1-(6-Bromo-benzo[1,3]dioxol-5-yloxy)-3-(1-methyl-3-phenyl-propylamino)-butan-2-ol | 258880-14-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 1-(6-Bromo-benzo[1,3]dioxol-5-yloxy)-3-(1-methyl-3-phenyl-propylamino)-butan-2-ol
• 英文别名: 1-[(6-Bromo-1,3-benzodioxol-5-yl)oxy]-3-(4-phenylbutan-2-ylamino)butan-2-ol
• CAS: 258880-14-7
• 化学式: C₂₁H₂₆BrNO₄
• 分子量: 436.346
• InChiKey: XXSGRMUMOLDAEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  60
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(6-Bromo-benzo[1,3]dioxol-5-yloxy)-3-(1-methyl-3-phenyl-propylamino)-butan-2-ol 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以48%的产率得到1-(Benzo[1,3]dioxol-5-yloxy)-3-(1-methyl-3-phenyl-propylamino)-butan-2-ol
  参考文献：
  名称：

  Synthesis, binding affinity and selectivity of new β1- and β2-adrenoceptor blockers

  摘要：

  The synthesis of a new series of sesamol derivatives with P-adrenergic blocking activity is described. The affinity and selectivity of these compounds for beta(1)- and beta(2)-adrenoceptors were studied in comparison with those of ICI-118551 and propranolol. Some of the synthesized compounds show very good affinity for the beta(2)-receptors of rat lung membranes and two of them provide interesting selectivity. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(99)00077-4
• 作为产物：
  描述：

  芝麻酚 在 N-溴代丁二酰亚胺(NBS) 、 水 、 potassium carbonate 、 二甲基亚砜 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 96.5h， 生成 1-(6-Bromo-benzo[1,3]dioxol-5-yloxy)-3-(1-methyl-3-phenyl-propylamino)-butan-2-ol
  参考文献：
  名称：

  Synthesis, binding affinity and selectivity of new β1- and β2-adrenoceptor blockers

  摘要：

  The synthesis of a new series of sesamol derivatives with P-adrenergic blocking activity is described. The affinity and selectivity of these compounds for beta(1)- and beta(2)-adrenoceptors were studied in comparison with those of ICI-118551 and propranolol. Some of the synthesized compounds show very good affinity for the beta(2)-receptors of rat lung membranes and two of them provide interesting selectivity. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(99)00077-4

文献信息

• Synthesis, binding affinity and selectivity of new β1- and β2-adrenoceptor blockers
  作者：Vittorio Brizzi、Marco Francioli、Mario Brufani、Luigi Filocamo、Giancarlo Bruni、Paola Massarelli

  DOI：10.1016/s0014-827x(99)00077-4

  日期：1999.11

  The synthesis of a new series of sesamol derivatives with P-adrenergic blocking activity is described. The affinity and selectivity of these compounds for beta(1)- and beta(2)-adrenoceptors were studied in comparison with those of ICI-118551 and propranolol. Some of the synthesized compounds show very good affinity for the beta(2)-receptors of rat lung membranes and two of them provide interesting selectivity. (C) 1999 Elsevier Science S.A. All rights reserved.