2-(4-fluorophenyl)-1-methyl-1H-imidazole | 385442-12-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(4-fluorophenyl)-1-methyl-1H-imidazole
• 英文别名: 2-(4-fluorophenyl)-1-methylimidazole；2-(4-Fluoro-phenyl)-1-methyl-1h-imidazole
• CAS: 385442-12-6
• 化学式: C₁₀H₉FN₂
• mdl: MFCD09908827
• 分子量: 176.193
• InChiKey: CNKALVLXLPJYIZ-UHFFFAOYSA-N

物化性质

• 沸点：
  298.7±42.0 °C(Predicted)
• 密度：
  1.14±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(4-fluorophenyl)-1-methyl-1H-imidazole 在 盐酸 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 5.0h， 生成 2-(4-Diphenylphosphanyl-phenyl)-1-methyl-3H-imidazol-1-ium; chloride
  参考文献：
  名称：

  Phosphines with 2-imidazolium and para-phenyl-2-imidazolium moieties—synthesis and application in two-phase catalysis

  摘要：

  Deprotonation of 1-n-butyl-3-methyl-imidazolium chloride or hexafluorophosphate with n-butyl lithium and subsequent reaction of the intermediate 2,3-dihydro-imidazol-2-ylidene with diphenylchlorophosphine affords the 2-imidazolium phosphines 3a or 3b. The phosphine 4 with a para-phenylene spacer between the imidazolyl moiety and the phosphorus atom has been obtained by Kosugi-Stille coupling between 2-tri-n-butyl-stannyl-1-methylimidazole and 4-fluoroiodobenzene followed by nucleophilic substitution of fluorine with PPh2K. The X-ray structure of 4 (space group P1) has been determined. Selective N-protonation or N-quaternization of 4 affords the corresponding imidazolium phosphines 5a-5c. The ligands 3b and 5c have been tested in the biphasic Rh-catalyzed hydroformylation of 1-octene employing the ionic liquid 1-butyl-3-methylimidazolium hexafluorophosphate as catalyst solvent. (C) 2001 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(01)00868-3
• 作为产物：
  描述：

  N-甲基咪唑 、 1-氯-4-氟苯 在 NHC-Pd(II)-Im 、 potassium tert-butylate 作用下， 以 水 、 甲苯 为溶剂， 反应 6.0h， 以84%的产率得到2-(4-fluorophenyl)-1-methyl-1H-imidazole
  参考文献：
  名称：

  N-Heterocyclic Carbene-Palladium(II)-1-Methylimidazole Complex-Catalyzed Direct C–H Bond Arylation of (Benz)imidazoles with Aryl Chlorides

  摘要：

  (Benz)imidazoles can be efficiently functionalized by (hetero)aryl chlorides via direct C-H bond arylation in the presence of a well-defined NHC-Pd(II)-Im complex. Under the optimal conditions, various activated, unactivated, and deactivated (hetero)aryl chlorides were successfully applied as the arylating reagents to achieve the 2-(hetero)aryl (benz)imidazoles in acceptable to high yields, giving a facile and alternative methodology for the direct C-H bond arylation of (benz)imidazoles.

  DOI：

  10.1021/jo5010058

文献信息

• Iron catalyzed oxidative assembly of N-heteroaryl and aryl metal reagents using oxygen as an oxidant
  作者：Kun Ming Liu、Lian Yan Liao、Xin Fang Duan

  DOI：10.1039/c4cc08494b

  日期：——

  An equivalent amount of N-heteroaryl and aryl Grignard or lithium reagents, after mediation by an equivalent of titanate, was facilely coupled to furnish N-heteroaryl-aryl compounds under the catalysis of FeCl3/TMEDA at ambient temperature using oxygen as an oxidant. Most of the common N-heteroaryls were all good candidates, and thus provided a general, green and pratical protocol for the flexible

  在等量的钛酸酯介导之后，在FeCl3 / TMEDA的催化下，在室温下使用氧气作为氧化剂，将等量的N-杂芳基和芳基格氏试剂或锂试剂轻松偶联以提供N-杂芳基-芳基化合物。大多数常见的N-杂芳基都是很好的候选物，因此为各种N-杂芳基-芳基结构的灵活构建提供了通用，绿色和实用的方案。
• [EN] UREA SUBSTITUTED SULPHONAMIDE DERIVATIVES<br/>[FR] DERIVES DE SULFONAMIDE SUBSTITUES PAR UREE
  申请人：BIOTIE THERAPIES CORP

  公开号：WO2010146236A1

  公开（公告）日：2010-12-23

  The present invention relates to sulphonamide derivatives, whith a urea moiety. The invention also relates to the use of the derivatives as inhibitors of collagen receptor integrins, especially α2β1 integrin inhibitors e.g. in connection with diseases and medical conditions that involve the action of cells and platelets expressing collagen receptors, their use as a medicament, e.g. for the treatment of thrombosis, inflammation, cancer and vascular diseases, pharmaceutical compositions containing them and a process for preparing them. The sulphonamide derivatives have the general formula (I) or (I').

  本发明涉及含有脲基的磺胺类衍生物。该发明还涉及将这些衍生物用作胶原受体整合素的抑制剂，特别是α2β1整合素抑制剂，例如在涉及表达胶原受体的细胞和血小板的疾病和医疗状况中使用，其用作药物，例如用于治疗血栓形成、炎症、癌症和血管疾病，含有它们的药物组合物以及制备它们的方法。这些磺胺类衍生物具有一般式(I)或(I')。
• INHIBITORS OF POLO-LIKE KINASE
  申请人：Galemmo Robert A.

  公开号：US20110212942A1

  公开（公告）日：2011-09-01

  The present invention provides compounds having a structure according to Formula (I): or a salt or solvate thereof, wherein ring A, X, R 1 , R 2 , R 3 , R 4 , R 5 and R 6 are defined herein. The invention further provides pharmaceutical compositions including the compounds of the invention and methods of making and using the compounds and compositions of the invention, e.g., in the treatment and prevention of various disorders, such as Parkinson's disease.

  本发明提供了具有以下式子(I)结构的化合物，或其盐或溶剂化物，其中环A，X，R1，R2，R3，R4，R5和R6在此被定义。本发明还提供了包括本发明化合物的制药组合物以及使用本发明化合物和组合物的方法，例如在治疗和预防各种疾病，如帕金森病中的应用。
• UREA SUBSTITUTED SULPHONAMIDE DERIVATIVES
  申请人：Koivunen Jarkko Tapani

  公开号：US20120196884A1

  公开（公告）日：2012-08-02

  The present invention relates to sulphonamide derivatives, whith a urea moiety. The invention also relates to the use of the derivatives as inhibitors of collagen receptor integrins, especially α2β1 integrin inhibitors e.g. in connection with diseases and medical conditions that involve the action of cells and platelets expressing collagen receptors, their use as a medicament, e.g. for the treatment of thrombosis, inflammation, cancer and vascular diseases, pharmaceutical compositions containing them and a process for preparing them. The sulphonamide derivatives have the general formula (I) or (I′).

  本发明涉及含有尿素基团的磺酰胺衍生物。本发明还涉及将这些衍生物用作胶原受体整合素的抑制剂，特别是α2β1整合素抑制剂，例如在涉及表达胶原受体的细胞和血小板的疾病和医疗状况中，将其用作药物，例如用于治疗血栓形成、炎症、癌症和血管疾病，包含它们的制药组合物以及制备它们的过程。磺酰胺衍生物具有通式（I）或（I′）。
• US8445503B2
  申请人：——

  公开号：US8445503B2

  公开（公告）日：2013-05-21