5-Aminomethyl-6,7,8,9-tetrahydro-5-benzocycloheptenol | 64870-93-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 5-Aminomethyl-6,7,8,9-tetrahydro-5-benzocycloheptenol
• 英文别名: 5-(Aminomethyl)-6,7,8,9-tetrahydrobenzo[7]annulen-5-ol
• CAS: 64870-93-5
• 化学式: C₁₂H₁₇NO
• 分子量: 191.273
• InChiKey: UVSFZPVQUZUNOQ-UHFFFAOYSA-N

物化性质

• 沸点：
  338.6±17.0 °C(Predicted)
• 密度：
  1.098±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  46.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-Aminomethyl-6,7,8,9-tetrahydro-5-benzocycloheptenol 在 六甲基磷酰三胺 、 potassium hydride 作用下， 生成 1-Cyclopropyl-5-(o-tolyl)-1-pentanon
  参考文献：
  名称：

  Ring expansions of medium-sized ring potassium alkoxides. Unusually fast [1,3]sigmatropic shifts

  摘要：

  DOI：

  10.1021/jo00400a006
• 作为产物：
  描述：

  5-苯基戊酸 以 乙醚 为溶剂， 生成 5-Aminomethyl-6,7,8,9-tetrahydro-5-benzocycloheptenol
  参考文献：
  名称：

  Ring expansions of medium-sized ring potassium alkoxides. Unusually fast [1,3]sigmatropic shifts

  摘要：

  DOI：

  10.1021/jo00400a006

文献信息

• N6-Substituted adenosine receptor agonists: potential antihypertensive agents
  作者：B. K. Trivedi、C. J. Blankley、J. A. Bristol、H. W. Hamilton、W. C. Patt、W. J. Kramer、S. A. Johnson、R. F. Bruns、D. M. Cohen、M. J. Ryan

  DOI：10.1021/jm00107a025

  日期：1991.3

  Adenosine is known to exert a wide range of pharmacological effects including hypotension. This effect of adenosine suggested that modified analogues of adenosine might provide useful antihypertensive agents. Thus, we prepared a series of novel N6-benzocycloalkyladenosines and studied their receptor binding and antihypertensive activity. The structure-activity relationship study shows that the adenosine analogues having the hydrophobic phenyl moiety one carbon away from the C6-nitrogen have modest affinity and selectivity for the A1 receptor, whereas those with the phenyl moiety two carbons away from the C6-nitrogen have excellent affinity and selectivity for the A1 receptor. Many of these analogues showed excellent antihypertensive activity with a wide range of effects on heart rate. There is no direct correlation between the receptor binding affinities and antihypertensive activity; however, it is more closely associated with A1 than A2 affinity. The bradycardic effect of these agonists seems to be due to the A1 affinity. From this set, compound 3 was further evaluated in secondary antihypertensive screens. It lowered the blood pressure dose dependently with effects lasting for over 20 h following administration of a 30 mg/kg dose. Compound 3 was also effective in lowering blood pressure in a renal hypertensive rat model. Thus, appropriately modified N6-substituted adenosines represent a novel class of antihypertensive agents.
• TRIVEDI, BHARAT K.;MOOS, WALTER;HAMILTON, HARRIET W.;PATT, WILLIAM C.
  作者：TRIVEDI, BHARAT K.、MOOS, WALTER、HAMILTON, HARRIET W.、PATT, WILLIAM C.

  DOI：——

  日期：——
• TRIVEDI, B. K.;BLANKLEY, C. J.;BRISTOL, J. A.;HAMILTON, H. W.;PATT, W. C.+, J. MED. CHEM., 34,(1991) N, C. 1043-1049
  作者：TRIVEDI, B. K.、BLANKLEY, C. J.、BRISTOL, J. A.、HAMILTON, H. W.、PATT, W. C.+

  DOI：——

  日期：——