9-butyryl-2-(4-chlorophenyl)-5,6-dihydrothieno<2',3':2,3>thiepino<4,5-c>pyridazin-3(2H)-one | 173549-10-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 9-butyryl-2-(4-chlorophenyl)-5,6-dihydrothieno<2',3':2,3>thiepino<4,5-c>pyridazin-3(2H)-one
• 英文别名: 4-Butanoyl-13-(4-chlorophenyl)-5,7-dithia-13,14-diazatricyclo[8.4.0.02,6]tetradeca-1(14),2(6),3,10-tetraen-12-one
• CAS: 173549-10-5
• 化学式: C₂₀H₁₇ClN₂O₂S₂
• 分子量: 416.952
• InChiKey: DIGSSFNMMZUNIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  103
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  9-butyryl-2-(4-chlorophenyl)-5,6-dihydrothieno<2',3':2,3>thiepino<4,5-c>pyridazin-3(2H)-one 在 三乙基硅烷 、 双氧水 作用下， 以 溶剂黄146 、 三氟乙酸 为溶剂， 反应 21.0h， 生成 4-Butyl-13-(4-chlorophenyl)-7-oxo-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：

  4-oxo-4,5,6,7-tetrahydrothieno<2,3-b>thiepin-5-acetonitrile 在 盐酸 、 三氯化铝 、 氢溴酸 、 sodium acetate 、 溶剂黄146 作用下， 以 乙醇 、 溶剂黄146 、 二甲基亚砜 为溶剂， 反应 24.0h， 生成 9-butyryl-2-(4-chlorophenyl)-5,6-dihydrothieno<2',3':2,3>thiepino<4,5-c>pyridazin-3(2H)-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