13-(4-Chlorophenyl)-4-propyl-5,7-dithia-13,14-diazatricyclo[8.4.0.02,6]tetradeca-1(14),2(6),3-trien-12-one | 173549-00-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 13-(4-Chlorophenyl)-4-propyl-5,7-dithia-13,14-diazatricyclo[8.4.0.02,6]tetradeca-1(14),2(6),3-trien-12-one
• CAS: 173549-00-3
• 化学式: C₁₉H₁₉ClN₂OS₂
• 分子量: 390.958
• InChiKey: DYVFPTCGRRSENT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  86.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  13-(4-Chlorophenyl)-4-propyl-5,7-dithia-13,14-diazatricyclo[8.4.0.02,6]tetradeca-1(14),2(6),3-trien-12-one 在 氢溴酸 、 双氧水 作用下， 以 溶剂黄146 、 二甲基亚砜 为溶剂， 反应 6.5h， 生成 13-(4-Chlorophenyl)-7-oxo-4-propyl-5,7lambda4-dithia-13,14-diazatricyclo[8.4.0.02,6]tetradeca-1(14),2(6),3,10-tetraen-12-one
  参考文献：
  名称：

  Synthesis and structure-activity analysis of 2-(4-chlorophenyl)-5,6-dihydrothieno[2′,3′:2,3]thiepino[4,5-c]pyridazin-3(2H)-ones as ligands for benzodiazepine receptors

  摘要：

  A series of 2-(4-chlorophenyl)-5,6-dihydrothieno[2',3':2,3]thiepino[4,5-c]pyridazin-3(2H)-ones were synthesized and evaluated in vitro for their affinity tow-ard benzodiazepine receptors (BZRs) in rats and for their intrinsic efficacy in the augmentation of the gamma-aminobutyric acid (GABA)-induced chloride currents in the dissociated frog sensory neurons. Compounds in which the 9-position of the condensed-ring system was substituted with alkyl group or bromine had a high affinity toward BZRs. The substituents at the same position also influenced significantly the GABA-induced chloride currents. As the result, 9-alkyl and 9-bromo substituents would interact with the lipophilic area of BZRs. A series of 2-(4-chlorophenyl)-5,6-dihydrothieno[2',3':2,3]thiepino[4,5-c]pyridazin-3(2H)-ones exhibited partial and full agonistic activities toward BZRs.

  DOI：

  10.1016/0223-5234(96)88305-x
• 作为产物：
  描述：

  2-(4-oxo-2-propyl-6,7-dihydro-5H-thieno[2,3-b]thiepin-5-yl)acetonitrile 在 盐酸 、 sodium acetate 、 溶剂黄146 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 反应 22.0h， 生成 13-(4-Chlorophenyl)-4-propyl-5,7-dithia-13,14-diazatricyclo[8.4.0.02,6]tetradeca-1(14),2(6),3-trien-12-one
  参考文献：
  名称：

  Synthesis and structure-activity analysis of 2-(4-chlorophenyl)-5,6-dihydrothieno[2′,3′:2,3]thiepino[4,5-c]pyridazin-3(2H)-ones as ligands for benzodiazepine receptors

  摘要：

  A series of 2-(4-chlorophenyl)-5,6-dihydrothieno[2',3':2,3]thiepino[4,5-c]pyridazin-3(2H)-ones were synthesized and evaluated in vitro for their affinity tow-ard benzodiazepine receptors (BZRs) in rats and for their intrinsic efficacy in the augmentation of the gamma-aminobutyric acid (GABA)-induced chloride currents in the dissociated frog sensory neurons. Compounds in which the 9-position of the condensed-ring system was substituted with alkyl group or bromine had a high affinity toward BZRs. The substituents at the same position also influenced significantly the GABA-induced chloride currents. As the result, 9-alkyl and 9-bromo substituents would interact with the lipophilic area of BZRs. A series of 2-(4-chlorophenyl)-5,6-dihydrothieno[2',3':2,3]thiepino[4,5-c]pyridazin-3(2H)-ones exhibited partial and full agonistic activities toward BZRs.

  DOI：

  10.1016/0223-5234(96)88305-x