M 66527 | 37708-25-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: M 66527
• 英文别名: (+/-)-1-tert-butylamino-3-(2-methoxyphenoxy)propan-2-ol；1-t-Butylamino-3-(o-methoxyphenoxy)-2-propanol；1-(tert-butylamino)-3-(2-methoxyphenoxy)propan-2-ol
• CAS: 37708-25-1
• 化学式: C₁₄H₂₃NO₃
• 分子量: 253.342
• InChiKey: MFUFKDHTQHYPJS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  18
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  50.7
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2922509090

反应信息

• 作为产物：
  描述：

  叔丁胺 、 愈创木酚缩水甘油醚 以 水 为溶剂， 以90%的产率得到M 66527
  参考文献：
  名称：

  Highly Chemoselective Addition of Amines to Epoxides in Water

  摘要：

  [GRAPHICS]Aminolysis of a variety of epoxides by aliphatic and aromatic amines in water, in the absence of any catalyst with high yields, is reported. beta-Amino alcohols were formed under mild conditions with high selectivity and in excellent yields.

  DOI：

  10.1021/ol051220q

文献信息

• .beta.-Adrenergic blocking agents: substituted phenylalkanolamines. Effect of side-chain length on .beta.-blocking potency in vitro
  作者：Walter Fuhrer、Franz Ostermayer、Markus Zimmermann、Max Meier、Hedi Mueller

  DOI：10.1021/jm00373a003

  日期：1984.7

  The synthesis of a group of potential beta-blockers bearing a new 5-ethoxysalicylamide substituent on nitrogen is described. These compounds were tested for beta-adrenergic blocking potency in vitro and compared with analogous compounds bearing a tert-butyl group on nitrogen. The new N-substituent increased the beta-blocking potency substantially. In a series of five homologous compounds of the type Ar(CH2)nCHOHCH2NHR (R = 5-ethoxysalicylamide; n = 0-4), two maxima of beta-blocking potency were found for n = 0 and 2. Moreover, the carbon isostere of the corresponding (aryloxy)propanolamine still proved to be a very potent beta-blocker. The ether oxygen in the side chain is therefore not an absolute requirement for activity. Structure-activity relationships are discussed.
• DE1236523
  申请人：——

  公开号：——

  公开（公告）日：——
• Lipase resolution of new (±)-3-aryloxy-1-halogenopropan-2-ols: Versatile building blocks for β-adrenergic receptor antagonists
  作者：Maciej Maciejewski、Krzysztof Półtorak、Janina E. Kamińska

  DOI：10.1016/j.molcatb.2009.11.004

  日期：2010.3

  Using two commercial immobilized lipases Lipozyme(R) TL and Novozym(R) 435 effective kinetic resolution of several novel 3-aryloxy-1-halogenopropan-2-ols was achieved by acyl transfer reaction in organic solvents, yielding both enantiomers with 89-99% ee. In preparative resolutions carried out in tert-butyl methyl ether at 25 degrees C with vinyl acetate as acyl donor enantioselectivity ratio E was from 64 to 99. The resolved enantiomers were successfully used as chiral building blocks in the synthesis of new 1-alkylamino-3-aryloxypropan-2-ols, by nucleophilic halogen substitution with isopropylamine and tert-butylamine. The obtained products will be evaluated in vitro as potential new beta-adrenergic receptors antagonists. (C) 2009 Elsevier B.V. All rights reserved.