N-Methyl-N-(2-hydroxyethyl)-1-phenoxy-2-propanamine | 66022-30-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: N-Methyl-N-(2-hydroxyethyl)-1-phenoxy-2-propanamine
• 英文别名: 2-[methyl-(β-phenoxy-isopropyl)-amino]-ethanol；2-[Methyl-(β-phenoxy-isopropyl)-amino]-aethanol；2-[Methyl(1-phenoxypropan-2-yl)amino]ethan-1-ol；2-[methyl(1-phenoxypropan-2-yl)amino]ethanol
• CAS: 66022-30-8
• 化学式: C₁₂H₁₉NO₂
• 分子量: 209.288
• InChiKey: STQMKKXEVSASGG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  32.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-Methyl-N-(2-hydroxyethyl)-1-phenoxy-2-propanamine 在 氨 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 2.0h， 生成 3-O-methyl 5-O-[2-[methyl(1-phenoxypropan-2-yl)amino]ethyl] 2,6-dimethyl-4-(3-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate
  参考文献：
  名称：

  New 1,4-dihydropyridine derivatives combining calcium antagonism and .alpha.-adrenolytic properties

  摘要：

  A series of twelve 1,4-dihydropyridine derivatives incorporating an alpha-adrenergic moiety in one of the ester chains was synthesized. The compounds were evaluated for their calcium antagonist activities by the inhibition of [3H]nitrendipine binding and, in vitro, on pig coronary artery. Their alpha 1- and alpha 2-adrenolytic effects were assessed from their inhibition of [3H]prazosin and [3H]yohimbine binding and, in vitro, on rat aorta and guinea pig vas deferens. Compounds 6 and 9-11 displayed strong calcium antagonist activities, identical with that of nicardipine. The moderate alpha-adrenolytic properties observed were attributed to the presence of alpha-adrenergic moieties. The four chiral derivatives 6a (R,R), 6b (S,S), 6c (S,R), and 6d (R,S) with an N-methyl-N-(benzodioxanylmethyl)amino group on the ester chain were prepared and tested as done previously. Some structure-activity relationships are discussed.

  DOI：

  10.1021/jm00126a042
• 作为产物：
  描述：

  N-甲基-1-苯氧基丙烷-2-胺 、 2-溴乙醇 在 三乙胺 作用下， 以 甲苯 为溶剂， 以83%的产率得到N-Methyl-N-(2-hydroxyethyl)-1-phenoxy-2-propanamine
  参考文献：
  名称：

  New 1,4-dihydropyridine derivatives combining calcium antagonism and .alpha.-adrenolytic properties

  摘要：

  A series of twelve 1,4-dihydropyridine derivatives incorporating an alpha-adrenergic moiety in one of the ester chains was synthesized. The compounds were evaluated for their calcium antagonist activities by the inhibition of [3H]nitrendipine binding and, in vitro, on pig coronary artery. Their alpha 1- and alpha 2-adrenolytic effects were assessed from their inhibition of [3H]prazosin and [3H]yohimbine binding and, in vitro, on rat aorta and guinea pig vas deferens. Compounds 6 and 9-11 displayed strong calcium antagonist activities, identical with that of nicardipine. The moderate alpha-adrenolytic properties observed were attributed to the presence of alpha-adrenergic moieties. The four chiral derivatives 6a (R,R), 6b (S,S), 6c (S,R), and 6d (R,S) with an N-methyl-N-(benzodioxanylmethyl)amino group on the ester chain were prepared and tested as done previously. Some structure-activity relationships are discussed.

  DOI：

  10.1021/jm00126a042

文献信息

• Suter; Zutter, Justus Liebigs Annalen der Chemie, 1952, vol. 576, p. 215,216
  作者：Suter、Zutter

  DOI：——

  日期：——
• MARCINIAK, GILBERT;DELGADO, ANTONIO;LECLERC, GERARD;VELLY, JEANNE;DECKER,+, J. MED. CHEM., 32,(1989) N, C. 1402-1407
  作者：MARCINIAK, GILBERT、DELGADO, ANTONIO、LECLERC, GERARD、VELLY, JEANNE、DECKER,+

  DOI：——

  日期：——
• US4097528A
  申请人：——

  公开号：US4097528A

  公开（公告）日：1978-06-27
• New 1,4-dihydropyridine derivatives combining calcium antagonism and .alpha.-adrenolytic properties
  作者：Gilbert Marciniak、Antonio Delgado、Gerard Leclerc、Jeanne Velly、Nicole Decker、Jean Schwartz

  DOI：10.1021/jm00126a042

  日期：1989.6

  A series of twelve 1,4-dihydropyridine derivatives incorporating an alpha-adrenergic moiety in one of the ester chains was synthesized. The compounds were evaluated for their calcium antagonist activities by the inhibition of [3H]nitrendipine binding and, in vitro, on pig coronary artery. Their alpha 1- and alpha 2-adrenolytic effects were assessed from their inhibition of [3H]prazosin and [3H]yohimbine binding and, in vitro, on rat aorta and guinea pig vas deferens. Compounds 6 and 9-11 displayed strong calcium antagonist activities, identical with that of nicardipine. The moderate alpha-adrenolytic properties observed were attributed to the presence of alpha-adrenergic moieties. The four chiral derivatives 6a (R,R), 6b (S,S), 6c (S,R), and 6d (R,S) with an N-methyl-N-(benzodioxanylmethyl)amino group on the ester chain were prepared and tested as done previously. Some structure-activity relationships are discussed.