4-(4-(4-fluorophenyl)-2-phenyl-1H-imidazol-5-yl)pyridine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-(4-(4-fluorophenyl)-2-phenyl-1H-imidazol-5-yl)pyridine
• 英文别名: 4-[4-(4-fluorophenyl)-2-phenyl-1H-imidazol-5-yl]pyridine；4-(4-Fluorophenyl)-2-phenyl-5-(pyridin-4-yl)-1H-imidazole；4-(4-Fluorophenyl)-2-phenyl-5-(4-pyridyl)-1H-imidazole；4-[5-(4-Fluoro-phenyl)-2-phenyl-3H-imidazol-4-yl]-pyridine
• 化学式: C₂₀H₁₄FN₃
• 分子量: 315.35
• InChiKey: AZBHFSLUTGHEPH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-吡啶甲醇 在 咪唑 、 copper diacetate 、 ammonium acetate 、 溶剂黄146 、 lithium diisopropyl amide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 23.92h， 生成 4-(4-(4-fluorophenyl)-2-phenyl-1H-imidazol-5-yl)pyridine
  参考文献：
  名称：

  Regulation of stress-induced cytokine production by pyridinylimidazoles; inhibition of CSBP kinase

  摘要：

  Members of three classes of pyridinylimidazoles bind with varying affinities to CSBP (p38) kinase which is a member of a stress-induced signal transduction pathway. Based upon SAR and protein homology modeling, the pharmacophore and three potential modes of binding to the enzyme are presented. For a subset of pyridinylimidazoles, binding is shown to correlate with inhibition of CSBP kinase activity, whereas no significant inhibition of PKA, PKC alpha and ERK kinase activity is observed. Copyright (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0968-0896(96)00212-x

文献信息

• Rh(I)-Catalyzed Arylation of Heterocycles via C−H Bond Activation:  Expanded Scope through Mechanistic Insight
  作者：Jared C. Lewis、Ashley M. Berman、Robert G. Bergman、Jonathan A. Ellman

  DOI：10.1021/ja0748985

  日期：2008.2.1

  A practical, functional group tolerant method for the Rh-catalyzed direct arylation of a variety of pharmaceutically important azoles with aryl bromides is described. Many of the successful azole and aryl bromide coupling partners are not compatible with methods for the direct arylation of heterocycles using Pd(0) or Cu(I) catalysts. The readily prepared, low molecular weight ligand, Z-1-tert-butyl-2

  描述了一种实用的、官能团耐受的方法，用于各种药学上重要的唑类与芳基溴化物的 Rh 催化直接芳基化。许多成功的唑和芳基溴偶联伙伴与使用 Pd(0) 或 Cu(I) 催化剂直接芳基化杂环的方法不兼容。容易制备的低分子量配体 Z-1-叔丁基-2,3,6,7-四氢膦以双齿 P-烯烃方式与 Rh 配位，提供高活性但热稳定的芳基化催化剂，是这种方法的成功至关重要。通过使用相应鏻的四氟硼酸盐，反应可以在手套箱外组装，无需纯化试剂或溶剂。反应也在四氢呋喃或二恶烷中进行，与大多数其他使用高沸点酰胺溶剂直接芳基化唑类的方法相比，这大大简化了产品的分离。反应在微波反应器中加热进行，在 2 小时内获得优异的产品收率。
• [EN] 2,4,5-TRI-SUBSTITUTED AZOLE-BASED CASEIN KINASE 1 INHIBITORS AS INDUCERS FOR CARDIOMYOGENESIS<br/>[FR] INHIBITEURS DE LA CASÉINE KINASE 1 À BASE D'AZOLE 2,4,5-TRI-SUBSTITUÉ EN TANT QU'INDUCTEURS DE LA CARDIOMYOGENÈSE
  申请人：AGENCY SCIENCE TECH & RES

