1-undecylimidazole | 72816-78-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-undecylimidazole
• 英文别名: 1-Undecyl-1H-imidazole
• CAS: 72816-78-5
• 化学式: C₁₄H₂₆N₂
• 分子量: 222.374
• InChiKey: PKCPMTJMGADWTA-UHFFFAOYSA-N

物化性质

• 沸点：
  167-168 °C(Press: 16 Torr)
• 密度：
  1.4740 g/cm3(Temp: 22 °C)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  16
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-undecylimidazole 在 盐酸 、 水 作用下， 以 乙酸乙酯 为溶剂， 生成
  参考文献：
  名称：

  Chemo-Immunotherapeutic Antimalarials Targeting Isoprenoid Biosynthesis

  摘要：

  We synthesized 30 lipophilic bisphosphonates and tested them in malaria parasite killing (targeting parasite geranylgeranyl diphosphate synthase, GGPPS) and human gamma delta T cell activation (targeting human farnesyl diphosphate synthase, FPPS). Similar patterns of activity were seen in inhibiting human FPPS and Plasmodium GGPPS, with short to medium chain-length species having most activity. In cells, shorter chain-length species had low activity, due to poor membrane permeability, and longer chain length species were poor enzyme inhibitors. Optimal activity was thus seen with similar to C-10 side-chains, which have the best combination of enzyme inhibition and cell penetration. We also solved the crystal structure of one potent inhibitor, bound to FPPS. The results are of interest since they suggest the possibility of a combined chemo/immuno-therapeutic approach to antimalarial development in which both direct parasite killing and gamma delta T cell activation can be achieved with a single compound.

  DOI：

  10.1021/ml4000436
• 作为产物：
  描述：

  咪唑 、 1-氯十一烷 在 sodium hydroxide 、 四乙基溴化铵 作用下， 以 苯 为溶剂， 反应 72.0h， 以90%的产率得到1-undecylimidazole
  参考文献：
  名称：

  Synthèse et propriétés antibactériennes et antifongiques d'une série de 1-alkylimidazoles

  摘要：

  DOI：

  10.1016/0223-5234(90)90009-r

文献信息

• Antimicrobial Activity and SAR Study of New Gemini Imidazolium-Based Chlorides
  作者：Łukasz Pałkowski、Jerzy Błaszczyński、Andrzej Skrzypczak、Jan Błaszczak、Karolina Kozakowska、Joanna Wróblewska、Sylwia Kożuszko、Eugenia Gospodarek、Jerzy Krysiński、Roman Słowiński

  DOI：10.1111/cbdd.12236

  日期：2014.3

  properties (critical micelle concentration, value of surface tension at critical micelle concentration, value of surface excess, molecular area of a single particle, and free energy of adsorption of molecule). Then, we present a SAR study for Staphylococcus aureus, as one of the most widespread pathogenic strains, conducted with the help of the Dominance‐based Rough Set Approach (DRSA), that involves

  合成了一系列70种新的3,3'（α，ω-二氧杂烷基）双（1-烷基咪唑鎓）氯化物。根据以下病原体的表面活性和抗菌活性对它们进行了表征：金黄色葡萄球菌，粪肠球菌，鲍曼不动杆菌，大肠杆菌，肺炎克雷伯菌，阴沟肠杆菌，铜绿假单胞菌，克鲁斯假丝酵母和白色念珠菌。在本文中，除了对合成进行描述之外，我们还针对这些化合物的结构（通过二氧杂铝间隔基的长度和芳环中烷基取代基的长度来描述）的特征以及表面活性（关键）进行了表征。胶束浓度，临界胶束浓度下的表面张力值，表面过量值，单个颗粒的分子面积和分子吸附的自由能）。然后，我们提出金黄色葡萄球菌的SAR研究作为最广泛的致病菌株之一，在基于优势的粗糙集方法（DRSA）的帮助下进行，涉及鉴定与化合物的高抗菌活性密切相关的相关特征和相关特征组合。此外，SAR研究表明，抗菌活性取决于取代基的类型及其在氯化物部分的位置，以及化合物的表面活性。
• PROCESS FOR PRODUCTION OF BIS-QUATERNARY AMMONIUM SALT, AND NOVEL INTERMEDIATE
  申请人：Okamoto Kuniaki

  公开号：US20120130107A1

  公开（公告）日：2012-05-24

  Object To provide a method for producing a bis-quaternary ammonium salt efficiently and a novel synthetic intermediate thereof. Solution The present invention relates to a method for producing a bis-quaternary ammonium salt represented by a general formula [3] which comprises reacting a disulfonic acid ester represented by a general formula [1] (in the formula, definitions of two R 1 's and T are as described in claim 1 ) with a tertiary amine represented by a general formula [2] (in the formula, definitions of R 3 to R 5 are as described in claim 1 ), and a disulfonic acid ester represented by a general formula [1′] (in the formula, two R 16 's represent independently a halogen atom or a C1-C3 fluoroalkyl group, and two m's represent independently an integer of 1 to 5).

