5-<2-<<1-(4-iodophenyl)-2-methylprop-2-yl>amino>-1-hydroxyethyl>-8-hydroxycarbostyril | 128232-11-1

• 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: 5-<2-<<1-(4-iodophenyl)-2-methylprop-2-yl>amino>-1-hydroxyethyl>-8-hydroxycarbostyril
• 英文别名: 5-[2-[[1-(4-Iodophenyl)-2-methylprop-2-yl]amino]-1-hydroxyethyl]-8-hydroxycarbostyril；5-(2-{[1-(4-iodophenyl)-2-methylprop-2-yl]amino}-1-hydroxyethyl)-8-hydroxycarbostyril；8-hydroxy-5-[1-hydroxy-2-[[1-(4-iodophenyl)-2-methylpropan-2-yl]amino]ethyl]-1H-quinolin-2-one
• CAS: 128232-11-1
• 化学式: C₂₁H₂₃IN₂O₃
• 分子量: 478.33
• InChiKey: ZTJVIQDVUHZCCL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  81.6
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  盐酸苯丁胺 在 palladium on activated charcoal sodium hydroxide 、 硫酸 、 氢气 、 硝酸 、 镍 、 sodium iodide 、 肼 、 sodium nitrite 作用下， 以 甲醇 、 乙醇 、 正丁醇 为溶剂， 40.0 ℃ 、344.73 kPa 条件下， 反应 30.66h， 生成 5-<2-<<1-(4-iodophenyl)-2-methylprop-2-yl>amino>-1-hydroxyethyl>-8-hydroxycarbostyril
  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

• Beta-agonist carbostyril derivatives, assay method and pharmacological
  申请人：University of Florida

  公开号：US04894219A1

  公开（公告）日：1990-01-16

  Beta-agonist carbostyril derivatives having the formula ##STR1## wherein X may be the ortho, meta or para position and is selected from the group consisting of halogen, amino and substituted and unsubstituted lower alkanoylamino having from 1 to 6 carbon atoms and pharmaceutically acceptable salts and complexes thereof.

  具有以下公式的β-激动剂卡波斯蒂尔衍生物 ##STR1## 其中X可以是邻位、间位或对位，选择自卤素、氨基和取代和未取代的含有1至6个碳原子的低级烷酰胺基团以及其药用盐和络合物。
• BAKER, STEPHEN P.;PITHA, JOSEF
  作者：BAKER, STEPHEN P.、PITHA, JOSEF

  DOI：——

  日期：——
• 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：——
• US4894219A
  申请人：——

  公开号：US4894219A

  公开（公告）日：1990-01-16
• Carbostyril derivatives having potent .beta.-adrenergic agonist properties
  作者：Jan Milecki、Stephen P. Baker、Kelly M. Standifer、Takashi Ishizu、Yasuhiro Chida、John W. Kusiak、Josef Pitha

  DOI：10.1021/jm00392a006

  日期：1987.9

  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.