N-2-butylnorepinephrine | 18933-25-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: N-2-butylnorepinephrine
• 英文别名: N-sek.Butyl-noradrenalin；STO 41424；2-sec-butylamino-1-(3,4-dihydroxy-phenyl)-ethanol；2-sec-Butylamino-1-(3,4-dihydroxy-phenyl)-aethanol；4-[2-(Butan-2-ylamino)-1-hydroxyethyl]benzene-1,2-diol
• CAS: 18933-25-0
• 化学式: C₁₂H₁₉NO₃
• 分子量: 225.288
• InChiKey: IQJHOFJQCOLERG-UHFFFAOYSA-N

物化性质

• 沸点：
  426.3±40.0 °C(Predicted)
• 密度：
  1.169±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  72.7
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 水 、 钯 作用下， 生成 N-2-butylnorepinephrine
  参考文献：
  名称：

  Preparation of N-Substituted 1-(3′,4′-Dihydroxyphenyl)-2-aminoethanols

  摘要：

  DOI：

  10.1021/ja01170a044

文献信息

• Conjugates of Catecholamines. 6. Synthesis and β-Adrenergic Activity of N - (Hydroxyalkyl)catecholamine Derivatives
  作者：Allen B. Reitz、Mitchell A. Avery、Roberto P. Rosenkranz、Michael S. Verlander、Kenneth L. Melmon、Brian B. Hoffman、Yasio Akita、Neal Castagnoli、Murry Goodman

  DOI：10.1021/jm50001a018

  日期：1985.5

  A new series of catecholamines has been prepared in which the N-alkyl substituent of dl-epinephrine or dl-isoproterenol has been extended by a methylene chain terminated by a hydroxyl group or derived functionality (e.g., carbamate or ester). These functionalized catecholamines (congeners) and model compounds were prepared with the goal of eventual attachment to polymeric carrier molecules. The beta-adrenergic agonist activity of the derivatives was evaluated in vitro by measuring the intracellular accumulation of cyclic AMP in S49 mouse lymphoma cells and by the displacement of iodocyanopindolol (ICYP). A n-butylcarbamate derivative (compound 15) was the most active compound in this series with a potency 190 times greater than dl-isoproterenol in the S49 assay. The biological results indicate that minor modifications in structure in the N-alkyl substituent of the catecholamine can influence the pharmacologic activity.