  提供一种高效生产双季铵盐和其新型合成中间体的方法。本发明涉及一种生产由通用式[3]表示的双季铵盐的方法，包括将由通用式[1]表示的二磺酸酯（在该式中，两个R1和T的定义如权利要求1中所述）与由通用式[2]表示的三级胺（在该式中，R3到R5的定义如权利要求1中所述）以及由通用式[1']表示的二磺酸酯（在该式中，两个R16独立表示卤原子或C1-C3氟烷基，两个m独立表示1至5的整数）反应。
• Synthesis and properties of chiral imidazolium ionic liquids with a (1R,2S,5R)-(−)-menthoxymethyl substituent
  作者：Juliusz Pernak、Joanna Feder-Kubis、Anna Cieniecka-Rosłonkiewicz、Cedric Fischmeister、Scott T. Griffin、Robin D. Rogers

  DOI：10.1039/b616215k

  日期：——

  1-[(1R,2S,5R)-(−)-menthoxymethyl]-3-alkylimidazolium salts have been synthesized, producing both hydrophilic and hydrophobic chiral imidazolium ionic liquids. Their physicochemical properties, single-crystal X-ray structures, antimicrobial activities, and antielectrostatic effects were determined and these compounds have proven to represent not only potential new solvents in asymmetric synthesis, but

  合成了一系列的1-[（（1 R，2 S，5 R）-（-）-薄荷氧基甲基] -3-烷基咪唑鎓盐，可同时生产亲水性和疏水性手性咪唑鎓离子液体。测定了它们的理化性质，单晶X射线结构，抗菌活性和抗静电作用，这些化合物已证明不仅代表潜在的新化合物，溶剂 在不对称合成中，也有效 消毒剂具有抗静电活性。给定可能的构象和离子间相互作用的数量和多样性，再加上它们的手性阳离子，这些盐表现出不足为奇 离子液体 行为，很难结晶。
• Interesting phase behaviors and ion-conducting properties of dicationic <i>N</i>-alkylimidazolium tetrafluoroborate salts
  作者：Hyunho Chae、Yong-Hoon Lee、Minyong Yang、Won-Jin Yoon、Dong Ki Yoon、Kwang-Un Jeong、Yeon Hwa Song、U Hyek Choi、Minjae Lee

  DOI：10.1039/c8ra09208g

  日期：——

  A series of dicationic imidazolium bis(tetrafluoroborate) salts were newly synthesized, and their phase transition behaviors were correlated with thermal, scattering, optical and conductivity results.

  一系列双阳离子咪唑双(四氟硼酸盐)盐被新合成，它们的相变行为与热性能、散射、光学和电导率结果相关联。
• Bis-imidazolium iodide organic ionic plastic crystals and their applications to solid state dye-sensitized solar cells
  作者：Minjae Lee、Yong-Hoon Lee、Jong Hyeok Park、U Hyeok Choi

  DOI：10.1016/j.orgel.2017.06.004

  日期：2017.9

  dicationic bis-imidazolium iodide salts have been discovered as new organic ionic plastic crystalline materials. Most of them show multiple solid-solid phase transitions below their melting temperatures. Their phase transition temperatures are dependent on the imidazolium cation structure. According to Timmermans' definition of plastic crystals, bis-imidazolium iodide salts with either n-heptyl or n-octyl

  已发现新型双阳离子碘代咪唑鎓盐作为新型有机离子塑料晶体材料。它们中的大多数显示出低于其熔融温度的多个固-固相变。它们的相变温度取决于咪唑阳离子结构。根据TIMMERMANS'塑料晶体的定义，双-咪唑鎓碘化物盐与任一ñ -庚基或ñ辛基侧臂可以被归类为由于它们的低的‘真塑晶’ ΔS ˚F值（<20焦耳摩尔-1  ķ - 1个）。在热重量分析下，双咪唑碘化物盐在高达260°C的温度下稳定。使用介电弛豫光谱法研究的离子电导率遵循Arrhenius温度依赖性，在所观察到的固-固相变温度下具有不连续性和斜率变化。由正己基侧臂双碘化碘化咪唑鎓碘化物（BII-6）组成的全固态电解质制成的染料敏化太阳能电池（DSSC），其电力转换效率（η）为4.93％：固体的显着结果态电解质体系与使用液体电解质以碘化1-丁基-3-甲基咪唑鎓（η  = 8.00％）作为参考组成的体系进行了比较。