3-[4-(tert-butyloxycarbonyl)-1-piperazinyl]-4,5-dihydro-1H-benzo[g]indazole | 164154-63-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 3-[4-(tert-butyloxycarbonyl)-1-piperazinyl]-4,5-dihydro-1H-benzo[g]indazole
• 英文别名: tert-butyl 4-(4,5-dihydro-1H-benzo[g]indazol-3-yl)piperazine-1-carboxylate
• CAS: 164154-63-6
• 化学式: C₂₀H₂₆N₄O₂
• 分子量: 354.452
• InChiKey: CQKBKLWNMGSAMG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  61.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-[4-(tert-butyloxycarbonyl)-1-piperazinyl]-4,5-dihydro-1H-benzo[g]indazole 在 N,N-二异丙基乙胺 作用下， 反应 4.5h， 生成 3-[4-(2-phenylethyl)piperazin-1-yl]-4,5-dihydro-1H-benzo[g]indazole
  参考文献：
  名称：

  3-(1-Piperazinyl)-4,5-dihydro-1H-benzo[g]indazoles: high affinity ligands for the human dopamine D4 receptor with improved selectivity over ion channels

  摘要：

  3-(4-Piperidinyl)-5-arylpyrazole such as 1, were selective for the cloned human dopamine Dq receptor (hD(4)), but also showed affinity at voltage sensitive calcium, sodium and potassium ion channels. A combination of substituent changes to reduce the basicity of the piperidine nitrogen and conformational restriction to give 4,5-dihydro-1H-benzo[g]indazoles reduced this ion channel affinity at the expense of selectivity for hD4 over other dopamine receptors. Incorporation of piperazine into the 4,5-dihydro-1H-benzo[g]indazoles in place of piperidine gave a novel series of high affinity, selective, orally bioavailable hD(4) ligands, such as 16, with improved selectivity over ion channels. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(98)00028-5
• 作为产物：
  描述：

  2-bis(methylthio)methylene-1-tetralone 在 一水合肼 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 40.0h， 生成 3-[4-(tert-butyloxycarbonyl)-1-piperazinyl]-4,5-dihydro-1H-benzo[g]indazole
  参考文献：
  名称：

  3-(1-Piperazinyl)-4,5-dihydro-1H-benzo[g]indazoles: high affinity ligands for the human dopamine D4 receptor with improved selectivity over ion channels

  摘要：

  3-(4-Piperidinyl)-5-arylpyrazole such as 1, were selective for the cloned human dopamine Dq receptor (hD(4)), but also showed affinity at voltage sensitive calcium, sodium and potassium ion channels. A combination of substituent changes to reduce the basicity of the piperidine nitrogen and conformational restriction to give 4,5-dihydro-1H-benzo[g]indazoles reduced this ion channel affinity at the expense of selectivity for hD4 over other dopamine receptors. Incorporation of piperazine into the 4,5-dihydro-1H-benzo[g]indazoles in place of piperidine gave a novel series of high affinity, selective, orally bioavailable hD(4) ligands, such as 16, with improved selectivity over ion channels. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(98)00028-5