5-<2-<<3-<4-(bromoacetamido)phenyl>-2-methylprop-2-yl>amino>-1-hydroxyethyl>-8-hydroxycarbostyril hydrobromide | 108835-37-6

• 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: 5-<2-<<3-<4-(bromoacetamido)phenyl>-2-methylprop-2-yl>amino>-1-hydroxyethyl>-8-hydroxycarbostyril hydrobromide
• 英文别名: 5-[2-({3-[4-(bromoacetamido)phenyl]-2-methylprop-2-yl}amino)-1-hydroxyethyl]-8-hydroxycarbostyril hydrobromide；2-bromo-N-[4-[2-[[2-hydroxy-2-(8-hydroxy-2-oxo-1H-quinolin-5-yl)ethyl]amino]-2-methylpropyl]phenyl]acetamide;hydrobromide
• CAS: 108835-37-6
• 化学式: BrH*C₂₃H₂₆BrN₃O₄
• 分子量: 569.293
• InChiKey: KEIOEHQZPISEAY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.79
• 重原子数：
  32.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  114.45
• 氢给体数：
  5.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  8-(苄氧基)-5-(羟甲基)喹啉N-氧化物 在 palladium on activated charcoal 氢气 、 乙酸酐 、 sodium hydride 、 二甲基亚砜 、 pyridinium chlorochromate 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 正丁醇 为溶剂， 50.0 ℃ 、172.37 kPa 条件下， 反应 26.08h， 生成 5-<2-<<3-<4-(bromoacetamido)phenyl>-2-methylprop-2-yl>amino>-1-hydroxyethyl>-8-hydroxycarbostyril hydrobromide
  参考文献：
  名称：

  Carbostyril derivatives having potent .beta.-adrenergic agonist properties

  摘要：

  Derivatives carrying a substituent in the para position of the phenyl group of 8-hydroxy-5-[2-[(1-phenyl-2-methylprop-2-yl)amino]-1-hydroxyethyl] carbostyril (10) were prepared and their effects on beta-adrenoceptors evaluated in vitro. Unsubstituted compound 10, iodo 11, amino 12, and bromoacetamido 13 derivatives (all racemic) bound to the receptor with 15-100-fold lower dissociation constants than that of (-)-isoproterenol. All the above compounds stimulated adenylate cyclase more potently than (-)-isoproterenol. The intrinsic activities of compounds 10 and 12 were equal to that of (-)-isoproterenol. The intrinsic activities of compounds 11 and 13 were 1.3 and 1.2 times that of (-)-isoproterenol, respectively. Treatment of membrane preparations with bromoacetamido derivative 13 resulted in an irreversible loss of binding sites, and thus, 13 seems to be an alkylating affinity label for beta-adrenoceptors.

  DOI：

  10.1021/jm00392a006

文献信息

• MILECKI, JAN;BAKER, STEPHEN P.;STANDIFER, KELLY M.;ISHIZU, TAKASHI;CHIDA,+, J. MED. CHEM., 30,(1987) N 9, 1563-1566
  作者：MILECKI, JAN、BAKER, STEPHEN P.、STANDIFER, KELLY M.、ISHIZU, TAKASHI、CHIDA,+

  DOI：——

  日期：——