  公开号：WO2015119579A1

  公开（公告）日：2015-08-13

  This invention relates to a method for inducing or enhancing the differentiation of pluripotent stem cells into cardiomyocyte via casein kinase 1 inhibition said method comprising culturing the stem cells in the presence of a medium comprising a casein kinase 1 inhibitor of the formula (I) or (II) or a stereoisomer, tautomer, or a salt thereof wherein R1, R2 and R3 independently from another represent hydrogen, optionally substituted alkyl, alkenyl, alkynyl, heterocyclyl, heteroaryl or aryl; X represents NR4, O or S; and R4 represents hydrogen, optionally substituted alkyl, alkenyl, alkynyl, heterocyclyl, heteroaryl or aryl. The method can be used in the late phase of stem cell differentiation and in the compounds of formula (I) or (II) in combination with other small molecules can lead to especially high differentiation of stem cells into cardiomyocytes. The invention further relates to novel compounds which can be used in the method of the invention and kits for stem cell differentiation.

  本发明涉及一种通过酪蛋白激酶1抑制诱导或增强多能干细胞向心肌细胞分化的方法，所述方法包括将干细胞培养在含有式(I)或(II)的酪蛋白激酶1抑制剂的培养基中，或其立体异构体、互变异构体或盐中，其中R1、R2和R3独立地表示氢、可选择地取代的烷基、烯烃基、炔烃基、杂环基、杂芳基或芳基；X表示NR4、O或S；R4表示氢、可选择地取代的烷基、烯烃基、炔烃基、杂环基、杂芳基或芳基。该方法可用于干细胞分化的后期阶段，结合式(I)或(II)的化合物与其他小分子一起可导致干细胞特别高效地分化为心肌细胞。该发明还涉及可用于该方法的新化合物以及用于干细胞分化的试剂盒。
• POTENTIATORS OF BETA-LACTAM ANTIBIOTICS
  申请人：UNIVERSITY OF NOTRE DAME DU LAC

  公开号：US20180044316A1

  公开（公告）日：2018-02-15

  We disclose herein that the BlaR1 protein of methicillin-resistant Staphylococcus aureus (MRSA), an antibiotic sensor/signal transducer, is phosphorylated on exposure to β-lactam antibiotics. This event is critical for the onset of the biochemical events that unleash induction of antibiotic resistance. The BlaR1 phosphorylation and the antibiotic-resistance phenotype are abrogated in the presence of inhibitors described herein that restore susceptibility of the organism to β-lactam antibiotics. The invention thus provides compounds and methods for abrogating antibiotic resistance to β-lactam antibiotics and for treating infections causes by antibiotics prone to developing resistance.

  我们在此披露，甲氧西林耐药金黄色葡萄球菌（MRSA）的BlaR1蛋白质是一种抗生素感受器/信号转导器，当暴露于β-内酰胺类抗生素时，该蛋白质被磷酸化。这一事件对于引发生物化学事件并释放抗生素耐药性的发生至关重要。BlaR1的磷酸化和抗生素耐药表型在存在本文所述的抑制剂时被废除，这些抑制剂恢复了该生物对β-内酰胺类抗生素的敏感性。因此，本发明提供了用于废除β-内酰胺类抗生素的抗生素耐药性和治疗由易于产生耐药性的抗生素引起的感染的化合物和方法。
• [EN] IMIDAZOLE DERIVATIVES AND THEIR USE AS CYTOKINE INHIBITORS
  申请人：SMITHKLINE BEECHAM CORPORATION

  公开号：WO1993014081A1

  公开（公告）日：1993-07-22

  (EN) Novel 2,4,5-triarylimidazole compounds and compositions for use in therapy.(FR) Nouveaux composés 2,4,5-triarylimidazole et compositions s'utilisant en thérapie.

  (EN) 新型2,4,5-三芳基咪唑化合物及其在治疗中的应用组合物。 (FR) 新型2,4,5-三芳基咪唑化合物及其在治疗中的应用组合物。
• Novel compounds
  申请人：SmithKline Beecham Corporation

  公开号：US20030064997A1

  公开（公告）日：2003-04-03

  Novel 2,4,5-triaryl imidazole compounds and compositions for use in therapy.

  小说2,4,5-三芳基咪唑化合物及其在治疗中的应用组成物。