N-(cyclohexylmethyl)cyclohexanecarboxamide | 3218-00-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-(cyclohexylmethyl)cyclohexanecarboxamide
• CAS: 3218-00-6
• 化学式: C₁₄H₂₅NO
• mdl: MFCD02674217
• 分子量: 223.359
• InChiKey: UKABUWVWWVMDKY-UHFFFAOYSA-N

物化性质

• 熔点：
  131.5 °C
• 沸点：
  394.0±9.0 °C(Predicted)
• 密度：
  0.975±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.928
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2924299090

反应信息

• 作为反应物：
  描述：

  N-(cyclohexylmethyl)cyclohexanecarboxamide 在 硼烷四氢呋喃络合物 、 甲醇 作用下， 反应 5.0h， 生成 1-环己基-N-(环己基甲基)甲胺
  参考文献：
  名称：

  Synthesis and evaluation of oryzalin analogs against Toxoplasma gondii

  摘要：

  The synthesis and evaluation of 20 dinitroanilines and related compounds against the obligate intracellular parasite Toxoplasma gondii is reported. Using in vitro cultures of parasites in human fibroblasts, we determined that most of these compounds selectively disrupted Toxoplasma microtubules, and several displayed sub-micromolar potency against the parasite. The most potent compound was N(1),N(1)-dipropyl-2,6-dinitro-4-(trifluoromethyl)-1,3-benzenediamine (18b), which displayed an IC(50) value of 36 nM against intracellular T. gondii. Based on these data and another recent report [Ma, C.; Tran, J.; Gu, F.; Ochoa, R.; Li, C.; Sept, D.; Werbovetz, K.; Morrissette, N. Antimicrob. Agents Chemother. 2010, 54, 1453], an antimitotic structure-activity relationship for dinitroanilines versus Toxoplasma is presented. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.07.003
• 作为产物：
  描述：

  n-苄基苯甲酰胺 在 氢气 作用下， 以 叔丁醇 为溶剂， 反应 48.0h， 以65%的产率得到N-(cyclohexylmethyl)cyclohexanecarboxamide
  参考文献：
  名称：

  钴-纳米颗粒催化芳烃的高效选择性加氢

  摘要：

  开发用于芳烃加氢的廉价且实用的催化剂对于该常规原料的未来增值是关键。在这里，我们报道了负载在二氧化硅上的钴纳米颗粒作为此类反应的选择性和一般催化剂的发展。通过在商业二氧化硅上组装钴-均苯四酸-哌嗪配位聚合物并随后进行热解来制备特定的纳米颗粒。应用最佳的纳米催化剂，在工业上可行和可扩展的条件下，选择性地氢化工业本体，取代的和官能化的芳烃以及多环芳烃，以获得基于环己烷的化合物。提出了该氢化方法在液体有机氢载体中H 2的储存的适用性。

  DOI：

  10.1021/acscatal.9b02193

文献信息

• Selective hydrogenation of arenes to cyclohexanes in water catalyzed by chitin-supported ruthenium nanoparticles
  作者：Yuna Morioka、Aki Matsuoka、Kellie Binder、Benjamin R. Knappett、Andrew E. H. Wheatley、Hiroshi Naka

  DOI：10.1039/c6cy00899b

  日期：——

  The selective hydrogenation of aromatic compounds to cyclohexanes was found to be promoted by chitin-supported ruthenium nanoparticles (Ru/chitin) under near-neutral, aqueous conditions without the loss of C–O/C–N linkages at benzylic positions.

  发现在近中性的水性条件下，几丁质负载的钌纳米粒子（Ru /几丁质）可促进芳香族化合物选择性氢化成环己烷，而不会失去苄基位置的C–O / C–N键。
• Chalcogen Bonding and Hydrophobic Effects Force Molecules into Small Spaces
  作者：Faiz-Ur Rahman、Demeter Tzeli、Ioannis D. Petsalakis、Giannoula Theodorakopoulos、Pablo Ballester、Julius Rebek、Yang Yu

  DOI：10.1021/jacs.0c01290

  日期：2020.3.25

  catalysis and material science. We report here the use of chalcogen bonding to form container assemblies stable in water. Cavitands 1-3 functionalized with 2,1,3-benzoselenadiazole walls were synthesized in good yields from resor-cin[4]arenes. The solid state single crystal X-ray structure of 3 showed a dimeric assembly cemented together through multi-ple Se⋅⋅⋅N chalcogen bonds. Binding of hydrophobic and

