5-溴-2-(1H-咪唑-1-基)-吡啶 | 380381-18-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 5-溴-2-(1H-咪唑-1-基)-吡啶
• 英文名称: 5-bromo-2-(1H-imidazol-1-yl)pyridine
• 英文别名: 5-bromo-2-imidazol-1-ylpyridine
• CAS: 380381-18-0
• 化学式: C₈H₆BrN₃
• 分子量: 224.06
• InChiKey: VDNCHISWKASSIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-溴-2-(1H-咪唑-1-基)-吡啶 在 bis-triphenylphosphine-palladium(II) chloride 、 potassium fluoride 、 copper(l) iodide 、 三乙胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 5-ethynyl-2-(1H-imidazol-1-yl)pyridine
  参考文献：
  名称：

  Maximizing Diversity from a Kinase Screen: Identification of Novel and Selective pan-Trk Inhibitors for Chronic Pain

  摘要：

  We have identified several series of small molecule inhibitors of TrkA with unique binding modes. The starting leads were chosen to maximize the structural and binding mode diversity derived from a high throughput screen of our internal compound collection. These leads were optimized for potency and selectivity employing a structure based drug design approach adhering to the principles of ligand efficiency to maximize binding affinity without overly relying on lipophilic interactions. This endeavor resulted in the identification of several small molecule pan-Trk inhibitor series that exhibit high selectivity for TrkA/B/C versus a diverse panel of kinases. We have also demonstrated efficacy in both inflammatory and neuropathic pain models upon oral dosing. Herein we describe the identification process, hit-to-lead progression, and binding profiles of these selective pan-Trk kinase inhibitors.

  DOI：

  10.1021/jm5006429
• 作为产物：
  描述：

  咪唑 、 2-氟-5-溴吡啶 在 potassium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 24.0h， 以95%的产率得到5-溴-2-(1H-咪唑-1-基)-吡啶
  参考文献：
  名称：

  多卤代吡啶和嘧啶的无金属位点选择性C–N键形成反应†

  摘要：

  本文提出了一种多金属的方法，用于多位卤代吡啶和嘧啶的高位点选择性C–N键形成反应。当从吡啶环变为嘧啶环时，优选的偶联位点可从带有N-杂环的氟基团调节至氯基团。各种各样的卤代吡啶优先与吡啶环氟原子上的胺反应，生成具有高选择性的单取代卤代吡啶。吡啶环在不同位置产生了不同的卤素原子，这些吡啶环在温和的条件下表现良好。卤代嘧啶在氯化物基团上与多种胺进行高度选择性的偶联，这些胺具有广泛的底物适用性并且产率中等至良好。氮环的邻位。该反应容纳了广泛的卤代基团。因此，产生了大量的氯，溴，碘和氟吡啶，它们对于有机合成具有广泛的用途。

  DOI：

  10.1039/c5ra18653f

文献信息

• [EN] OXAZOLIDINONE DERIVATIVES AS ANTIMICROBIALS<br/>[FR] DERIVES D'OXAZOLIDINONE UTILISES COMME AGENTS ANTIMICROBIENS
  申请人：RANBAXY LAB LTD

  公开号：WO2006038100A1

  公开（公告）日：2006-04-13

  The present invention relates to certain substituted phenyl oxazolidinones and to processes for the synthesis of the same. This invention also relates to pharmaceutical compositions containing the compounds of the present invention as antimicrobials. The compounds are useful antimicrobial agents, effective against a number of human and veterinary pathogens, including gram-positive aerobic bacteria, for example, multiple-resistant staphylococci, streptococci and enterococci as well as anaerobic organisms, for example, Bacterioides spp. and Clostridia spp. species, and acid fast organisms, for example, Mycobacterium tuberculosis, Mycobacterium avium and Mycobacterium spp.

