f]indazole
• CAS: 83911-80-2
• 化学式: C₂₀H₂₀N₂
• 分子量: 288.392
• InChiKey: DKOLHYMQTOUDKV-UHFFFAOYSA-N

物化性质

• 沸点：
  437.2±34.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  四氧嘧啶 、 5-Ethenyl-4a-methyl-1-phenyl-4,4a,7,8-tetrahydro-1H-benzo[f]indazole 以 甲苯 为溶剂， 反应 24.0h， 以26%的产率得到(4'aR,11'aR)-11'a-methyl-8'-phenylspiro[1,3-diazinane-5,3'-4a,5,6,11-tetrahydro-2H-chromeno[5,6-f]indazole]-2,4,6-trione
  参考文献：
  名称：

  Non-steroidal glucocorticoid-like substances: receptor binding and in vivo activity

  摘要：

  Compounds of general structure I, prepared by a Diels-Alder reaction with diene 3, are relatives of the known potent glucocorticoid II but possess a markedly modified C- and D-ring environment. Despite these structural changes, 4, 5, 9, 10, 12a, 13, and 14 bound to the glucocorticoid receptor with an affinity which approximated that of the reference standard, 6-alpha-methylprednisolone. Four of these compounds not only exhibited antiinflammatory activity in the alpha-tocopherol pouch test but also exhibited marked adrenal suppression and other typical glucocorticoid properties at doses in the same range as the effective antiinflammatory doses.

  DOI：

  10.1021/jm00074a008
• 作为产物：
  描述：

  5-ethenyl-4,4a,7,8-tetrahydro-4a-methyl-2(3H)-naphthalenone 在 sodium methylate 、 sodium acetate 作用下， 以 溶剂黄146 为溶剂， 反应 0.5h， 生成 5-Ethenyl-4a-methyl-1-phenyl-4,4a,7,8-tetrahydro-1H-benzo[f]indazole
  参考文献：
  名称：

  Non-steroidal glucocorticoid-like substances: receptor binding and in vivo activity

  摘要：

  Compounds of general structure I, prepared by a Diels-Alder reaction with diene 3, are relatives of the known potent glucocorticoid II but possess a markedly modified C- and D-ring environment. Despite these structural changes, 4, 5, 9, 10, 12a, 13, and 14 bound to the glucocorticoid receptor with an affinity which approximated that of the reference standard, 6-alpha-methylprednisolone. Four of these compounds not only exhibited antiinflammatory activity in the alpha-tocopherol pouch test but also exhibited marked adrenal suppression and other typical glucocorticoid properties at doses in the same range as the effective antiinflammatory doses.

  DOI：

  10.1021/jm00074a008