  超分子胶囊是研究小空间分子行为的理想容器，可应用于运输、催化和材料科学。我们在这里报告了使用硫属元素键合来形成在水中稳定的容器组件。用 2,1,3-苯并硒二唑壁功能化的空腔体 1-3 从间苯二酚 [4] 芳烃中以良好的产率合成。3 的固态单晶 X 射线结构显示通过多个 Se⋅⋅⋅N 硫属元素键粘合在一起的二聚体组件。通过 1H NMR 方法研究了 D2O 中疏水性和两性客体的结合，并揭示了 1:1、2:1 和 2:2 化学计量比的主客体组装。小的客体如正己烷或环己烷组装成 2:2 的胶囊复合物，较大的客体如环己烷羧酸或环癸烷形成 1:1 的空腔络合物，更长的线性客体如正十二烷、环己烷羧酸酐和酰胺产生了 2:1 的胶囊复合物。胶囊与环己烷羧酸酐的 2:1 配合物在两周内稳定，表明硫属元素键的接缝是“防水的”。在带有胶囊的水溶液中观察到环己烷对苯的选择性吸收和甲基环己烷对甲苯的选择性吸收。客体分子（如
• One-pot reductive amination of carboxylic acids: a sustainable method for primary amine synthesis
  作者：Robin Coeck、Dirk E. De Vos

  DOI：10.1039/d0gc01441a

  日期：——

  carboxylic acids is a very green, efficient and sustainable method for the production of (bio-based) amines. However, with current technology, this reaction requires two to three reaction steps. Here, we report the first (heterogeneous) catalytic system for the one-pot reductive amination of carboxylic acids to amines, with solely H2 and NH3 as the reactants. This reaction can be performed with relatively cheap

  羧酸的还原胺化是一种非常绿色，高效和可持续的生产（生物基）胺的方法。但是，使用当前技术，该反应需要两到三个反应步骤。在这里，我们报道了第一个（非均相）催化体系，用于仅用H 2和NH 3作反应物将羧酸单胺还原胺化。该反应可以使用相对便宜的钌-钨双金属催化剂在绿色和良性溶剂环戊基甲基醚（CPME）中进行。在高转化率下，伯胺的选择性可达99％。另外，该催化剂是可回收的并且对常见杂质如水和阳离子（例如羧酸钠）具有耐受性。
• INHIBITORS OF EPOXIDE HYDROLASES FOR THE TREATMENT OF INFLAMMATION
  申请人：Hammock D. Bruce

  公开号：US20070117782A1

  公开（公告）日：2007-05-24

  The invention provides compounds that inhibit epoxide hydrolase in therapeutic applications for treating hypertension. A preferred class of compounds for practicing the invention have the structure shown by Formula 1 wherein Z is oxygen or sulfur, W is carbon phosphorous or sulfur, X and Y is each independently nitrogen, oxygen, or sulfur, and X can further be carbon, at least one of R 1 -R 4 is hydrogen, R 2 is hydrogen when X is nitrogen but is not present when X is sulfur or oxygen, R 4 is hydrogen when Y is nitrogen but is not present when Y is sulfur or oxygen, R 1 and R 3 is each independently C 1 -C 20 substituted or unsubstituted alkyl, cycloalkyl, aryl, acyl, or heterocyclic.

  本发明提供了一些化合物，用于治疗高血压的治疗应用中，抑制环氧水解酶。实施本发明的优选化合物类别具有由式1所示的结构，其中Z为氧或硫，W为碳、磷或硫，X和Y各自独立地为氮、氧或硫，而X还可以是碳，R1-R4中至少有一个是氢，当X为氮时，R2为氢，但当X为硫或氧时，R2不存在，当Y为氮时，R4为氢，但当Y为硫或氧时，R4不存在，而R1和R3各自独立地为C1-C20取代或未取代的烷基、环烷基、芳基、酰基或杂环基。
• Selective hydrogenation of amides using Rh/Mo catalysts
  作者：Graham Beamson、Adam J. Papworth、Charles Philipps、Andrew M. Smith、Robin Whyman

  DOI：10.1016/j.jcat.2009.10.020

  日期：2010.1

  Rh/Mo catalysts formed in situ from Rh-6(CO)(16) and MO(CO)(6) are effective for the liquid phase hydrogenation of CyCONH2 to CyCH2NH2 in up to 87% selectivity, without the requirement for ammonia to inhibit secondary amine formation. Use of in situ HP-FTIR spectroscopy has shown that decomposition of metal carbonyl precursors occurs during an extended induction period, with the generation of recyclable, heterogeneous, bimetallic catalysts. Variations in Mo:Rh content have revealed significant synergistic effects on catalysis, with optimum performance at values of ca. 0.6, and substantially reduced selectivities at >= 1. Good amide conversions are noted within the reaction condition regimes 50-100 bar H-2 and 130-160 degrees C. Ex situ characterization of the catalysts, using XRD, XPS and EDX-STEM, has provided evidence for intimately mixed (ca. 2-4 nm) particles that contain metallic Rh and reduced Mo oxides, together with MoO3. Silica-supported Rh/Mo analogues, although active, perform poorly at < 150 degrees C and deactivate during recycle. (c) 2009 Elsevier Inc. All rights reserved.