6-[(3-Aminopropyl)(2-chlorophenyl)amino]-2-(2-chlorophenyl)-2,3-dihydropyridazin-3-one | 916312-79-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 6-[(3-Aminopropyl)(2-chlorophenyl)amino]-2-(2-chlorophenyl)-2,3-dihydropyridazin-3-one
• 英文别名: 6-[N-(3-aminopropyl)-2-chloroanilino]-2-(2-chlorophenyl)pyridazin-3-one
• CAS: 916312-79-3
• 化学式: C₁₉H₁₈Cl₂N₄O
• 分子量: 389.284
• InChiKey: APBVMOUFGHLMMC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  61.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-[(3-Aminopropyl)(2-chlorophenyl)amino]-2-(2-chlorophenyl)-2,3-dihydropyridazin-3-one 、 4-三氟甲基环己烷甲酸 在 TEA 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 作用下， 生成 N-{3-[(2-chlorophenyl)[1-(2-chlorophenyl)-6-oxo-1,6-dihydropyridazin-3-yl]amino]propyl}-4-(trifluoromethyl)cyclohexane-1-carboxamide
  参考文献：
  名称：

  p38 MAP kinase inhibitors. Part 6: 2-Arylpyridazin-3-ones as templates for inhibitor design

  摘要：

  p38 inhibitors based on 3,4-dihydropyrido[4,3-d]pyrimidazin-2-one template were synthesized and their SAR explored. Benchmark compounds 30, 35, and 36 were found to be potent against the enzyme. Crystal structure of p38 in complex with 30 indicated a key pi-stacking interaction with the pendant tyrosine residue-35 in the glycine-rich loop.

  DOI：

  10.1016/j.bmcl.2006.08.074
• 作为产物：
  描述：

  (2-氯苯基)-肼 在 tris-(dibenzylideneacetone)dipalladium(0) 、 sodium hydride 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 sodium t-butanolate 、 肼 、 三氯氧磷 作用下， 以 1,4-二氧六环 、 乙醇 为溶剂， 反应 37.0h， 生成 6-[(3-Aminopropyl)(2-chlorophenyl)amino]-2-(2-chlorophenyl)-2,3-dihydropyridazin-3-one
  参考文献：
  名称：

  p38 MAP kinase inhibitors. Part 6: 2-Arylpyridazin-3-ones as templates for inhibitor design

  摘要：

  p38 inhibitors based on 3,4-dihydropyrido[4,3-d]pyrimidazin-2-one template were synthesized and their SAR explored. Benchmark compounds 30, 35, and 36 were found to be potent against the enzyme. Crystal structure of p38 in complex with 30 indicated a key pi-stacking interaction with the pendant tyrosine residue-35 in the glycine-rich loop.

  DOI：

  10.1016/j.bmcl.2006.08.074

文献信息

• p38 MAP kinase inhibitors. Part 6: 2-Arylpyridazin-3-ones as templates for inhibitor design
  作者：Swaminathan R. Natarajan、Stephen T. Heller、Kiyean Nam、Suresh B. Singh、Giovanna Scapin、Sangita Patel、James E. Thompson、Catherine E. Fitzgerald、Stephen J. O’Keefe

  DOI：10.1016/j.bmcl.2006.08.074

  日期：2006.11

  p38 inhibitors based on 3,4-dihydropyrido[4,3-d]pyrimidazin-2-one template were synthesized and their SAR explored. Benchmark compounds 30, 35, and 36 were found to be potent against the enzyme. Crystal structure of p38 in complex with 30 indicated a key pi-stacking interaction with the pendant tyrosine residue-35 in the glycine-rich loop.