3-pyrrolidino-17-aza-D-homo-3,5-androstadiene-16,17a-dione | 158661-64-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 3-pyrrolidino-17-aza-D-homo-3,5-androstadiene-16,17a-dione
• 英文别名: (4aS,4bR,10aR,10bS,12aS)-10a,12a-dimethyl-8-pyrrolidin-1-yl-4a,4b,5,9,10,10b,11,12-octahydro-4H-naphtho[2,1-f]isoquinoline-1,3-dione
• CAS: 158661-64-4
• 化学式: C₂₃H₃₂N₂O₂
• 分子量: 368.519
• InChiKey: PMZUCJOMSKSGES-LEYYSGQMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  27
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-pyrrolidino-17-aza-D-homo-3,5-androstadiene-16,17a-dione 在 sodium tetrahydroborate 、 戊醇 、 sodium 作用下， 以 甲醇 为溶剂， 反应 5.0h， 生成 17-methyl-3β-pyrrolidino-17-aza-D-homo-5-androstene
  参考文献：
  名称：

  Synthesis and biological activity of 17-azasteroidal neuromuscular-blocking agents

  摘要：

  The new analogues, containing nitrogen at the 17-position instead of the 17a-position, of chandonium iodide 2 have been prepared and evaluated for potential neuromuscular-blocking activity in in vitro studies using chick-biventer cervicis preparations. There is a slight increase in the interonium distance between the 2 quaternary heads of 13(DPJ-240). All the bisquatemary compounds 13 (DPJ-240), 14 (DPJ-252), 15 (DPJ-262), 16 (DPJ-260) and 17 (DPJ-261) showed potent neuromuscular-blocking activity but slightly less than chandonium iodide 2. Monoquaternary ammonium derivatives 12 (DPJ-246), 21 (DPJ-245), 23 (DPJ-246) and 24 (DPJ-243) of 17-azasteroids were also synthesized and pharmacologically tested. They exhibited weak neuromuscular-blocking activity as compared to the bisquatemary compounds and chandonium iodide 2.

  DOI：

  10.1016/0223-5234(94)90056-6
• 作为产物：
  描述：

  去氢表雄酮 在 氢氧化钾 、 potassium tert-butylate 、 aluminum isopropoxide 、 溶剂黄146 、 亚硝酸异戊酯 作用下， 以 1,4-二氧六环 、 甲醇 、 环己酮 、 甲苯 为溶剂， 反应 21.52h， 生成 3-pyrrolidino-17-aza-D-homo-3,5-androstadiene-16,17a-dione
  参考文献：
  名称：

  Synthesis and biological activity of 17-azasteroidal neuromuscular-blocking agents

  摘要：

  The new analogues, containing nitrogen at the 17-position instead of the 17a-position, of chandonium iodide 2 have been prepared and evaluated for potential neuromuscular-blocking activity in in vitro studies using chick-biventer cervicis preparations. There is a slight increase in the interonium distance between the 2 quaternary heads of 13(DPJ-240). All the bisquatemary compounds 13 (DPJ-240), 14 (DPJ-252), 15 (DPJ-262), 16 (DPJ-260) and 17 (DPJ-261) showed potent neuromuscular-blocking activity but slightly less than chandonium iodide 2. Monoquaternary ammonium derivatives 12 (DPJ-246), 21 (DPJ-245), 23 (DPJ-246) and 24 (DPJ-243) of 17-azasteroids were also synthesized and pharmacologically tested. They exhibited weak neuromuscular-blocking activity as compared to the bisquatemary compounds and chandonium iodide 2.

  DOI：

  10.1016/0223-5234(94)90056-6

文献信息

• Synthesis and biological activity of 17-azasteroidal neuromuscular-blocking agents
  作者：AK Verma、CY Lee、S Habtemariam、AL Harvey、DP Jindal

  DOI：10.1016/0223-5234(94)90056-6

  日期：1994.1

  The new analogues, containing nitrogen at the 17-position instead of the 17a-position, of chandonium iodide 2 have been prepared and evaluated for potential neuromuscular-blocking activity in in vitro studies using chick-biventer cervicis preparations. There is a slight increase in the interonium distance between the 2 quaternary heads of 13(DPJ-240). All the bisquatemary compounds 13 (DPJ-240), 14 (DPJ-252), 15 (DPJ-262), 16 (DPJ-260) and 17 (DPJ-261) showed potent neuromuscular-blocking activity but slightly less than chandonium iodide 2. Monoquaternary ammonium derivatives 12 (DPJ-246), 21 (DPJ-245), 23 (DPJ-246) and 24 (DPJ-243) of 17-azasteroids were also synthesized and pharmacologically tested. They exhibited weak neuromuscular-blocking activity as compared to the bisquatemary compounds and chandonium iodide 2.