1H-咪唑,2-环己基- | 14085-43-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 1H-咪唑,2-环己基-
• 英文名称: 2-cyclohexyl-1H-imidazole
• 英文别名: 2-cyclohexyl-1H-imidazole；2-Cyclohexyl-1H-imidazol；2-cyclohexyl-imidazole；2-cyclohexylimidazole；2-Cyclohexylimidazol
• CAS: 14085-43-9
• 化学式: C₉H₁₄N₂
• mdl: MFCD11043513
• 分子量: 150.224
• InChiKey: UHMINCSUEKRNKZ-UHFFFAOYSA-N

物化性质

• 熔点：
  171-174 °C
• 沸点：
  344.4±11.0 °C(Predicted)
• 密度：
  1.056±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.666
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1H-咪唑,2-环己基- 在 正丁基锂 、 三乙酰氧基硼氢化钠 、 sodium hydride 作用下， 以 四氢呋喃 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 (1R,2R,3R,5S)-N-((2-cyclohexyl-1H-imidazol-5-yl)methyl)-2,6,6-trimethylbicyclo[3.1.1]heptan-3-amine hydrochloride
  参考文献：
  名称：

  Imidazole-based pinanamine derivatives: Discovery of dual inhibitors of the wild-type and drug-resistant mutant of the influenza A virus

  摘要：

  We previously reported potent hit compound 4 inhibiting the wild-type influenza A virus A/HK/68 (H3N2) and A/M2-S31N mutant viruses A/WS/33 (H1N1), with its latter activity quite weak. To further increase its potency, a structure-activity relationship study of a series of imidazole-linked pinanamine derivatives was conducted by modifying the imidazole ring of this compound. Several compounds of this series inhibited the amantadine-sensitive virus at low micromolar concentrations. Among them, 33 was the most potent compound, which was identified as being active on an amantadine-sensitive virus through blocking of the viral M2 ion channel. Furthermore, 33 markedly inhibited the amantadine-resistant virus (IC50 = 3.4 mu M) and its activity increased by almost 24-fold compared to initial compound, with its action mechanism being not M2 channel mediated. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.12.013
• 作为产物：
  描述：

  2-cyclohexylimidazoline 在 potassium permanganate 、 montmorillonite K-10 作用下， 以 乙腈 为溶剂， 反应 0.75h， 以93%的产率得到1H-咪唑,2-环己基-
  参考文献：
  名称：

  Mild, efficient, and chemoselective dehydrogenation of 2-imidazolines, bis-imidazolines, and N-substituted-2-imidazolines with potassium permanganate supported on montmorillonite K-10

  摘要：

  不同类型的2-咪唑啉、双咪唑啉和N-取代的2-咪唑啉可以在蒙脱石K-10载体上使用高锰酸钾(KMnO₄)在非常温和的条件下高效氧化为它们相应的咪唑化合物。该方法非常简单，无需严格条件。在2-芳基-2-咪唑啉存在时选择性脱氢2-烷基-2-咪唑啉是该方法的一个显著优势，可以被视为这些反应中的一项有用的实际成就。关键词：2-咪唑啉、咪唑化合物、脱氢、高锰酸钾、蒙脱石K-10。

  DOI：

  10.1139/v04-171

文献信息

• Certain 4-aminomethyl-2-substituted imidazole derivatives and 2-aminomethyl-4-substituted imidazole derivatives: new classes of dopamine receptor subtype specific ligands
  申请人：Neurogen Corporation, Corporation of the State of Delaware

  公开号：US20030018025A1

  公开（公告）日：2003-01-23

  Disclosed are compounds of the formula: 1 wherein R 1 represents optionally substituted aryl, heteroaryl, arylalkyl, or cycloalkyl groups; X, Z, and Y are optionally substituted nitrogen or carbon atoms; R 3 and R 4 are organic or inorganic substitutents which may togther form ring structutes; m is zero, one or two; and R 5 and R 6 are are organic or inorganic substituents; and the pharmaceutically acceptable addition salts thereof, which compounds are highly selective partial agonists or antagonists at brain dopamine receptor subtypes or prodrugs thereof and are useful in the diagnosis and treatment of affective disorders such as schizophrenia and depression as well as certain movement disorders such as Parkinsonism.

  揭示了以下式的化合物： 其中R1代表可选择地取代的芳基、杂环芳基、芳基烷基或环烷基基团；X、Z和Y为可选择地取代的氮或碳原子；R3和R4为有机或无机取代基，可能共同形成环结构；m为零、一或二；R5和R6为有机或无机取代基； 以及其药学上可接受的盐， 这些化合物是高度选择性的部分激动剂或拮抗剂，作用于脑多巴胺受体亚型或其前药，并可用于诊断和治疗情感障碍，如精神分裂症和抑郁症，以及某些运动障碍，如帕金森病。
• Rhodium(III)-Catalyzed Selective Direct Olefination of Imidazoles
  作者：Haoqiang Zhao、Jianbin Xu、Changjun Chen、Xin Xu、Yixiao Pan、Zongyao Zhang、Huanrong Li、Lijin Xu

