1-(4-bromophenethyl)piperidine

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(4-bromophenethyl)piperidine
• 英文别名: 4-(2-Piperidinoethyl)-1-bromobenzene；1-[2-(4-bromophenyl)ethyl]piperidine
• 化学式: C₁₃H₁₈BrN
• 分子量: 268.197
• InChiKey: RHXYBJOTCBAJCW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(4-bromophenethyl)piperidine 在 叔丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 4.5h， 生成 α-{4-[2-(1-piperidinyl)ethyl]phenyl}-α-phenyl-1-tricyclo[3.3.1.1^3,7]decanemethanol
  参考文献：
  名称：

  New Adamantane Phenylalkylamines with σ-Receptor Binding Affinity and Anticancer Activity, Associated with Putative Antagonism of Neuropathic Pain

  摘要：

  The synthesis of:the adamantane phenylalkylamines 2a-d, 3a-c, and 4a-e is described These compounds exhibited significant antiproliferative activity, in vitro, against eight cancer cell lines tested The sigma(1), sigma(2). and Sodium channel binding affinities of compounds 2a, 3a, 4a, and 4c-e were investigated The most interesting analogue, 4a, exhibited significant in vivo anticancer profile on, pancreas, prostate, leukemia, and ovarian cancer cell line Xenografts.-together with,apoptosis and caspase-3 activation. Inhibition of the Cancer cells cycle at the sub-G1 level was also Obtained with 4a. Finally, encouraging results were observed With 4a in vivo on mice, suggesting putative antimetastatic and analgesic activities of this compound.

  DOI：

  10.1021/jm3013008
• 作为产物：
  描述：

  4-溴苯乙醇 在 吡啶 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 12.5h， 生成 1-(4-bromophenethyl)piperidine
  参考文献：
  名称：

  New Adamantane Phenylalkylamines with σ-Receptor Binding Affinity and Anticancer Activity, Associated with Putative Antagonism of Neuropathic Pain

  摘要：

  The synthesis of:the adamantane phenylalkylamines 2a-d, 3a-c, and 4a-e is described These compounds exhibited significant antiproliferative activity, in vitro, against eight cancer cell lines tested The sigma(1), sigma(2). and Sodium channel binding affinities of compounds 2a, 3a, 4a, and 4c-e were investigated The most interesting analogue, 4a, exhibited significant in vivo anticancer profile on, pancreas, prostate, leukemia, and ovarian cancer cell line Xenografts.-together with,apoptosis and caspase-3 activation. Inhibition of the Cancer cells cycle at the sub-G1 level was also Obtained with 4a. Finally, encouraging results were observed With 4a in vivo on mice, suggesting putative antimetastatic and analgesic activities of this compound.

  DOI：

  10.1021/jm3013008

文献信息

• Derisking the Cu-Mediated ¹⁸F-Fluorination of Heterocyclic Positron Emission Tomography Radioligands
  作者：Nicholas J. Taylor、Enrico Emer、Sean Preshlock、Michael Schedler、Matthew Tredwell、Stefan Verhoog、Joel Mercier、Christophe Genicot、Véronique Gouverneur

  DOI：10.1021/jacs.7b03131

  日期：2017.6.21

  Molecules labeled with fluorine-18 (18F) are used in positron emission tomography to visualize, characterize and measure biological processes in the body. Despite recent advances in the incorporation of 18F onto arenes, the development of general and efficient approaches to label radioligands necessary for drug discovery programs remains a significant task. This full account describes a derisking approach

  用氟 18 (18F) 标记的分子用于正电子发射断层扫描，以可视化、表征和测量体内的生物过程。尽管最近在将 18F 掺入芳烃方面取得了进展，但开发通用且有效的方法来标记药物发现计划所需的放射性配体仍然是一项重大任务。这个完整的描述描述了杂环正电子发射断层扫描 (PET) 放射性配体的放射合成方法，使用铜介导的 18F 氟化芳基硼试剂与 18F 氟化物作为模型反应。该方法基于一项研究，该研究检查了药物开发中常用的杂环的存在如何影响代表性芳基硼试剂的 18F-氟化效率，以及超过 50 种（杂）芳基硼酸酯的标记。这组数据允许将这种去风险策略应用于七种结构复杂的药物相关含杂环分子的成功放射合成。
• [EN] COMPOSITIONS AND METHODS FOR INHIBITING BMP<br/>[FR] COMPOSITIONS ET PROCÉDÉS D'INHIBITION DE LA BMP
  申请人：BRIGHAM & WOMENS HOSPITAL

  公开号：WO2016011019A1

  公开（公告）日：2016-01-21

  The present invention provides small-molecule inhibitors of BMP signaling and compositions and methods for inhibiting BMP signaling. These compounds and compositions may be used to modulate cell growth, differentiation, proliferation, and apoptosis, and thus may be useful for treating diseases or conditions associated with BMP signaling, including inflammation, cardiovascular disease, hematological disease, cancer, and bone disorders, as well as for modulating cellular differentiation and/or proliferation. These compounds and compositions may also be used to reduce circulating levels of ApoB-100 or LDL and treat or prevent acquired or congenital hypercholesterolemia or hyperlipoproteinemia; diseases, disorders, or syndromes associated with defects in lipid absorption or metabolism; or diseases, disorders, or syndromes caused by hyperlipidemia.

