4-Propyl-2(1H)-quinolinone | 41289-01-4

• 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-Propyl-2(1H)-quinolinone
• 英文别名: 4-propyl-1H-quinolin-2-one
• CAS: 41289-01-4
• 化学式: C₁₂H₁₃NO
• 分子量: 187.241
• InChiKey: SOUASLRGSWSUKP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-Propyl-2(1H)-quinolinone 在 palladium on activated charcoal sodium tetrahydroborate 、 硫酸 、 氢气 、 硝酸 作用下， 反应 0.33h， 生成 6-[Bis(2,2,2-trifluoroethyl)amino]-4-propyl-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

文献信息

• Novel selective androgen receptor modulators: SAR studies on 6-bisalkylamino-2-quinolinones
  作者：Arjan van Oeveren、Mehrnoush Motamedi、Esther Martinborough、Shuo Zhao、Yixing Shen、Sarah West、William Chang、Adam Kallel、Keith B. Marschke、Francisco J. López、Andrés Negro-Vilar、Lin Zhi

  DOI：10.1016/j.bmcl.2007.01.001

  日期：2007.3

  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.