1-(Benzylamino)-3-[4-(2-methoxyethyl)phenoxy]propan-2-ol | 691841-17-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 1-(Benzylamino)-3-[4-(2-methoxyethyl)phenoxy]propan-2-ol
• CAS: 691841-17-5
• 化学式: C₁₉H₂₅NO₃
• 分子量: 315.412
• InChiKey: SVQDJSACHSZVJS-UHFFFAOYSA-N

物化性质

• 沸点：
  478.0±45.0 °C(Predicted)
• 密度：
  1.102±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  23
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  50.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(Benzylamino)-3-[4-(2-methoxyethyl)phenoxy]propan-2-ol 、 4'-苯甲氧基-2-溴苯丙酮 在 potassium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 生成
  参考文献：
  名称：

  Design, synthesis and evaluation of racemic 1-(4-hydroxyphenyl)-2-[3-(substituted phenoxy)-2-hydroxy-1-propyl]amino-1-propanol hydrochlorides as novel uterine relaxants

  摘要：

  Novel 1-(4-hydroxyphenyl)-2-[3-(substituted phenoxy)-2-hydroxy-1-propyl]amino-1-propanol hydrochlorides were designed based on the pharmacophore for potent uterine relaxant activity and by utilizing the principles of structural hybridization. The designed molecules were synthesized as racemates by a novel route and were evaluated for uterine relaxant activity in vitro on isolated rat uterus and in vivo in pregnant rats. Their cAMP-releasing potential was studied using rat uterus tissue homogenates by the cAMP [H-3] assay, and cardiac stimulant potential was evaluated on isolated guinea pig right atrium, All compounds exhibited potent uterine relaxant activity in vitro and produced a significant delay in the onset of labour in pregnant rats; their cAMP-releasing potential was slightly less, while their cardiac stimulant potential was insignificant as compared to isoxsuprine hydrochloride. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.047
• 作为产物：
  描述：

  4-(2-甲氧基乙基)苯酚 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成 1-(Benzylamino)-3-[4-(2-methoxyethyl)phenoxy]propan-2-ol
  参考文献：
  名称：

  Design, synthesis and evaluation of racemic 1-(4-hydroxyphenyl)-2-[3-(substituted phenoxy)-2-hydroxy-1-propyl]amino-1-propanol hydrochlorides as novel uterine relaxants

  摘要：

  Novel 1-(4-hydroxyphenyl)-2-[3-(substituted phenoxy)-2-hydroxy-1-propyl]amino-1-propanol hydrochlorides were designed based on the pharmacophore for potent uterine relaxant activity and by utilizing the principles of structural hybridization. The designed molecules were synthesized as racemates by a novel route and were evaluated for uterine relaxant activity in vitro on isolated rat uterus and in vivo in pregnant rats. Their cAMP-releasing potential was studied using rat uterus tissue homogenates by the cAMP [H-3] assay, and cardiac stimulant potential was evaluated on isolated guinea pig right atrium, All compounds exhibited potent uterine relaxant activity in vitro and produced a significant delay in the onset of labour in pregnant rats; their cAMP-releasing potential was slightly less, while their cardiac stimulant potential was insignificant as compared to isoxsuprine hydrochloride. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.047

文献信息

• Membrane stabilizing compounds having beta-receptor blocking activity, their preparation, method for treatment of arrhythmic conditions, and pharmaceutical preparations containing same
  申请人：Aktiebolaget Hässle

  公开号：EP0007294A2

  公开（公告）日：1980-01-23

  TThe present invention relates to new potent membrane stabilizing compounds of the formula wherein R1 is alkoxyalkyl. hydroxyalkyl or alkyl, which alkyl groups may be branched or straight, R2 is halogen or hyd- rogsn, R3 is hydrogen or alkyl, R4 and R5 are sams or different and are each hydrogen, sikoxy, alkyl, alkoxyalkyl, cyano, or hydroxy, n is 0, 1, 2, or 3. and X is -O-, -CHr. or . The present pounds are potent heart antiarrhythmic agents possessing membrane stabilizing effect and β-recsptor blocking effect in same clinical doses. The compounds are used In treating antiarrhythmic conditions. but can also be used in the trestment of hypertension. angina pectoris, or nervous heart The invention also relates to processes for preparing the compounds, method of treating anti- arrhythmic conditions and pharmaceutical preparations con- taining said compounds.

  本发明涉及新的强效膜稳定化合物，其式为 其中 R1 是烷氧基烷基、羟基烷基或烷基，其中烷基可以是支链或直链；R2 是卤素或水基；R3 是氢或烷基；R4 和 R5 是相同或不同的，并且各自是氢、烷氧基、烷基、烷氧基烷基、氰基或羟基；n 是 0、1、2 或 3；X 是 -O-、-CHr 或 。 本化合物是强效的心脏抗心律失常药物，在相同的临床剂量下，具有膜稳定作用和 β-抑制剂阻断作用。本发明还涉及制备本发明化合物的工艺、治疗抗心律失常的方法以及含有本发明化合物的药物制剂。
• Design, synthesis and evaluation of racemic 1-(4-hydroxyphenyl)-2-[3-(substituted phenoxy)-2-hydroxy-1-propyl]amino-1-propanol hydrochlorides as novel uterine relaxants
  作者：C.L. Viswanathan、M.M. Kodgule、A.S. Chaudhari

  DOI：10.1016/j.bmcl.2005.05.047

  日期：2005.8

  Novel 1-(4-hydroxyphenyl)-2-[3-(substituted phenoxy)-2-hydroxy-1-propyl]amino-1-propanol hydrochlorides were designed based on the pharmacophore for potent uterine relaxant activity and by utilizing the principles of structural hybridization. The designed molecules were synthesized as racemates by a novel route and were evaluated for uterine relaxant activity in vitro on isolated rat uterus and in vivo in pregnant rats. Their cAMP-releasing potential was studied using rat uterus tissue homogenates by the cAMP [H-3] assay, and cardiac stimulant potential was evaluated on isolated guinea pig right atrium, All compounds exhibited potent uterine relaxant activity in vitro and produced a significant delay in the onset of labour in pregnant rats; their cAMP-releasing potential was slightly less, while their cardiac stimulant potential was insignificant as compared to isoxsuprine hydrochloride. (c) 2005 Elsevier Ltd. All rights reserved.