  本发明提供了BMP信号通路的小分子抑制剂，以及用于抑制BMP信号通路的组合物和方法。这些化合物和组合物可用于调节细胞生长、分化、增殖和凋亡，因此可用于治疗与BMP信号通路相关的疾病或症状，包括炎症、心血管疾病、血液疾病、癌症和骨骼疾病，以及用于调节细胞分化和/或增殖。这些化合物和组合物还可用于降低ApoB-100或LDL的循环水平，并治疗或预防获得性或先天性高胆固醇血症或高脂蛋白血症；与脂质吸收或代谢缺陷相关的疾病、紊乱或综合征；或由高脂血症引起的疾病、紊乱或综合征。
• The structure–activity relationships of L3MBTL3 inhibitors: flexibility of the dimer interface
  作者：Michelle A. Camerino、Nan Zhong、Aiping Dong、Bradley M. Dickson、Lindsey I. James、Brandi M. Baughman、Jacqueline L. Norris、Dmitri B. Kireev、William P. Janzen、Cheryl H. Arrowsmith、Stephen V. Frye

  DOI：10.1039/c3md00197k

  日期：——

  potent and selective chemical probe for the L3MBTL3 methyllysine reader domain. In this article, we describe the development of structure–activity relationships (SAR) of a second series of potent L3MBTL3 antagonists which evolved from the structure of the chemical probe UNC1215. These compounds are selective for L3MBTL3 against a panel of methyllysine reader proteins, particularly the related MBT family

  我们最近报道了 UNC1215 的发现，这是一种针对 L3MBTL3 甲基赖氨酸阅读器结构域的有效且选择性的化学探针。在本文中，我们描述了从化学探针 UNC1215 的结构演变而来的第二系列强效 L3MBTL3 拮抗剂的构效关系 (SAR) 的发展。这些化合物对 L3MBTL3 具有选择性，针对一组甲基赖氨酸阅读器蛋白，尤其是相关的 MBT 家族蛋白 L3MBTL1 和 MBTD1。L3MBTL3 和最有效化合物之一的共晶结构表明 L3MBTL3 二聚体围绕二聚体界面旋转以适应配体结合。
• Palladium-Catalyzed Germylation of Aryl Bromides and Aryl Triflates Using Hexamethyldigermane
  作者：Narumi Komami、Keitaro Matsuoka、Tatsuhiko Yoshino、Shigeki Matsunaga

  DOI：10.1055/s-0037-1609301

  日期：2018.5

  Palladium-catalyzed germylation of aryl bromides and aryl triflates using commercially available hexamethyldigermane is described. Optimized reaction conditions afforded various functionalized aryltrimethylgermanes, including drug-like molecules, in moderate to good yields, demonstrating the versatility of the presented protocols. Palladium-catalyzed germylation of aryl bromides and aryl triflates using commercially

  摘要 描述了使用可商购获得的六甲基二聚马六烯的钯催化的芳基溴化物和芳基三氟甲磺酸酯的芽接。优化的反应条件以中等至良好的产率提供了各种官能化的芳基三甲基锗烷，包括类药物分子，证明了所提出方案的多功能性。 描述了使用可商购获得的六甲基二聚马六烯的钯催化的芳基溴化物和芳基三氟甲磺酸酯的芽接。优化的反应条件以中等至良好的产率提供了各种官能化的芳基三甲基锗烷，包括类药物分子，证明了所提出方案的多功能性。
• Heavier Alkaline Earth Catalysts for the Intermolecular Hydroamination of Vinylarenes, Dienes, and Alkynes
  作者：Christine Brinkmann、Anthony G. M. Barrett、Michael S. Hill、Panayiotis A. Procopiou

  DOI：10.1021/ja209135t

  日期：2012.2.1

  nucleophilicity. Hydroamination of conjugated dienes yielded isomeric products via η(3)-allyl intermediates and their relative distributions were explained through stereoelectronic considerations. The ability to carry out the hydroamination of internal alkynes was found to be dramatically dependent upon the identity of the alkyne substituents while reactions employing terminal alkynes resulted in the

  较重的第 2 族络合物 [MN(SiMe(3))(2)}(2)](2)(1, M = Ca; 2, M = Sr) 和 [MCH(SiMe(3)) (2)}(2)(THF)(2)] (3, M = Ca; 4, M = Sr) 被证明是温和条件下乙烯基芳烃和二烯分子间加氢胺化的有效预催化剂。初步研究表明，酰胺预催化剂 1 和 2 虽然在绝对活性方面受到氨基转移行为的影响，但对聚合/低聚副反应具有更高的稳定性。在每种情况下，锶物质 2 和 4 都被发现优于它们的钙同类物。哌啶与对位取代苯乙烯的反应表明催化循环中烯烃插入的速率决定性，而环仲胺的添加容易程度被发现取决于环的大小，并被认为是不同胺亲核性的结果。共轭二烯的加氢胺化通过 η(3)-烯丙基中间体产生异构产物，并通过立体电子考虑解释了它们的相对分布。发现进行内部炔烃的加氢胺化的能力极大地取决于炔烃取代基的身份，而使用末端炔烃的反应导致不溶性和非反应性第