  本发明涉及某些取代苯基噁唑烷酮以及其合成方法。本发明还涉及含有本发明化合物作为抗微生物药物的药物组合物。这些化合物是有用的抗微生物剂，对多种人类和兽医病原体有效，包括革兰氏阳性厌氧细菌，例如多重耐药葡萄球菌、链球菌和肠球菌，以及厌氧生物，例如Bacterioides属和Clostridia属物种，以及耐酸生物，例如结核分枝杆菌、埃维分枝杆菌和分枝杆菌属。
• 5-吡啶基-2-氨基-苯并[d]噁唑衍生物及其制 备方法和用途
  申请人：海南国瑞堂中药制药有限公司

  公开号：CN105130973B

  公开（公告）日：2018-05-01

  本发明公开了如通式(I)所示的5‑吡啶基‑2‑氨基‑苯并[d]噁唑衍生物或其药学上可接受的盐、其制备方法、药物组合物和用途：根据本发明的化合物可以用于制备治疗宫颈癌、乳腺癌、胃癌、肝癌、肾癌等的药物。
• Copper-Catalyzed C–N Bond Exchange of N-Heterocyclic Substituents around Pyridine and Pyrimidine Cores
  作者：Sheng Tao、Enhui Ji、Lei Shi、Ning Liu、Liang Xu、Bin Dai

  DOI：10.1055/s-0036-1590893

  日期：2017.12

  copper-catalyzed transfer N-heteroarylation strategy using a C–N bond exchange reaction is described. This reaction accommodates a wide range of pyridine and pyrimidine rings bearing halogen atoms, which have wide utility for subsequent transformations. This method provides a direct and operationally simple approach for modifying complex molecules by the exchange of N-heterocyclic substituents. A copper-catalyzed

  S. Tao和E. Ji的贡献相等。 抽象的 描述了使用C–N键交换反应的铜催化转移N-杂芳基化策略。该反应可容纳范围广泛的带有卤素原子的吡啶和嘧啶环，它们对于随后的转化具有广泛的用途。该方法提供了直接且操作简单的方法，用于通过交换N杂环取代基来修饰复杂分子。 描述了使用C–N键交换反应的铜催化转移N-杂芳基化策略。该反应可容纳范围广泛的带有卤素原子的吡啶和嘧啶环，它们对于随后的转化具有广泛的用途。该方法提供了直接且操作简单的方法，用于通过交换N杂环取代基来修饰复杂分子。
• Synthesis and antibacterial activity of oxazolidinones containing pyridine substituted with heteroaromatic ring
  作者：Yeong Woo Jo、Weon Bin Im、Jae Keol Rhee、Mi Ja Shim、Won Bae Kim、Eung Chil Choi

  DOI：10.1016/j.bmc.2004.08.025

  日期：2004.11

  group of linezolid was replaced with heteroaromatic ring substituted pyridine moiety, were newly synthesized, and their substituted effects on in vitro and in vivo antibacterial activities were evaluated against four problematic gram-positive strains including drug resistant strains and two gram-negative strains. Most compounds exhibited the enhanced in vitro activities with 4-16-fold and three compounds

  新合成了一系列恶唑烷酮衍生物，其中的利奈唑胺的吗啉代基团被杂芳环取代的吡啶部分取代，并评估了它们对四种有问题的革兰氏阳性菌株的体外和体内抗菌活性的取代作用，包括耐药菌株和两个革兰氏阴性菌株。大多数化合物具有4-16倍的增强的体外活性，三种化合物的体内功效比利奈唑胺高2倍以上。
• OXAZOLIDINONE DERIVATIVES AS ANTIMICROBIALS
  申请人：Das Biswajit

  公开号：US20100286211A1

  公开（公告）日：2010-11-11

  The present invention relates to certain substituted phenyl oxazolidinones and to processes for the synthesis of the same. This invention also relates to pharmaceutical compositions containing the compounds of the present invention as antimicrobials. The compounds are useful antimicrobial agents, effective against a number of human and veterinary pathogens, including gram-positive aerobic bacteria, for example, multiple-resistant staphylococci, streptococci and enterococci as well as anaerobic organisms, for example, Bacterioides spp. and Clostridia spp. species, and acid fast organisms, for example, Mycobacterium tuberculosis, Mycobacterium avium and Mycobacterium spp.

  本发明涉及某些取代苯基噁唑烷酮以及其合成方法。本发明还涉及包含本发明化合物作为抗微生物药物的制药组合物。这些化合物是有用的抗微生物剂，对多种人类和兽医病原体具有有效作用，包括革兰氏阳性的好氧菌，例如多重耐药葡萄球菌、链球菌和肠球菌，以及厌氧菌，例如拟杆菌属和梭菌属物种，以及酸性快速菌，例如结核分枝杆菌、埃及分枝杆菌和分枝杆菌属。