1-(4-溴-2-氰基苯基)哌嗪 | 791846-41-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 中文名称: 1-(4-溴-2-氰基苯基)哌嗪
• 英文名称: 5-Bromo-2-piperazin-1-yl-benzonitrile
• 英文别名: 5-Bromo-2-(piperazin-1-yl)benzonitrile；5-bromo-2-piperazin-1-ylbenzonitrile
• CAS: 791846-41-8
• 化学式: C₁₁H₁₂BrN₃
• 分子量: 266.14
• InChiKey: PPGIHVBEMDQDIC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  39.1
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2933599090

反应信息

• 作为反应物：
  描述：

  1-(4-溴-2-氰基苯基)哌嗪 在 palladium on activated charcoal 超重氢 、 三乙胺 、 N,N-二异丙基乙胺 作用下， 以 乙酸乙酯 、 甲苯 为溶剂， 反应 2.5h， 生成 [3H]-A 369508
  参考文献：
  名称：

  Synthesis and activity of 2-[4-(4-[3H]-2-cyanophenyl)piperazinyl]-N-(2,4,6-[3H]3-3-methylphenyl)acetamide: a selective dopamine D4 receptor agonist and radioligand

  摘要：

  The first selective dopamine D-4 agonist radioligand is described. The synthesis of these piperazine radioligands relied on the transformation of brominated precursors 4a and 4b with tritium gas in the presence of a sensitive cyano functional group. The specific activity of these two radioligands was measured and [H-3]6b found to be suitable for use in D-4 saturation and competition binding studies. The synthesis, biological, and radioactivity of this new agonist radioligand as well as preliminary SAR will be discussed. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.07.068
• 作为产物：
  描述：

  2-氟-5-溴苯腈 在 盐酸 、 三乙胺 作用下， 以 二甲基亚砜 为溶剂， 反应 24.25h， 生成 1-(4-溴-2-氰基苯基)哌嗪
  参考文献：
  名称：

  Synthesis and activity of 2-[4-(4-[3H]-2-cyanophenyl)piperazinyl]-N-(2,4,6-[3H]3-3-methylphenyl)acetamide: a selective dopamine D4 receptor agonist and radioligand

  摘要：

  The first selective dopamine D-4 agonist radioligand is described. The synthesis of these piperazine radioligands relied on the transformation of brominated precursors 4a and 4b with tritium gas in the presence of a sensitive cyano functional group. The specific activity of these two radioligands was measured and [H-3]6b found to be suitable for use in D-4 saturation and competition binding studies. The synthesis, biological, and radioactivity of this new agonist radioligand as well as preliminary SAR will be discussed. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.07.068

文献信息

• Design, synthesis, neuroprotective, antibacterial activities and docking studies of novel thieno[2,3-d]pyrimidine-alkyne Mannich base and oxadiazole hybrids
  作者：Settypalli Triloknadh、Chunduri Venkata Rao、Kerru Nagaraju、Nallapaneni Hari Krishna、Chintha Venkata Ramaiah、Wudayagiri Rajendra、Daggupati Trinath、Yeguvapalli Suneetha

  DOI：10.1016/j.bmcl.2018.03.030

  日期：2018.5

  CC50 86.12 and 94.16 µg/mL. Compounds 9a, 9e, 10a and 10b showed strong antibacterial activity against two gram positive (S. aureus, B. subtilis) and two gram-negative strains (E. coli, P. aeruginosa) and showed good binding affinities with C(30) carotenoid dehydrosqualene synthase, Gyrase A and LpxC. This is the first report for the demonstration of thieno[2,3-d] pyrimidine derivatives as promising neuroprotective

  一系列噻吩并[2,3- d ]嘧啶炔烃曼尼希碱衍生物（7a-e，8a-e）和噻吩并[2,3 - d ]嘧啶1,3,4-恶二唑衍生物（9a-e，10a- e）已合成并评估了它们的神经保护和神经毒性活性，其中9a，10d在EC 50值下分别对H 2 O 2诱导的细胞死亡表现出良好的神经保护作用10.6和11.88 µg / mL ，而9b，9d则对H 2 O 2表现出了各自的毒性作用。 PC12细胞的CC 50 86.12和94.16 µg / mL。化合物9a，9e，10a和10b对两个革兰氏阳性菌（金黄色葡萄球菌，枯草芽孢杆菌）和两个革兰氏阴性菌（大肠杆菌，铜绿假单胞菌）表现出强大的抗菌活性，并与C（30）类胡萝卜素脱氢角鲨烯合酶，回旋酶A和LpxC表现出良好的结合亲和力。这是首次证明噻吩并[2,3-d]嘧啶衍生物作为有前途的抗H 2 O 2诱导的PC12细胞神经毒性的神经保护剂。
• Synthesis and activity of 2-[4-(4-[3H]-2-cyanophenyl)piperazinyl]-N-(2,4,6-[3H]3-3-methylphenyl)acetamide: a selective dopamine D4 receptor agonist and radioligand
  作者：Mark A. Matulenko、Bruce Surber、Leimin Fan、Teodozyi Kolasa、Masaki Nakane、Marc A. Terranova、Marie E. Uchic、Loan N. Miller、Renjie Chang、Diana L. Donnelly-Roberts、Marian T. Namovic、Robert B. Moreland、Jorge D. Brioni、Andrew O. Stewart

  DOI：10.1016/j.bmcl.2004.07.068

  日期：2004.10

  The first selective dopamine D-4 agonist radioligand is described. The synthesis of these piperazine radioligands relied on the transformation of brominated precursors 4a and 4b with tritium gas in the presence of a sensitive cyano functional group. The specific activity of these two radioligands was measured and [H-3]6b found to be suitable for use in D-4 saturation and competition binding studies. The synthesis, biological, and radioactivity of this new agonist radioligand as well as preliminary SAR will be discussed. (C) 2004 Elsevier Ltd. All rights reserved.