N-(3-(3-methyl-6-oxo-1,6-dihydropyridazin-4-yl)phenyl)ethanesulfonamide | 1402615-04-6

• 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: N-(3-(3-methyl-6-oxo-1,6-dihydropyridazin-4-yl)phenyl)ethanesulfonamide
• 英文别名: 4-(3-(ethylsulfonamido)phenyl)-3-methyl-6-oxopyridazine；N-[3-(3-methyl-6-oxo-1H-pyridazin-4-yl)phenyl]ethanesulfonamide
• CAS: 1402615-04-6
• 化学式: C₁₃H₁₅N₃O₃S
• 分子量: 293.346
• InChiKey: TUMJSMGSVZRNED-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  96
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(3-(3-methyl-6-oxo-1,6-dihydropyridazin-4-yl)phenyl)ethanesulfonamide 、 3,4-二氯苯硼酸 在 copper diacetate 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 N-(3-(1-(3,4-dichlorophenyl)-3-methyl-6-oxo-1,6-dihydropyridazin-4-yl)phenyl)ethanesulfonamide
  参考文献：
  名称：

  Discovery of non-LBD inhibitor for androgen receptor by structure-guide design

  摘要：

  In this study, we synthesized the BF-3 binding small molecules, a series of pyridazinone-based compounds, as a novel class of non-LBP antiandrogens for treating prostate cancer by inhibiting androgen receptor. The new class compound was discovered to inhibitor the viability of AR-dependent human prostate LNCap cells and AR activity combining with the computational method. It showed a good physicochemical and PK property. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.04.065
• 作为产物：
  描述：

  3-硝基苯乙酸 在 吡啶 、 盐酸 、 selenium(IV) oxide 、 乙酸酐 、 铁粉 、 溶剂黄146 、 sodium hydroxide 、 肼 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 水 为溶剂， 反应 15.0h， 生成 N-(3-(3-methyl-6-oxo-1,6-dihydropyridazin-4-yl)phenyl)ethanesulfonamide
  参考文献：
  名称：

  Discovery of non-LBD inhibitor for androgen receptor by structure-guide design

  摘要：

  In this study, we synthesized the BF-3 binding small molecules, a series of pyridazinone-based compounds, as a novel class of non-LBP antiandrogens for treating prostate cancer by inhibiting androgen receptor. The new class compound was discovered to inhibitor the viability of AR-dependent human prostate LNCap cells and AR activity combining with the computational method. It showed a good physicochemical and PK property. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.04.065