1-tert-butylamino-3-(3-phenyl-[1,2,4]thiadiazol-5-yloxy)-propan-2-ol | 64734-29-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-tert-butylamino-3-(3-phenyl-[1,2,4]thiadiazol-5-yloxy)-propan-2-ol
• 英文别名: 1-(Tert-butylamino)-3-[(3-phenyl-1,2,4-thiadiazol-5-yl)oxy]propan-2-ol
• CAS: 64734-29-8
• 化学式: C₁₅H₂₁N₃O₂S
• 分子量: 307.417
• InChiKey: PLPKCOGMXVHZCA-UHFFFAOYSA-N

物化性质

• 沸点：
  470.2±55.0 °C(Predicted)
• 密度：
  1.180±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  95.5
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5-氯-3-苯基-1,2,4-噻二唑 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 paraffin 、 叔丁醇 为溶剂， 生成 1-tert-butylamino-3-(3-phenyl-[1,2,4]thiadiazol-5-yloxy)-propan-2-ol
  参考文献：
  名称：

  Synthesis of heteroaromatic potential .beta.-adrenergic antagonists by the glycidol route

  摘要：

  The synthesis of several 3-alkylamino-2-hydroxypropyl heteroaryl ethers (13-15, 17, and 18) is described. These compounds were prepared by the alkylamination of the corresponding glycidyl ethers (6-8, 10, and 11), which in turn were obtained from the requisite heteroaryl halides and the sodium salt of glycidol. The above basic ethers exhibited beta-blocking activity, but the potency of the tested compounds was considerably less than that of propanolol. Only 3-tert-butylamino-2-hydroxyl-1-(1,2,4-thiadiazol-5-yl) propyl ether (13) showed some selective myocardial beta-blocking activity.

  DOI：

  10.1021/jm00199a025

文献信息

• ANTONIO Y.; CAMARGO C.; GALEAZZI E.; IRIARTE J.; GUZMAN M.; MUCHOWSKI J. +, J. MED. CHEM. <JMCM-AR>, 1978, 21, NO 1, 123-126
  作者：ANTONIO Y.、 CAMARGO C.、 GALEAZZI E.、 IRIARTE J.、 GUZMAN M.、 MUCHOWSKI J. +

  DOI：——

  日期：——
• Synthesis of heteroaromatic potential .beta.-adrenergic antagonists by the glycidol route
  作者：Yulia Antonio、Catalina Camargo、Edwige Galeazzi、Jose Iriarte、Margarita Guzman、Joseph M. Muchowski、Kathie Gerrity、Frances Liu、Lois M. Miller、Arthur M. Strosberg

  DOI：10.1021/jm00199a025

  日期：1978.1

  The synthesis of several 3-alkylamino-2-hydroxypropyl heteroaryl ethers (13-15, 17, and 18) is described. These compounds were prepared by the alkylamination of the corresponding glycidyl ethers (6-8, 10, and 11), which in turn were obtained from the requisite heteroaryl halides and the sodium salt of glycidol. The above basic ethers exhibited beta-blocking activity, but the potency of the tested compounds was considerably less than that of propanolol. Only 3-tert-butylamino-2-hydroxyl-1-(1,2,4-thiadiazol-5-yl) propyl ether (13) showed some selective myocardial beta-blocking activity.