4-[2-Hydroxy-3-(2-phenoxy-ethylamino)-propoxy]-phenol | 64463-87-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-[2-Hydroxy-3-(2-phenoxy-ethylamino)-propoxy]-phenol
• 英文别名: 4-[2-Hydroxy-3-(2-phenoxyethylamino)propoxy]phenol
• CAS: 64463-87-2
• 化学式: C₁₇H₂₁NO₄
• 分子量: 303.358
• InChiKey: VSXJUNJARXFZBK-UHFFFAOYSA-N

物化性质

• 熔点：
  154-156 °C(Solv: ethyl acetate (141-78-6))
• 沸点：
  512.5±50.0 °C(Predicted)
• 密度：
  1.199±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  22
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  71
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-苯氧基乙胺盐酸盐 在 palladium on activated charcoal sodium hydroxide 、 氢气 、 溶剂黄146 作用下， 以 甲醇 、 丙醇 为溶剂， 生成 4-[2-Hydroxy-3-(2-phenoxy-ethylamino)-propoxy]-phenol
  参考文献：
  名称：

  .beta.-Adrenergic blocking agents. 17. 1-Phenoxy-3-phenoxyalkylamino-2-propanols and 1-alkoxyalkylamino-3-phenoxy-2-propanols

  摘要：

  The synthesis is described of a series of derivatives of 1-phenoxy-3-phenoxyalkylamino-2-propanols and 1-alkoxyalkylamino-3-phenoxy-2-propranols. The compounds were investigated for their beta-adrenoceptor blocking properties and many showed a surprising degree of cardioselectivity when tested in vivo in anesthetized cats for their effects on an isoproterenol-induced tachycardia and depressor response. The structure-activity relationship shown by this series of compounds is related to that of known cardioselective analogues and a possible reason for their cardioselectivity is discussed.

  DOI：

  10.1021/jm00222a022

文献信息

• New substituted 3-(parasubstituted)phenoxy-1-alkylamino-propanol-2-s, as well as process for their preparation, pharmaceutical preparations containing same, and method for treating cardiac failure
  申请人：Aktiebolaget Hässle

  公开号：EP0064487A1

  公开（公告）日：1982-11-10

  Compounds of the formula wherein R3 is selected from the group consisting of hydrogen or methyl, m is an integer 0 or 1, whereby when m is 0, R4 and R5 are the same and are selected from the group consisting of methoxy, fluoro, bromo, and chloro in 2- and 6-position, whereby when m is 1, R4 is hydrogen and R5 is selected from the group consisting of hydrogen, methoxy, ethoxy, acetyl, methyl, hydroxymethyl, cyano, chloro, fluoro, bromo, or hydroxy, or a pharmaceutically acceptable salt thereof, as well as their preparation, pharmaceutical preparations containing same, and method of treating cardiac failure. The compounds which possess beta-adrenoceptor stimulating activity are intended for treatment of cardiac disease whereby the compounds possess a pronounced inotropic effect.

  式中化合物 其中 R3 选自由氢或甲基组成的组，m 为整数 0 或 1，其中当 m 为 0 时，R4 和 R5 相同，且 2 位和 6 位的 R4 和 R5 选自由甲氧基、氟、溴和氯组成的组，其中当 m 为 1 时，R4 为氢，R5 选自由氢、甲氧基、乙氧基、乙酰基、甲基、羟甲基、氰基、氯、氟、溴组成的组、R4为氢，R5选自由氢、甲氧基、乙氧基、乙酰基、甲基、羟甲基、氰基、氯基、氟基、溴基或羟基组成的组，或其药学上可接受的盐，以及它们的制备方法、含有它们的药物制剂和治疗心力衰竭的方法。 具有β肾上腺素受体刺激活性的化合物用于治疗心脏疾病，这些化合物具有明显的肌力作用。
• .beta.-Adrenergic blocking agents. 17. 1-Phenoxy-3-phenoxyalkylamino-2-propanols and 1-alkoxyalkylamino-3-phenoxy-2-propanols
  作者：L. H. Smith、H. Tucker

  DOI：10.1021/jm00222a022

  日期：1977.12

  The synthesis is described of a series of derivatives of 1-phenoxy-3-phenoxyalkylamino-2-propanols and 1-alkoxyalkylamino-3-phenoxy-2-propranols. The compounds were investigated for their beta-adrenoceptor blocking properties and many showed a surprising degree of cardioselectivity when tested in vivo in anesthetized cats for their effects on an isoproterenol-induced tachycardia and depressor response. The structure-activity relationship shown by this series of compounds is related to that of known cardioselective analogues and a possible reason for their cardioselectivity is discussed.