3-methyl-4-(3-nitrophenyl)-1H-pyridazin-6-one | 185557-16-8

• 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: 3-methyl-4-(3-nitrophenyl)-1H-pyridazin-6-one
• CAS: 185557-16-8
• 化学式: C₁₁H₉N₃O₃
• 分子量: 231.211
• InChiKey: QDFRIEYAYFGNJO-UHFFFAOYSA-N

物化性质

• 密度：
  1.41±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  87.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-methyl-4-(3-nitrophenyl)-1H-pyridazin-6-one 在 吡啶 、 盐酸 、 copper diacetate 、 铁粉 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 4.0h， 生成 N-(3-(1-(4-cyanophenyl)-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 selenium(IV) oxide 、 乙酸酐 、 溶剂黄146 、 sodium hydroxide 、 肼 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 为溶剂， 反应 11.0h， 生成 3-methyl-4-(3-nitrophenyl)-1H-pyridazin-6-one
  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

文献信息

• Gavini; Juliano; Mule, Il Farmaco, 1996, vol. 51, # 10, p. 683 - 688
  作者：Gavini、Juliano、Mule、Pirisino、Pinna、Curzu

  DOI：——

  日期：——
• Discovery of non-LBD inhibitor for androgen receptor by structure-guide design
  作者：Byung Jun Ryu、Nakjeong Kim、Jun Tae Kim、Tae-Sung Koo、Sung-Eun Yoo、Seo Hee Jeong、Seong Hwan Kim、Nam Sook Kang

  DOI：10.1016/j.bmcl.2013.04.065

  日期：2013.7

  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.