1,12-bis(N,N'-2-methyl-1H-imidazolyl)dodecane | 639065-68-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,12-bis(N,N'-2-methyl-1H-imidazolyl)dodecane
• 英文别名: 2-Methyl-1-[12-(2-methylimidazol-1-yl)dodecyl]imidazole
• CAS: 639065-68-2
• 化学式: C₂₀H₃₄N₄
• 分子量: 330.517
• InChiKey: ZBGOWZUVRACNMY-UHFFFAOYSA-N

物化性质

• 沸点：
  515.1±23.0 °C(Predicted)
• 密度：
  1.01±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  24
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  35.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,12-bis(N,N'-2-methyl-1H-imidazolyl)dodecane 在 氯磺酸 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  亚甲基桥双阳离子-SO3H功能化咪唑鎓磷钼酸盐杂化物一锅连续合成3-取代吲哚的催化活性研究

  摘要：

  在此，我们的目的是合成三种有机-无机杂化物（DILPOM-1/2/3），该杂化物是由具有可变亚甲基连接间隔基的-SO 3 H-功能化二价咪唑鎓离子液体与无机12组装而成。 -钼磷酸。杂化物 DILPOM-1/2/3 是 2-甲基-1-(3-(2-甲基-3-磺基-1H-咪唑-3-鎓-1-基)丙基)-3-磺基-1H-咪唑磷钼酸-3-鎓，2-甲基-1-(4-(2-甲基-3-磺基-1H-咪唑-3-鎓-1-基)丁基)-3-磺基-1H-咪唑-3-鎓磷钼酸和2-甲基-1-(12-(2-甲基-3-磺基-1H-咪唑-3-鎓-1-基)十二烷基)-3-磺基-1H-咪唑-3-鎓磷钼酸根。热重分析证实，不同长度的连接间隔物的结合使得它们的热稳定性窗口更宽，因此它们可以用作高温反应中的有效催化剂。 –SO 3 H 基团和 PMo 12 O 40 3− 阴离子内氢键相互作用的程度战略性地控制了酸性位点与亚甲基键一起为杂

  DOI：

  10.1039/d4nj00353e
• 作为产物：
  描述：

  2-甲基咪唑 、 1,12-二溴十二烷 在 氢氧化钾 作用下， 以 丙酮 为溶剂， 反应 4.5h， 生成 1,12-bis(N,N'-2-methyl-1H-imidazolyl)dodecane
  参考文献：
  名称：

  Potent Antimalarial Activity of 2-Aminopyridinium Salts, Amidines, and Guanidines

  摘要：

  We describe the design, synthesis, and antimalarial activity of 60 bis-tertiary amine, bis-2(1H)-imino-heterocycle, bis-amidine, and bis-guanidine series. Bis-tertiary amines with a linker from 12 to 16 methylene groups were active against the in vitro growth of Plasmodium falciparum within the 10(-6)-10(-7) M concentration range. IC50 decreased by 2 orders of magnitude for bis-2-aminopyridinium salts, bis-amidines, and bis-guanidines (27 compounds with IC50 < 10 nM). Increasing the alkyl chain length from 6 to 12 methylene groups led to increased activity, while beyond this antimalarial activity decreased. Antimalarial activities appear to be strictly related to the basicity of the cationic head with an optimal pK(a) over 12.5. Maximal activity occurs for bis-2-aminopyridinium, two C-duplicated bis-amidines, and three bis-guanidines, with IC50 values lower than 1 nM. In. comparison to similar quaternary ammonium salts, amidinium compounds have distinct structural requirements for antimalarial activity and likely additional binding opportunities on account of their hydrogen-bond-forming properties.

  DOI：

  10.1021/jm0704752

文献信息

• Dual functional behaviour of dicationic ionic liquid as extractant and hydrophobic biphasic solvent for extraction of Pb(II) in water
  作者：Niharika Kashyap、Subham Paul、Debanga Bhusan Bora、Sangeeta Kalita、Ruli Borah

  DOI：10.1016/j.molliq.2023.123521

  日期：2023.12

  a distinguished one as no salting out agent, no extra extracting agents other than the synthesized ionic liquids were used. Moreover, the regeneration of the ionic liquid (IL-2), and back stripping of Pb(II) as oxalate salt makes this system an efficient one with negligible loss of the ionic liquid (IL-2) into the aqueous medium thus obliging the standards of environment-friendly sustainable development

