ethyl 3-(((6aR,6bS,8aS,12aS,12bR)-9-cyano-6a,8a-dimethyl-4-oxo-2,4,5,6,6a,6b,7,8,8a,12,12a,12b-dodecahydro-1H-naphtho[2',1':4,5]indeno[2,1-b]thiophen-10-yl)amino)-3-oxopropanoate | 1616254-89-7

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: ethyl 3-(((6aR,6bS,8aS,12aS,12bR)-9-cyano-6a,8a-dimethyl-4-oxo-2,4,5,6,6a,6b,7,8,8a,12,12a,12b-dodecahydro-1H-naphtho[2',1':4,5]indeno[2,1-b]thiophen-10-yl)amino)-3-oxopropanoate
• CAS: 1616254-89-7
• 化学式: C₂₇H₃₂N₂O₄S
• 分子量: 480.628
• InChiKey: DEJYGVBMYLCFJQ-QOBXVZAVSA-N

物化性质

• 沸点：
  683.3±55.0 °C(predicted)
• 密度：
  1.29±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.06
• 重原子数：
  34.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  96.26
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  ethyl 3-(((6aR,6bS,8aS,12aS,12bR)-9-cyano-6a,8a-dimethyl-4-oxo-2,4,5,6,6a,6b,7,8,8a,12,12a,12b-dodecahydro-1H-naphtho[2',1':4,5]indeno[2,1-b]thiophen-10-yl)amino)-3-oxopropanoate 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 ethyl (6aR,6bS,8aS,14aS,14bR)-9-amino-6a,8a-dimethyl-4,11-dioxo-2,4,5,6,6a,6b,7,8,8a,11,12,14,14a,14b-tetradecahydro-1H-naphtho[2'',1'':4',5']indeno[1',2':4,5]thieno[2,3-b]pyridine-10-carboxylate
  参考文献：
  名称：

  Heterocyclic ring extension of androstenedione: Synthesis and cytotoxicity of fused pyran, pyrimidine and thiazole derivatives

  摘要：

  The reaction of androstenedione with either malononitrile or ethyl cyanoacetate and aromatic aldehydes 2a-c gave the pyran derivatives 4a-f, respectively. On the other hand, the reaction of androstenedione with thiourea and the aromatic aldehydes 2a-c gave the pyrimidine derivatives 6a-c, respectively. Compound 6b reacted with 2-bromo-1-arylethanone derivatives 7a-d to give the indeno[2,1-e]thiazole derivatives 8a-d. Some of the produced compounds were used for further heterocyclization reactions. The cytotoxicity of the newly obtained products was evaluated against some cancer cell lines and a normal cell line. (C) 2014 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2014.04.011
• 作为产物：
  描述：

  雄烯二酮 在 sulfur 、 三乙胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 3.0h， 生成 ethyl 3-(((6aR,6bS,8aS,12aS,12bR)-9-cyano-6a,8a-dimethyl-4-oxo-2,4,5,6,6a,6b,7,8,8a,12,12a,12b-dodecahydro-1H-naphtho[2',1':4,5]indeno[2,1-b]thiophen-10-yl)amino)-3-oxopropanoate
  参考文献：
  名称：

  Heterocyclic ring extension of androstenedione: Synthesis and cytotoxicity of fused pyran, pyrimidine and thiazole derivatives

  摘要：

  The reaction of androstenedione with either malononitrile or ethyl cyanoacetate and aromatic aldehydes 2a-c gave the pyran derivatives 4a-f, respectively. On the other hand, the reaction of androstenedione with thiourea and the aromatic aldehydes 2a-c gave the pyrimidine derivatives 6a-c, respectively. Compound 6b reacted with 2-bromo-1-arylethanone derivatives 7a-d to give the indeno[2,1-e]thiazole derivatives 8a-d. Some of the produced compounds were used for further heterocyclization reactions. The cytotoxicity of the newly obtained products was evaluated against some cancer cell lines and a normal cell line. (C) 2014 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2014.04.011