16-(4'-chlorobenzal)androsta-1,4-diene-3,17-dione | 150634-84-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 16-(4'-chlorobenzal)androsta-1,4-diene-3,17-dione
• 英文别名: (8R,9S,10R,13S,14S)-16-[(4-chlorophenyl)methylidene]-10,13-dimethyl-6,7,8,9,11,12,14,15-octahydrocyclopenta[a]phenanthrene-3,17-dione
• CAS: 150634-84-7
• 化学式: C₂₆H₂₇ClO₂
• 分子量: 406.952
• InChiKey: SAZLQQSPFHQEBT-FEVZJFHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  29
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-氨基-1,2,4-三氮唑 、 16-(4'-chlorobenzal)androsta-1,4-diene-3,17-dione 在 potassium tert-butylate 作用下， 以 叔丁醇 为溶剂， 以105 mg的产率得到
  参考文献：
  名称：

  甾体[1,2,4]三唑并[1,5-a]嘧啶的合成及其抗增殖活性

  摘要：

  A facile strategy for the synthesis of steroidal [1,2,4]triazolo[1,5-a]pyrimidines 5a-g and 6a-g has been accomplished via a one-pot reaction of steroidal ketones, aromatic aldehydes and 3-amino-1,2,4-triazole in the presence of potassium tert-butoxide in refluxing tert-butanol. All the synthesized heterosteroids were evaluated for in vitro antiproliferative activity against human cancer cells by sulforhodamine B (SRB) assays. The preliminary results showed that compounds 6a and 6e possessed potent antiproliferative activities.

  DOI：

  10.3987/com-19-14075
• 作为产物：
  描述：

  雄烯二酮 在 potassium tert-butylate 、 叔丁基二甲基氯硅烷 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 1,3-二噁烷 、 叔丁醇 为溶剂， 反应 0.5h， 生成 16-(4'-chlorobenzal)androsta-1,4-diene-3,17-dione
  参考文献：
  名称：

  甾体[1,2,4]三唑并[1,5-a]嘧啶的合成及其抗增殖活性

  摘要：

  A facile strategy for the synthesis of steroidal [1,2,4]triazolo[1,5-a]pyrimidines 5a-g and 6a-g has been accomplished via a one-pot reaction of steroidal ketones, aromatic aldehydes and 3-amino-1,2,4-triazole in the presence of potassium tert-butoxide in refluxing tert-butanol. All the synthesized heterosteroids were evaluated for in vitro antiproliferative activity against human cancer cells by sulforhodamine B (SRB) assays. The preliminary results showed that compounds 6a and 6e possessed potent antiproliferative activities.

  DOI：

  10.3987/com-19-14075

文献信息

• Synthesis of Steroidal [1,2,4]Triazolo[1,5-a]pyrimidines and Their Antiproliferative Activities
  作者：Xiao-Min Zhao、Ning-Juan Fan、Jiang-Jiang Tang、Yuan-Feng Li、Yu-Bin Bai

  DOI：10.3987/com-19-14075

  日期：——

  A facile strategy for the synthesis of steroidal [1,2,4]triazolo[1,5-a]pyrimidines 5a-g and 6a-g has been accomplished via a one-pot reaction of steroidal ketones, aromatic aldehydes and 3-amino-1,2,4-triazole in the presence of potassium tert-butoxide in refluxing tert-butanol. All the synthesized heterosteroids were evaluated for in vitro antiproliferative activity against human cancer cells by sulforhodamine B (SRB) assays. The preliminary results showed that compounds 6a and 6e possessed potent antiproliferative activities.