  本文的目的是研究具有内置羧酸官能团的疏水性二阳离子咪唑基离子液体对水溶液中重金属之一 Pb(II) 的萃取能力。两种双阳离子离子液体，IL-1命名为1,1′(丁烷-1,4-二基)双(3-(4羧基苯基)-2-甲基-1H-咪唑-3-鎓)氯化物，IL-2命名为1 ,1′(十二烷-1,12-二基)双(3-(4羧基苯基)-2-甲基-1 H-咪唑-3-鎓)氯化物用(CH 2 ) n桥接间隔链定制，n = 4和n分别合成了=12个。IL-1和IL-2的水性双相系统中 Pb(II) 的提取百分比均大于 90% 。使用草酸水溶液对 Pb(II) 金属离子进行有效的反萃取。经 PXRD 和 EDX 数据证实，煅烧所得草酸铅盐显示出最高纯度的 PbO。所建立的合成离子液体的实验条件是一个独特的条件，因为除了合成的离子液体之外，没有使用盐析剂，没有使用额外的萃取剂。此外，离子液体 ( IL-2 )的再生和 Pb(II)
• Potent Antimalarial Activity of 2-Aminopyridinium Salts, Amidines, and Guanidines
  作者：Michèle Calas、Mahama Ouattara、Gilles Piquet、Zyta Ziora、Y. Bordat、Marie L. Ancelin、Roger Escale、Henri Vial

  DOI：10.1021/jm0704752

  日期：2007.12.13

  We describe the design, synthesis, and antimalarial activity of 60 bis-tertiary amine, bis-2(1H)-imino-heterocycle, bis-amidine, and bis-guanidine series. Bis-tertiary amines with a linker from 12 to 16 methylene groups were active against the in vitro growth of Plasmodium falciparum within the 10(-6)-10(-7) M concentration range. IC50 decreased by 2 orders of magnitude for bis-2-aminopyridinium salts, bis-amidines, and bis-guanidines (27 compounds with IC50 < 10 nM). Increasing the alkyl chain length from 6 to 12 methylene groups led to increased activity, while beyond this antimalarial activity decreased. Antimalarial activities appear to be strictly related to the basicity of the cationic head with an optimal pK(a) over 12.5. Maximal activity occurs for bis-2-aminopyridinium, two C-duplicated bis-amidines, and three bis-guanidines, with IC50 values lower than 1 nM. In. comparison to similar quaternary ammonium salts, amidinium compounds have distinct structural requirements for antimalarial activity and likely additional binding opportunities on account of their hydrogen-bond-forming properties.
• 10.1039/d4nj00353e
  作者：Kashyap, Niharika、Das, Sukanya、Paul, Subham、Purkayastha, Siddhartha K.、Guha, Ankur K.、Borah, Ruli

  DOI：10.1039/d4nj00353e

  日期：——

  Herein, we aimed to synthesize three organic–inorganic hybrids (DILPOM-1/2/3), developed from the assembly of –SO3H-functionalized dicationic imidazolium ionic liquids having variable methylene connecting spacers with inorganic 12-molybdophosphoric acid. The hybrids DILPOM-1/2/3 were 2-methyl-1-(3-(2-methyl-3-sulfo-1H-imidazol-3-ium-1-yl)propyl)-3-sulfo-1H-imidazol-3-ium phosphomolybdate, 2-methyl

  在此，我们的目的是合成三种有机-无机杂化物（DILPOM-1/2/3），该杂化物是由具有可变亚甲基连接间隔基的-SO 3 H-功能化二价咪唑鎓离子液体与无机12组装而成。 -钼磷酸。杂化物 DILPOM-1/2/3 是 2-甲基-1-(3-(2-甲基-3-磺基-1H-咪唑-3-鎓-1-基)丙基)-3-磺基-1H-咪唑磷钼酸-3-鎓，2-甲基-1-(4-(2-甲基-3-磺基-1H-咪唑-3-鎓-1-基)丁基)-3-磺基-1H-咪唑-3-鎓磷钼酸和2-甲基-1-(12-(2-甲基-3-磺基-1H-咪唑-3-鎓-1-基)十二烷基)-3-磺基-1H-咪唑-3-鎓磷钼酸根。热重分析证实，不同长度的连接间隔物的结合使得它们的热稳定性窗口更宽，因此它们可以用作高温反应中的有效催化剂。 –SO 3 H 基团和 PMo 12 O 40 3− 阴离子内氢键相互作用的程度战略性地控制了酸性位点与亚甲基键一起为杂