(8-苯基甲氧基喹啉-5-基)甲醇 | 108835-25-2

• 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
• 中文名称: (8-苯基甲氧基喹啉-5-基)甲醇
• 英文名称: 8-(benzyloxy)-5-(hydroxymethyl)quinoline
• 英文别名: 8-benzyloxy-5-hydroxymethylquinoleine；(8-(Benzyloxy)quinolin-5-yl)methanol；(8-phenylmethoxyquinolin-5-yl)methanol
• CAS: 108835-25-2
• 化学式: C₁₇H₁₅NO₂
• 分子量: 265.312
• InChiKey: SQEPVCDPPDHKDP-UHFFFAOYSA-N

物化性质

• 熔点：
  192-194 °C(Solv: benzene (71-43-2))
• 沸点：
  475.8±35.0 °C(Predicted)
• 密度：
  1.232±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  42.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (8-苯基甲氧基喹啉-5-基)甲醇 在 乙酸酐 、 sodium hydride 、 二甲基亚砜 、 间氯过氧苯甲酸 、 pyridinium chlorochromate 作用下， 以 二氯甲烷 、 正丁醇 为溶剂， 反应 32.0h， 生成 5-[1-hydroxy-2-[[1-(4-iodophenyl)-2-methylpropan-2-yl]amino]ethyl]-8-phenylmethoxy-1H-quinolin-2-one
  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
• 作为产物：
  描述：

  5-(氯甲基)-8-羟基喹啉盐酸盐 在 ammonium hydroxide 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 (8-苯基甲氧基喹啉-5-基)甲醇
  参考文献：
  名称：

  Synthesis of 5-Alkyl-8-Quinolinol

  摘要：

  :Synthesis of new 5-alkyl-8-quinolinol was described in order to obtain substituted copper 8-hydroxyquinolinate more soluble in organic solvents than unsubstituted one. The synthesis of copper complex is described and their solubility investigated in different solvents.

  DOI：

  10.1080/00397910008087242

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
• Synthesis of 5-Alkyl-8-Quinolinol
  作者：P. Soulounganga、P. Gérardin、B. Loubinoux

  DOI：10.1080/00397910008087242

  日期：2000.6

  :Synthesis of new 5-alkyl-8-quinolinol was described in order to obtain substituted copper 8-hydroxyquinolinate more soluble in organic solvents than unsubstituted one. The synthesis of copper complex is described and their solubility investigated in different solvents.