3-[4-(3-Fluorophenyl)piperazin-1-yl]propan-1-amine | 1240267-00-8

• 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-(3-Fluorophenyl)piperazin-1-yl]propan-1-amine
• 英文别名: 3-[4-(3-fluorophenyl)piperazin-1-yl]propan-1-amine
• CAS: 1240267-00-8
• 化学式: C₁₃H₂₀FN₃
• 分子量: 237.32
• InChiKey: JTVQMVAWMHEJKT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  32.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-phenyl-2-propyl-1,3-oxazole-5-carbaldehyde 、 3-[4-(3-Fluorophenyl)piperazin-1-yl]propan-1-amine 在 sodium triacetoxyborohydride 、 盐酸 作用下， 以 二氯甲烷 、 乙醚 为溶剂， 生成
  参考文献：
  名称：

  Synthesis and biological evaluation of oxazole derivatives as T-type calcium channel blockers

  摘要：

  T-type calcium channel is one of therapeutic targets for the treatment of cardiovascular diseases and neuropathic pain. In this study, as a part of our ongoing efforts to develop potent T-type calcium channel blockers, we designed oxazole derivatives substituted with arylpiperazinylalkylamines. The oxazoles were synthesized in a convenient convergent synthetic method, and biologically evaluated against alpha(1G) (Ca(V)3.1) T-type calcium channel. Among total 41 oxazole compounds synthesized, the most active one was the compound 10-35 with an IC(50) value of 0.65 mu M, which is comparable with that of mibefradil. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.05.030
• 作为产物：
  描述：

  2-(3-(4-(3-fluorophenyl)piperazin-1-yl)propyl)isoindoline-1,3-dione 在 一水合肼 作用下， 以 乙醇 为溶剂， 生成 3-[4-(3-Fluorophenyl)piperazin-1-yl]propan-1-amine
  参考文献：
  名称：

  Synthesis and biological evaluation of oxazole derivatives as T-type calcium channel blockers

  摘要：

  T-type calcium channel is one of therapeutic targets for the treatment of cardiovascular diseases and neuropathic pain. In this study, as a part of our ongoing efforts to develop potent T-type calcium channel blockers, we designed oxazole derivatives substituted with arylpiperazinylalkylamines. The oxazoles were synthesized in a convenient convergent synthetic method, and biologically evaluated against alpha(1G) (Ca(V)3.1) T-type calcium channel. Among total 41 oxazole compounds synthesized, the most active one was the compound 10-35 with an IC(50) value of 0.65 mu M, which is comparable with that of mibefradil. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.05.030

文献信息

• Novel multi-target ligands of dopamine and serotonin receptors for the treatment of schizophrenia based on indazole and piperazine scaffolds–synthesis, biological activity, and structural evaluation
  作者：Piotr Stępnicki、Olga Wronikowska-Denysiuk、Agata Zięba、Katarzyna M. Targowska-Duda、Agata Bartyzel、Martyna Z. Wróbel、Tomasz M. Wróbel、Klaudia Szałaj、Andrzej Chodkowski、Karolina Mirecka、Barbara Budzyńska、Emilia Fornal、Jadwiga Turło、Marián Castro、Agnieszka A. Kaczor

  DOI：10.1080/14756366.2023.2209828

  日期：2023.12.31

  multi-target ligand of G-protein-coupled receptors (GPCRs), in particular D2, 5-HT1A, and 5-HT2A receptors. Such receptor profile may be beneficial for the treatment of schizophrenia. Compounds 1–16 were designed, synthesised, and subjected to further evaluation. Their affinities for the above-mentioned receptors were assessed in radioligand binding assays and efficacy towards them in functional assays. Compounds

  摘要 精神分裂症是一种慢性精神障碍，现有的抗精神病药物治疗效果不佳。本研究重点是通过优化化合物 D2AAK3 来寻找新的抗精神病药物，D2AAK3 是 G 蛋白偶联受体 (GPCR) 的多靶点配体，特别是 D 2 、5-HT 1A 和5 - HT 2A受体。这种受体谱可能有益于精神分裂症的治疗。化合物1 – 16被设计、合成并进行进一步评估。在放射性配体结合测定中评估它们对上述受体的亲和力，并在功能测定中评估它们对它们的功效。化合物1和10根据受体谱选择的药物进行了体内测试，以评估其抗精神病活性以及对记忆和焦虑过程的影响。进行分子建模以研究所研究的化合物与D 2、5-HT 1A和5-HT 2A受体在分子水平上的相互作用。最后，对化合物1进行了X射线研究，揭示了其在固态下的稳定构象。