2-[6-(4-Chloro-phenyl)-4-oxo-1,4-dihydro-pyridazin-3-yl]-benzoic acid | 96825-71-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 2-[6-(4-Chloro-phenyl)-4-oxo-1,4-dihydro-pyridazin-3-yl]-benzoic acid
• 英文别名: 2-[6-(4-chlorophenyl)-4-oxo-1H-pyridazin-3-yl]benzoic acid
• CAS: 96825-71-7
• 化学式: C₁₇H₁₁ClN₂O₃
• 分子量: 326.739
• InChiKey: IONNEVCYUYKRNP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  78.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[6-(4-Chloro-phenyl)-4-oxo-1,4-dihydro-pyridazin-3-yl]-benzoic acid 在 乙酸酐 作用下， 以 甲苯 为溶剂， 反应 3.0h， 生成 2-(4-Chloro-phenyl)-10-oxa-3,4-diaza-phenanthren-9-one
  参考文献：
  名称：

  Benzodiazepine receptor binding and anticonflict activity in a series of 3,6-disubstituted pyridazino[4,3-c]isoquinolines devoid of anticonvulsant properties

  摘要：

  A series of 3,6-disubstituted pyridazino[4,3-c]isoquinolines were synthesized and tested for their ability to inhibit the binding of [3H]diazepam to rat brain receptors in vitro. Compounds bearing a phenyl, 4-methoxyphenyl, or methyl group at position 3 and a dialkylamino group at position 6 showed the highest affinity in the binding assay and were subsequently evaluated for their anticonflict and anticonvulsant effects. All of these compounds (5a-1 and 5q) were active in the Vogel rat conflict procedure, but none prevented convulsions in mice induced either by metrazol or bicuculline. 3-Phenyl-6-pyrrolidinylpyridazino[4,3-c]isoquinoline (5d) with a Ki = 11.4 nM in the binding assay exhibited the best potency in the anticonflict assay (MED 5 mg/kg ip) and did not produce neuromuscular impairment at the highest dose tested (50 mg/kg ip).

  DOI：

  10.1021/jm00147a034
• 作为产物：
  描述：

  ethyl (3E)-3-(4-chlorophenyl)-3-[(3-oxo-1H-isoindol-2-yl)imino]propanoate 、 sodium ethanolate 以79%的产率得到
  参考文献：
  名称：

  TOJA, E.;TARZIA, G.;BARONE, D.;LUZZANI, F.;GALLICO, L., J. MED. CHEM., 1981, 28, N 9, 1314-1319

  摘要：

  DOI：

文献信息

• US4716159A
  申请人：——

  公开号：US4716159A

  公开（公告）日：1987-12-29
• Benzodiazepine receptor binding and anticonflict activity in a series of 3,6-disubstituted pyridazino[4,3-c]isoquinolines devoid of anticonvulsant properties
  作者：Emilio Toja、Giorgio Tarzia、Domenico Barone、Franco Luzzani、Licia Gallico

  DOI：10.1021/jm00147a034

  日期：1985.9

  A series of 3,6-disubstituted pyridazino[4,3-c]isoquinolines were synthesized and tested for their ability to inhibit the binding of [3H]diazepam to rat brain receptors in vitro. Compounds bearing a phenyl, 4-methoxyphenyl, or methyl group at position 3 and a dialkylamino group at position 6 showed the highest affinity in the binding assay and were subsequently evaluated for their anticonflict and anticonvulsant effects. All of these compounds (5a-1 and 5q) were active in the Vogel rat conflict procedure, but none prevented convulsions in mice induced either by metrazol or bicuculline. 3-Phenyl-6-pyrrolidinylpyridazino[4,3-c]isoquinoline (5d) with a Ki = 11.4 nM in the binding assay exhibited the best potency in the anticonflict assay (MED 5 mg/kg ip) and did not produce neuromuscular impairment at the highest dose tested (50 mg/kg ip).
• TOJA, E.;TARZIA, G.;BARONE, D.;LUZZANI, F.;GALLICO, L., J. MED. CHEM., 1981, 28, N 9, 1314-1319
  作者：TOJA, E.、TARZIA, G.、BARONE, D.、LUZZANI, F.、GALLICO, L.

  DOI：——

  日期：——