  DOI：10.1002/adsc.201701515

  日期：2018.3.1

  chelation‐assisted highly regio‐ and stereoselective direct olefination of imidazoles with olefins has been developed. A broad range of C2‐substituted N‐(2‐pyrimidyl)imidazoles underwent smooth C5‐olefination with both activated and unactivated olefins to furnish the corresponding products in good to excellent yields with high tolerance of functional groups on both coupling partners in the presence of a

  已经开发了铑（III）催化的螯合辅助的咪唑与烯烃的高度区域和立体选择性直接烯烃化反应。广泛的C2取代的N-（2-嘧啶基）咪唑在活化和未活化的烯烃下均进行了平滑的C5烯烃化反应，从而以较高的收率提供了相应的产品，并且在存在偶合剂的情况下，两个偶合伙伴对官能团的耐受性都很高阳离子铑（III）催化剂。催化量的Cu（OAc）2（醋酸铜（II））和O 2的组合（氧气）作为末端氧化剂。该方案强烈依赖于使用2-取代的咪唑作为底物，并且发现易于安装和移动的嘧啶导向基团的存在对催化至关重要。机理研究表明，五元罗丹环是催化循环的关键中间体。该方法还可以扩展到苯并咪唑与烯烃的偶联反应。
• USE OF PT-AND PD-BIS-AND TETRA-CARBON COMPLEXES WITH BRIDGED CARBON LIGANDS IN OLEDS
  申请人：Strassner Thomas

  公开号：US20090326237A1

  公开（公告）日：2009-12-31

  The use of Pt- and Pd-bis- and tetracarbene complexes with bridged carbene ligands in organic light-emitting diodes, organic light-emitting diodes comprising at least one aforementioned Pt- or Pd-carbene complex, at least one transition metal-carbene complex of the general formula I and/or II, organic light-emitting diodes where the at least one transition metal-carbene complex of the general formula I and/or II is present in the light-emitting layer, a blocking layer for electrons, a blocking layer for excitons and/or a blocking layer for holes, a light-emitting layer comprising at least one aforementioned Pt- or Pd-carbene complex, organic light-emitting diodes comprising at least one inventive light-emitting layer, and devices which comprise at least one inventive organic light-emitting diode.

  在有机发光二极管中使用具有桥联卡宾配体的Pt和Pd双和四卡宾配合物，包括至少一种上述Pt或Pd卡宾配合物的有机发光二极管，至少一种通式I和/或II的过渡金属卡宾配合物，其中至少一种通式I和/或II的过渡金属卡宾配合物存在于发光层中的有机发光二极管，用于电子的阻挡层，用于激子和/或空穴的阻挡层，包括至少一种上述Pt或Pd卡宾配合物的发光层，包括至少一种创新发光层的有机发光二极管，以及包括至少一种创新有机发光二极管的器件。
• NITROGEN-CONTAINING ORGANIC COMPOUND, CHEMICALLY AMPLIFIED POSITIVE RESIST COMPOSITION, AND PATTERNING PROCESS
  申请人：SAGEHASHI Masayoshi

  公开号：US20120052441A1

  公开（公告）日：2012-03-01

  An aralkylcarbamate of imidazole base is effective as the quencher. In a chemically amplified positive resist composition comprising the carbamate, deprotection reaction of carbamate takes place by reacting with the acid generated upon exposure to high-energy radiation, whereby the composition changes its basicity before and after exposure, resulting in a pattern profile with advantages including high resolution, rectangular shape, and minimized dark-bright difference.

  咪唑基团的芳烷基碳酸酯作为猝灭剂是有效的。在包含该碳酸酯的化学放大正性光刻胶组合物中，碳酸酯的去保护反应是通过与在暴露于高能辐射时产生的酸反应来实现的，通过这种方式，组合物在曝光前后改变其碱性，从而得到具有高分辨率、矩形形状和最小化暗亮差异等优点的图案轮廓。
• [EN] PROCESS FOR PREPARATION OF ALUMINUM SALT OF PHOSPHONIC ACID ESTER<br/>[FR] PROCÉDÉ DE PRÉPARATION D'UN SEL D'ALUMINIUM D'UN ESTER D'ACIDE PHOSPHONIQUE
  申请人：ICL IP AMERICA INC

  公开号：WO2013077989A1

  公开（公告）日：2013-05-30

  There is provided herein a process for the preparation of aluminum salts of phosphonic acid esters by reacting phosphonic acid diesters with aluminum hydroxide in the presence of a catalyst. The catalyst is selected from the group consisting of a phase transfer catalyst, a thermally stable tertiary amine having a boiling point higher than about 140°C, a thermally stable tertiary phosphine having a boiling point higher than 140°C and combinations thereof. The aluminum phosphonates prepared can be used for making flame retarded thermoplastic polymers.

  本文提供了一种制备磷酸酯铝盐的方法，通过在催化剂存在下将磷酸二酯与氢氧化铝反应。催化剂选自相转移催化剂、热稳定的沸点高于约140°C的三级胺、热稳定的沸点高于140°C的三级膦和它们的组合。制备的铝磷酸盐可用于制备阻燃热塑性聚合物。