6-Amino-4-bromoquinolin-2(1H)-one | 934687-43-1

• 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: 6-Amino-4-bromoquinolin-2(1H)-one
• 英文别名: 6-amino-4-bromo-1H-quinolin-2-one
• CAS: 934687-43-1
• 化学式: C₉H₇BrN₂O
• 分子量: 239.071
• InChiKey: SAQKLWVCCAPQFV-UHFFFAOYSA-N

物化性质

• 沸点：
  472.6±45.0 °C(Predicted)
• 密度：
  1.748±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.87
• 重原子数：
  13.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.88
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  6-Amino-4-bromoquinolin-2(1H)-one 、 三氟乙酸 在 sodium tetrahydroborate 作用下， 生成 6-[Bis(2,2,2-trifluoroethyl)amino]-4-bromo-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-bromo-6-nitro-1H-quinolin-2-one 在 palladium on activated charcoal 氢气 作用下， 生成 6-Amino-4-bromoquinolin-2(1H)-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