3'-(3-(2,2,2-trifluoroacetyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-yl)spiro[indoline-3,2'-thiazolidine]-2,4'-dione | 1537907-14-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯氮卓类
• 英文名称: 3'-(3-(2,2,2-trifluoroacetyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-yl)spiro[indoline-3,2'-thiazolidine]-2,4'-dione
• CAS: 1537907-14-4
• 化学式: C₂₂H₁₈F₃N₃O₃S
• 分子量: 461.464
• InChiKey: FZXKERNQGBBBET-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.06
• 重原子数：
  32.0
• 可旋转键数：
  1.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  69.72
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3'-(3-(2,2,2-trifluoroacetyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-yl)spiro[indoline-3,2'-thiazolidine]-2,4'-dione 在 氨 、 三乙酰氧基硼氢化钠 作用下， 以 甲醇 、 水 为溶剂， 生成 3-(3-methyl-1,2,4,5-tetrahydro-3-benzazepin-7-yl)spiro[1,3-thiazolidine-2,3'-1H-indole]-2',4-dione
  参考文献：
  名称：

  1-Thia-4,7-diaza-spiro[4.4]nonane-3,6-dione: A Structural Motif for 5-hydroxytryptamine 6 Receptor Antagonism

  摘要：

  A series of potent 5‐hydroxytryptamine 6 (5‐HT6) receptor antagonists based on 1‐thia‐4,7‐diaza‐spiro[4.4]nonane‐3,6‐dione motif has been disclosed. Enantiomers of potent racemate compound 8a (Ki = 26 nm) displayed difference in activity (Ki of 15 nm versus 855 nm) signaling the influence of the stereochemistry of the chiral center on potency. In addition, the potent enantiomer displayed significant selectivity in biological activities over several related family members.

  DOI：

  10.1111/cbdd.12240
• 作为产物：
  描述：

  3-trifluoracetyl-7-amino-1,2,4,5-tetrahydro-benzo[D]azepine 在 zinc(II) chloride 作用下， 以 甲苯 为溶剂， 生成 3'-(3-(2,2,2-trifluoroacetyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-yl)spiro[indoline-3,2'-thiazolidine]-2,4'-dione
  参考文献：
  名称：

  1-Thia-4,7-diaza-spiro[4.4]nonane-3,6-dione: A Structural Motif for 5-hydroxytryptamine 6 Receptor Antagonism

  摘要：

  A series of potent 5‐hydroxytryptamine 6 (5‐HT6) receptor antagonists based on 1‐thia‐4,7‐diaza‐spiro[4.4]nonane‐3,6‐dione motif has been disclosed. Enantiomers of potent racemate compound 8a (Ki = 26 nm) displayed difference in activity (Ki of 15 nm versus 855 nm) signaling the influence of the stereochemistry of the chiral center on potency. In addition, the potent enantiomer displayed significant selectivity in biological activities over several related family members.

  DOI：

  10.1111/cbdd.12240