2-(1-Adamantyl)-1-(4-hydroxyphenyl)guanidine | 133985-80-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 2-(1-Adamantyl)-1-(4-hydroxyphenyl)guanidine
• CAS: 133985-80-5
• 化学式: C₁₇H₂₃N₃O
• 分子量: 285.389
• InChiKey: MSTAEUUYSNEQPB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  70.6
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(111C)methoxyaniline 、 2-(1-Adamantyl)-1-(4-hydroxyphenyl)guanidine 、 四丁基氢氧化铵 生成 2-(1-adamantyl)-1-(4-(113C)methoxyphenyl)guanidine
  参考文献：
  名称：

  WILSON, A. A.;DANNALS, R. F.;RAVERT, H. T.;WAGNER, H. N. (JR), J. LABELL. COMPOUNDS AND RADIOPHARM., 30,(1991) N, C. 260-261

  摘要：

  DOI：
• 作为产物：
  描述：

  1-adamantylcyanamide 、 4-氨基苯酚盐酸盐 生成 2-(1-Adamantyl)-1-(4-hydroxyphenyl)guanidine
  参考文献：
  名称：

  Radiosynthesis of .sigma. receptor ligands for positron emission tomography: carbon-11 and fluorine-18 labeled guanidines

  摘要：

  A series of analogues of the potent and selective sigma-receptor ligand 1,3-ditolylguanidine (DTG) were synthesized and demonstrated to have high affinity for the sigma-receptor as measured by in vitro [H-3]DTG displacement studies using guinea pig brain tissue. Three of these 1-aryl-3-(1-adamantyl)guanidines were radiolabeled - two with carbon-11 and one with fluorine-18. Radiochemical yields and specific activities were sufficient for these radiotracers to be used in positron emission tomography imaging of the haloperidol-sensitive sigma-receptor.

  DOI：

  10.1021/jm00110a017

文献信息

• WILSON, A. A.;DANNALS, R. F.;RAVERT, H. T.;WAGNER, H. N. (JR), J. LABELL. COMPOUNDS AND RADIOPHARM., 30,(1991) N<!>, C. 260-261
  作者：WILSON, A. A.、DANNALS, R. F.、RAVERT, H. T.、WAGNER, H. N. (JR)

  DOI：——

  日期：——
• Radiosynthesis of .sigma. receptor ligands for positron emission tomography: carbon-11 and fluorine-18 labeled guanidines
  作者：Alan A. Wilson、Robert F. Dannals、Hayden T. Ravert、Mark S. Sonders、Eckard Weber、Henry N. Wagner

  DOI：10.1021/jm00110a017

  日期：1991.6

  A series of analogues of the potent and selective sigma-receptor ligand 1,3-ditolylguanidine (DTG) were synthesized and demonstrated to have high affinity for the sigma-receptor as measured by in vitro [H-3]DTG displacement studies using guinea pig brain tissue. Three of these 1-aryl-3-(1-adamantyl)guanidines were radiolabeled - two with carbon-11 and one with fluorine-18. Radiochemical yields and specific activities were sufficient for these radiotracers to be used in positron emission tomography imaging of the haloperidol-sensitive sigma-receptor.