2(e)-(aminomethyl)-trans-2-decalol | 16021-04-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2(e)-(aminomethyl)-trans-2-decalol
• 英文别名: 2c-aminomethyl-(4arH.8atH)-decahydro-naphthol-(2t)；(2S,4aR,8aR)-2-(aminomethyl)-3,4,4a,5,6,7,8,8a-octahydro-1H-naphthalen-2-ol
• CAS: 16021-04-8；16021-05-9；22774-08-9
• 化学式: C₁₁H₂₁NO
• 分子量: 183.294
• InChiKey: MAFDQVWQNYKOJS-MXWKQRLJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  46.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  trans-decalin-2-one 在 sodium hydroxide 、 lithium aluminium tetrahydride 、 水 、 zinc(II) iodide 作用下， 反应 16.5h， 生成 2(e)-(aminomethyl)-trans-2-decalol
  参考文献：
  名称：

  Importance of the aromatic ring in adrenergic amines. 8. 2-(Aminomethyl)-trans-2-decalols as inhibitors of norepinephrine N-methyltransferase

  摘要：

  In an effort to determine the surface appearance of the hydrophobic ring binding region of the norepinephrine N-methyltransferase active site, we employed some trans-decalin analogues of 1-(aminomethyl)cycloundecanol (1), a potent NMT inhibitor. These analogues [axial and equatorial 2-(aminomethyl)-trans-2-decalol, 2 and 3] closely resemble a low energy "crown" conformation of 1. Both compounds were as potent as 1 at inhibiting NMT (Ki = 3.6, 5.6, and 3.8 microM for 1, 2, and 3, respectively), indicating that this conformation is most likely adopted within the active site in order to optimize contact with a flat hydrophobic area. None of the compounds showed significant substrate activity for NMT, a fact that is consistent with our proposed active site binding model.

  DOI：

  10.1021/jm00352a032

文献信息

• Mousseron et al., Bulletin de la Societe Chimique de France, 1946, p. 629,632
  作者：Mousseron et al.

  DOI：——

  日期：——
• Mousseron; Granger, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1943, vol. 217, p. 483
  作者：Mousseron、Granger

  DOI：——

  日期：——