(1-甲基-1H-咪唑-2-基)硼酸 | 1259509-05-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: (1-甲基-1H-咪唑-2-基)硼酸
• 英文名称: (1-methyl-1H-imidazol-2-yl)boronic acid
• 英文别名: 1-methyl-1H-imidazolyl-2-boric acid；(1-methylimidazol-2-yl)boronic acid
• CAS: 1259509-05-1
• 化学式: C₄H₇BN₂O₂
• 分子量: 125.923
• InChiKey: UZNGGOGOTIQQCL-UHFFFAOYSA-N

物化性质

• 沸点：
  349.2±25.0 °C(Predicted)
• 密度：
  1.23±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.9
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  58.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  对溴苯甲酸甲酯 、 (1-甲基-1H-咪唑-2-基)硼酸 在 1,1'-双(二苯膦基)二茂铁二氯化钯(II)二氯甲烷复合物 、 cesium fluoride 作用下， 以 甲醇 为溶剂， 反应 0.5h， 生成 methyl 4-(1-methyl-1H-imidazol-2-yl)benzoate
  参考文献：
  名称：

  Biarylmethoxy Nicotinamides As Novel and Specific Inhibitors of Mycobacterium tuberculosis

  摘要：

  A whole cell based screening effort on a focused library from corporate collection resulted in the identification of biarylmethoxy nicotinamides as novel inhibitors of M. tuberculosis (Mtu) H37Rv. The series exhibited tangible structure activity relationships, and during hit to lead exploration, a cellular potency of 100 nM was achieved, which is an improvement of >200-fold from the starting point. The series is very specific to Mtu and noncytotoxic up to 250 mu M as measured in the mammalian cell line THP-1 based cytotoxicity assay. This compound class retains its potency on several drug sensitive and single drug resistant clinical isolates, which indicate that the compounds could be acting through a novel mode of action.

  DOI：

  10.1021/ml4004815
• 作为产物：
  描述：

  硼酸三甲酯 、 2-溴-1-甲基-1H-咪唑 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 3.0h， 以77%的产率得到(1-甲基-1H-咪唑-2-基)硼酸
  参考文献：
  名称：

  一种含铱金属配合物及其有机发光器件

  摘要：

  本发明公开了一种含铱金属配合物及其有机发光器件，涉及有机光电材料技术领域。该含铱金属配合物具有式(I)所示结构，结构包括第一配体和辅助配体，其中辅助配体结构中的富电子的双氮配位结构有利于稳定中心三价金属阳离子，同时，也会影响金属铱上的电子云分布，进而对于整个配合物分子的光电性质产生很大的影响，并且双氮配位结构的配体与金属构成的四元环具有更强的刚性，有利于减少不必要的振动能量损失，实现高效的发光性能。通过调节取代基基团，使配合物具有更好的热稳定性和化学性质。将铱配合物制备成器件，尤其是作为掺杂材料，器件表现出驱动电压低、发光效率高的优点，优于现有常用OLED器件。

  公开号：

  CN108676034A

文献信息

• N -Arylsulfonylsubstituted- 1H indole derivatives as small molecule dual inhibitors of signal transducer and activator of transcription 3 (STAT3) and tubulin
  作者：Qiang Zhou、Jinjin Zhu、Jinglei Chen、Peng Ji、Chunhua Qiao

  DOI：10.1016/j.bmc.2017.11.023

  日期：2018.1

  Signal transducer and activator of transcription (STAT3) is a proposed therapeutic target for the development of anti-cancer agents. In this report, a series of N-arylsulfonylsubstituted-1H indole derivatives were designed and synthesized as STAT3 inhibitors, their anti-proliferative activities were evaluated against a number of tumor cells, some potent compounds exhibited IC50 values less than 10 μM

  信号转导子和转录激活子（STAT3）是开发抗癌药物的拟议治疗靶标。在本报告中，设计并合成了一系列N-芳基磺酰基取代的1 H吲哚衍生物作为STAT3抑制剂，评估了它们对多种肿瘤细胞的抗增殖活性，一些有效化合物的IC 50值小于10μM。进一步证实最有效的化合物4a在Tyr705处抑制STAT3磷酸化。进一步揭示4a使细胞周期停滞在G2 / M期并抑制微管蛋白聚合。这项研究描述了一系列的N-芳基磺酰基取代的1H 吲哚衍生物作为针对STAT3和微管蛋白的有效抗癌药。
• ORGANOMETALLIC COMPOUND AND ORGANIC LIGHT-EMITTING DEVICE INCLUDING THE SAME
  申请人：Samsung Display Co., Ltd.

  公开号：US20190019964A1

  公开（公告）日：2019-01-17

  An organic light-emitting device includes: a first electrode; a second electrode; and an organic layer between the first electrode and the second electrode, the organic layer including an emission layer, wherein the emission layer includes an organometallic compound of Formula 1. The organometallic compound of Formula 1 may be a phosphorescent dopant:

  一种有机发光器件包括：第一电极；第二电极；以及位于第一电极和第二电极之间的有机层，该有机层包括一个发射层，其中该发射层包括化合物Formula 1的有机金属化合物。Formula 1的有机金属化合物可能是一种磷光掺杂剂。
• Discovery of Potent KIFC1 Inhibitors Using a Method of Integrated High-Throughput Synthesis and Screening
  作者：Bin Yang、Michelle L. Lamb、Tao Zhang、Edward J. Hennessy、Gurmit Grewal、Li Sha、Mark Zambrowski、Michael H. Block、James E. Dowling、Nancy Su、Jiaquan Wu、Tracy Deegan、Keith Mikule、Wenxian Wang、Rüdiger Kaspera、Claudio Chuaqui、Huawei Chen

  DOI：10.1021/jm501179r

  日期：2014.12.11

  KIFC1 (HSET), a member of the kinesin-14 family of motor proteins, plays an essential role in centrosomal bundling in cancer cells, but its function is not required for normal diploid cell division. To explore the potential of KIFC1 as a therapeutic target for human cancers, a series of potent KIFC1 inhibitors featuring a phenylalanine scaffold was developed from hits identified through high-throughput screening (HTS). Optimization of the initial hits combined both design-synthesis-test cycles and an integrated high-throughput synthesis and biochemical screening method. An important aspect of this integrated method was the utilization of DMSO stock solutions of compounds registered in the corporate compound collection as synthetic reactants. Using this method, over 1500 compounds selected for structural diversity were quickly assembled in assay-ready 384-well plates and were directly tested after the necessary dilutions. Our efforts led to the discovery of a potent KIFC1 inhibitor, AZ82, which demonstrated the desired centrosome declustering mode of action in cell studies.
• <i>N</i>-Vinylthio Phthalimides (<i>N</i>-VTPs): Modular Reagents for Vinylthio AIEgen Transfer
  作者：Wen-Chao Gao、Jing Fan、Ya-Feng Wei、Juan Zhang、Hong-Hong Chang、Jun Tian

  DOI：10.1021/acs.orglett.3c03662

  日期：2024.1.12