4-[4-(2-pyridinyl)piperazin-1-yl]cyclohexan-1-one | 131816-37-0

• 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: 4-[4-(2-pyridinyl)piperazin-1-yl]cyclohexan-1-one
• 英文别名: 4-[4-(2-pyridinyl)-1-piperazinyl]cyclohexanone；4-(4-pyridin-2-ylpiperazin-1-yl)cyclohexan-1-one
• CAS: 131816-37-0
• 化学式: C₁₅H₂₁N₃O
• 分子量: 259.351
• InChiKey: SADNJJMQCVQIQT-UHFFFAOYSA-N

物化性质

• 沸点：
  426.3±45.0 °C(Predicted)
• 密度：
  1.165±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  36.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-[4-(2-pyridinyl)piperazin-1-yl]cyclohexan-1-one 在 palladium on activated charcoal 氢气 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 trans-4-[4-(2-methoxyphenyl)cyclohexyl]-1-(2-pyridinyl)piperazine
  参考文献：
  名称：

  Halldin, C.; Hall, H.; Amir, A., Journal of labelled compounds and radiopharmaceuticals, 2001, vol. 44, p. S182 - S184

  摘要：

  DOI：
• 作为产物：
  描述：

  1,4-环己二酮单乙二醇缩酮 在 盐酸 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 生成 4-[4-(2-pyridinyl)piperazin-1-yl]cyclohexan-1-one
  参考文献：
  名称：

  Halldin, C.; Hall, H.; Amir, A., Journal of labelled compounds and radiopharmaceuticals, 2001, vol. 44, p. S182 - S184

  摘要：

  DOI：

文献信息

• Substituted cyclohexanols as central nervous system agents
  申请人：Warner-Lambert Company

  公开号：US04957921A1

  公开（公告）日：1990-09-18

  Substituted cyclohexanols are described, as well as methods for the preparation and pharmaceutical composition of same, which are useful as central nervous system agents and are particularly useful as dopaminergic, antipsychotic, and antihypertensive agents as well as for treating hyperprolactinaemia-related conditions and central nervous system disorders.

  描述了替代环己醇，以及用于制备和制药组合物的方法，这些组合物可用作中枢神经系统药物，特别是作为多巴胺能药物、抗精神病药物和降压药物，以及用于治疗与高泌乳素血症相关的疾病和中枢神经系统疾病。
• Substituted tetrahydrobenzothiazoles as dopaminergic agents
  申请人：Warner-Lambert Company

  公开号：US04988699A1

  公开（公告）日：1991-01-29

  Substituted tetrahydrobenzothiazoles are described, as well as methods for the preparation and pharmaceutical composition of same, which are useful as dopamine agonists with selectivity for the presynaptic dopamine receptor and are useful as dopaminergic, antipsychotic, and antihypertensive agents as well as for treating hyperprolactinaemia-related conditions and central nervous system disorders.

  描述了替代四氢苯并噻唑醇，以及其制备方法和药物组合物，这些物质可作为具有对胞前多巴胺受体选择性的多巴胺激动剂，并且可作为多巴胺能、抗精神病、降压剂，以及用于治疗与高催乳素血症相关的疾病和中枢神经系统疾病的药物。
• Substituted cyclohexenes as central nervous system agents
  申请人：Warner-Lambert Company

  公开号：US04975445A1

  公开（公告）日：1990-12-04

  Substituted cyclohexenes are described, as well as methods for the preparation and pharmaceutical composition of same, which are useful as central nervous system agents and are particularly useful as dopaminergic, antipsychotic, and antihypertensive agents as well as for treating hyperprolactinaemia-related conditions and central nervous system disorders.

  本文描述了替代环己烯，以及制备和制备同样的药物组合物的方法，这些药物组合物可用作中枢神经系统药物，特别是多巴胺能药物、抗精神病药物、降压药物以及治疗高催乳素血症相关疾病和中枢神经系统疾病的药物。
• <i>trans</i>-4-[4-(Methoxyphenyl)cyclohexyl]-1-arylpiperazines:  A New Class of Potent and Selective 5-HT_1A Receptor Ligands as Conformationally Constrained Analogues of 4-[3-(5-Methoxy-1,2,3,4-tetrahydronaphthalen-1-yl)propyl]-1- arylpiperazines
  作者：Roberto Perrone、Francesco Berardi、Nicola A. Colabufo、Marcello Leopoldo、Enza Lacivita、Vincenzo Tortorella、Amedeo Leonardi、Elena Poggesi、Rodolfo Testa

  DOI：10.1021/jm010866v

  日期：2001.12.1

  The present paper concerns the influence of conformational parameters on the recognition by rat 5-HT1A receptors of derivatives 4-[3-(5-methoxy-1,2,3,4-tetrahydronaphthalen-1-yl)propyl]-1-(2-pyridinyl)piperazine (1a) and 3-(5-methoxy-1,2,3,4-tetrahydronaphthalen-1-yl)-N-[2-(2-pyridyloxy)ethyl]propanamine (3b), two highly potent and selective 5-HT1A receptor ligands. Fifteen corresponding flexible and rigid analogues were prepared following several synthetic routes and were tested in binding assays with radioligands at 5-HT1A, D-2, and alpha (1) receptors from rat brain membranes. Among the new derivatives emerged trans-4-[4-(3-methoxyphenyl)-cyclohexyl]-1-(2-pyridinyl)piperazine (trans-8a) and trans-N-[4-(3-methoxyphenyl)cyclohexyl]-2-(2-pyridyloxy)ethylamine (trans-8b). These compounds can be-considered as conformationally constrained analogues of compounds 1a and 3a, respectively. In fact, compounds trans-8a and trans-8b showed a marked enhancement in 5-HT1A receptor affinity when compared to the corresponding cis isomers. Because compound trans-8a was a potent and selective 5-HT1A ligand (K-i, nM: 5-HT1A = 0.028, D-2 = 2194, alpha (1) = 767), it was chosen as a lead to prepare other analogues that were tested at 5-HT1A, D-2, and alpha (1) receptors from rat brain membranes, showing high affinity at the 5-HT1A and selectivity vs D-2 and alpha (1) receptors. Selected compounds were tested for their affinity at the human cloned 5-HT1A, alpha (1a), alpha (1b), alpha (1d) receptor subtypes. They were also submitted to the [S-35]GTP gammaS binding assay stimulating the 5-HT1A receptor-mediated G-protein activation, therefore behaving as full or as partial agonists. Finally, the ability of iv administration of trans-8a to induce fore-paw treading in rats was evaluated in comparison with 8-OH-DPAT. Although the affinity (K-i) and in vitro activity (pD'(2)) of trans-8a at the 5-HT1A receptor were higher than those of 8-OH-DPAT, the compound was less potent than the reference standard in inducing the symptom.
• US4975445A
  申请人：——

  公开号：US4975445A

  公开（公告）日：1990-12-04