4-(Difluoromethyl)-6-nitro-2(1H)-quinolinone | 934687-47-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 4-(Difluoromethyl)-6-nitro-2(1H)-quinolinone
• 英文别名: 4-(difluoromethyl)-6-nitro-1H-quinolin-2-one
• CAS: 934687-47-5
• 化学式: C₁₀H₆F₂N₂O₃
• 分子量: 240.166
• InChiKey: GJBKWDJAAWMVPR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  74.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(Difluoromethyl)-6-nitro-2(1H)-quinolinone 在 palladium on activated charcoal sodium tetrahydroborate 、 氢气 作用下， 生成 6-[Bis(2,2,2-trifluoroethyl)amino]-4-(difluoromethyl)-1,2-dihydroquinolin-2-one
  参考文献：
  名称：

  Novel selective androgen receptor modulators: SAR studies on 6-bisalkylamino-2-quinolinones

  摘要：

  A series of selective androgen receptor modulators (SARMs) with a wide spectrum of receptor modulating activities was developed based on optimization of the 4-substituted 6-bisalkylamino-2-quinolinones (3). Significance of the trifluoromethyl group on the side chains and its interactions with amino acid residues within the androgen receptor (AR) ligand binding domain are discussed. A representative analog (9) was tested orally in a rodent model of hypogonadism and demonstrated desirable tissue selectivity. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.01.001
• 作为产物：
  描述：

  4-difluoromethyl-2(1H)-quinolinone 在 硫酸 、 硝酸 作用下， 反应 0.33h， 生成 4-(Difluoromethyl)-6-nitro-2(1H)-quinolinone
  参考文献：
  名称：

  Novel selective androgen receptor modulators: SAR studies on 6-bisalkylamino-2-quinolinones

  摘要：

  A series of selective androgen receptor modulators (SARMs) with a wide spectrum of receptor modulating activities was developed based on optimization of the 4-substituted 6-bisalkylamino-2-quinolinones (3). Significance of the trifluoromethyl group on the side chains and its interactions with amino acid residues within the androgen receptor (AR) ligand binding domain are discussed. A representative analog (9) was tested orally in a rodent model of hypogonadism and demonstrated desirable tissue selectivity. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.01.001