4-bromo-N-(2,4-dichlorophenyl)butyramide | 923025-04-1

• 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: 4-bromo-N-(2,4-dichlorophenyl)butyramide
• 英文别名: 4-bromo-N-(2,4-dichlorophenyl)butanamide；4-Bromo-N-(2,4-dichlorophenyl)butanamide
• CAS: 923025-04-1
• 化学式: C₁₀H₁₀BrCl₂NO
• 分子量: 311.005
• InChiKey: KTVZPFWOIIDKPS-UHFFFAOYSA-N

物化性质

• 沸点：
  433.3±45.0 °C(Predicted)
• 密度：
  1.614±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-bromo-N-(2,4-dichlorophenyl)butyramide 、 1-(4-氯苄基)哌嗪 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 4-(4-(4-chlorobenzyl)piperazin-1-yl)-N-(2,4-dichlorophenyl)butanamide
  参考文献：
  名称：

  Lead discovery and optimization of T-type calcium channel blockers

  摘要：

  dA series of compounds were designed as T-type calcium channel blocker containing 6 or 5 pharmacophore features from structure-based virtual screening. To optimize the suggested structure, over 130 derivatives were synthesized and their inhibitory activities on T-type calcium channel were assayed using in vitro screening system with alpha 1(G) and alpha 1(H) clones. For the compounds with higher activities in FDSS assay system, the efficacy was measured by patch-clamp method. Among the library with 5 features, alkaneamide derivatives (7b, 9j, 11b, 11g, 11h) with 4-arylsubstituted piperazine showed better IC50 values than Mibefradil. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.11.004
• 作为产物：
  描述：

  4-溴丁酰氯 、 2,4-二氯苯胺 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以77%的产率得到4-bromo-N-(2,4-dichlorophenyl)butyramide
  参考文献：
  名称：

  白介素15的小分子抑制剂的发现：基于药理学的虚拟筛选和命中优化。

  摘要：

  白介素（IL）-15是一种多效细胞因子，在结构上接近IL-2，并与之共享IL-2β和γ受体（R）亚基。通过促进NK，NK-T和CD8 + T细胞的活化和增殖，IL-15在先天和适应性免疫中起着重要的作用。而且，高水平的IL-15表达与炎性和自身免疫性疾病的关联导致了针对IL-15的各种拮抗方法的发展。这项研究是旨在发现阻碍IL-15 / IL-15R相互作用的小分子抑制剂的原始方法。对化合物库进行药效学和基于对接的虚拟筛选导致选择了240种高得分化合物，其中36种被发现与IL-15结合，从而抑制IL-15与IL-2Rβ链的结合或增殖IL-15依赖性细胞或两者兼有。

  DOI：

  10.1021/acs.jmedchem.7b00485

文献信息

• Lead discovery and optimization of T-type calcium channel blockers
  作者：Jung Hwan Park、Jin Kyu Choi、Eunjung Lee、Jae Kyun Lee、Hyewhon Rhim、Seon Hee Seo、Yoonjee Kim、Munikumar Reddy Doddareddy、Ae Nim Pae、Jahyo Kang

  DOI：10.1016/j.bmc.2006.11.004

  日期：2007.2.1

  dA series of compounds were designed as T-type calcium channel blocker containing 6 or 5 pharmacophore features from structure-based virtual screening. To optimize the suggested structure, over 130 derivatives were synthesized and their inhibitory activities on T-type calcium channel were assayed using in vitro screening system with alpha 1(G) and alpha 1(H) clones. For the compounds with higher activities in FDSS assay system, the efficacy was measured by patch-clamp method. Among the library with 5 features, alkaneamide derivatives (7b, 9j, 11b, 11g, 11h) with 4-arylsubstituted piperazine showed better IC50 values than Mibefradil. (c) 2006 Elsevier Ltd. All rights reserved.
• Discovery of a Small-Molecule Inhibitor of Interleukin 15: Pharmacophore-Based Virtual Screening and Hit Optimization
  作者：Agnès Quéméner、Mike Maillasson、Laurence Arzel、Benoit Sicard、Romy Vomiandry、Erwan Mortier、Didier Dubreuil、Yannick Jacques、Jacques Lebreton、Monique Mathé-Allainmat

  DOI：10.1021/acs.jmedchem.7b00485

  日期：2017.7.27

  approaches targeting IL-15. This study is an original approach aimed at discovering small-molecule inhibitors impeding IL-15/IL-15R interaction. A pharmacophore and docking-based virtual screening of compound libraries led to the selection of 240 high-scoring compounds, 36 of which were found to bind IL-15, to inhibit the binding of IL-15 to the IL-2Rβ chain or the proliferation of IL-15-dependent cells or

  白介素（IL）-15是一种多效细胞因子，在结构上接近IL-2，并与之共享IL-2β和γ受体（R）亚基。通过促进NK，NK-T和CD8 + T细胞的活化和增殖，IL-15在先天和适应性免疫中起着重要的作用。而且，高水平的IL-15表达与炎性和自身免疫性疾病的关联导致了针对IL-15的各种拮抗方法的发展。这项研究是旨在发现阻碍IL-15 / IL-15R相互作用的小分子抑制剂的原始方法。对化合物库进行药效学和基于对接的虚拟筛选导致选择了240种高得分化合物，其中36种被发现与IL-15结合，从而抑制IL-15与IL-2Rβ链的结合或增殖IL-15依赖性细胞或两者兼有。