(+)-UH 242 | 96148-67-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: (+)-UH 242
• 英文别名: (1S,2R)-cis-5-hydroxy-1-methyl-2-(di-n-propylamino)tetralin；(5S,6R)-6-(dipropylamino)-5-methyl-5,6,7,8-tetrahydronaphthalen-1-ol
• CAS: 96148-67-3
• 化学式: C₁₇H₂₇NO
• 分子量: 261.407
• InChiKey: ORYMAZZENFCTAE-XJKSGUPXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (+)-UH 242 在 三氟化硼乙醚 、 sodium hydride 、 溶剂黄146 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 ((6S,7R)-6-Methyl-6,7,8,9-tetrahydro-naphtho[1,2-b]furan-7-yl)-dipropyl-amine
  参考文献：
  名称：

  (Dipropylamino)-tetrahydronaphthofurans: centrally acting serotonin agonists and dopamine agonists-antagonists

  摘要：

  CNS-active aminotetralins containing phenolic moieties were transformed in a simple two-step procedure to the corresponding benzofurans. The compounds were tested in in vitro binding studies at serotonin 5-HT1A and 5-HT2 and dopamine D-2, D-3 and D-4 receptors. These studies revealed that the furan homologs showed overall lower affinities than the phenol counterparts. This was also reflected in vivo in biochemical studies. The benzofuran compounds retained most of the agonist/antagonist activities but with lower potency.

  DOI：

  10.1016/s0960-894x(97)10068-3
• 作为产物：
  描述：

  顺-(+)-5-甲氧基-1-甲基-2-(二正丙基氨基)萘满马来酸 在 氢溴酸 作用下， 反应 3.0h， 生成 (+)-UH 242
  参考文献：
  名称：

  (Dipropylamino)-tetrahydronaphthofurans: centrally acting serotonin agonists and dopamine agonists-antagonists

  摘要：

  CNS-active aminotetralins containing phenolic moieties were transformed in a simple two-step procedure to the corresponding benzofurans. The compounds were tested in in vitro binding studies at serotonin 5-HT1A and 5-HT2 and dopamine D-2, D-3 and D-4 receptors. These studies revealed that the furan homologs showed overall lower affinities than the phenol counterparts. This was also reflected in vivo in biochemical studies. The benzofuran compounds retained most of the agonist/antagonist activities but with lower potency.

  DOI：

  10.1016/s0960-894x(97)10068-3

文献信息

• (Dipropylamino)-tetrahydronaphthofurans: centrally acting serotonin agonists and dopamine agonists-antagonists
  作者：Peter Stjernlöf、Chiu-Hong Lin、Clas Sonesson、Kjell Svensson、Martin W. Smith

  DOI：10.1016/s0960-894x(97)10068-3

  日期：1997.11

  CNS-active aminotetralins containing phenolic moieties were transformed in a simple two-step procedure to the corresponding benzofurans. The compounds were tested in in vitro binding studies at serotonin 5-HT1A and 5-HT2 and dopamine D-2, D-3 and D-4 receptors. These studies revealed that the furan homologs showed overall lower affinities than the phenol counterparts. This was also reflected in vivo in biochemical studies. The benzofuran compounds retained most of the agonist/antagonist activities but with lower potency.