1-methyl-4-cyanopyridinium methylsulfate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1-methyl-4-cyanopyridinium methylsulfate
• 英文别名: 4-cyano-1-methylpyridinium methylsulfate；1-methylpyridin-1-ium-4-carbonitrile;methyl sulfate
• 化学式: CH₃O₄S*C₇H₇N₂
• 分子量: 230.244
• InChiKey: UACUUINMNCLCSV-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.52
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  103
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-methyl-4-cyanopyridinium methylsulfate 、 bis(trifluoromethane)sulfonimide lithium 以 水 为溶剂， 生成 1-methyl-4-cyanopyridinium bis{(trifluoromethyl)sulfonyl}imide
  参考文献：
  名称：

  Ionic liquid characteristics of 1-alkyl-n-cyanopyridinium and 1-alkyl-n-(trifluoromethyl)pyridinium salts

  摘要：

  合成并表征了1-烷基-n-氰基吡啶鎓盐和1-烷基-n-(三氟甲基)吡啶鎓盐，以便比较不同的电子吸引官能团对其形成离子液体能力的影响。吡啶环上存在的电子吸引性氰基或三氟甲基取代基导致的盐具有比相应的1-烷基吡啶鎓或1-烷基皮克啶鎓阳离子更高的熔点。通过单晶X射线晶体学确定了七个盐的固态结构；包括1-甲基-4-氰基吡啶鎓甲基硫酸盐、1-甲基-3-氰基吡啶鎓、1-甲基-4-氰基吡啶鎓、1-乙基-2-氰基吡啶鎓、1-乙基-3-氰基吡啶鎓、1-乙基-4-氰基吡啶鎓和1-乙基-4-(三氟甲基)吡啶鎓双{(三氟甲基)磺酰}胺，展示了环取代位置对固态氢键和熔点的影响。

  DOI：

  10.1039/b805063e
• 作为产物：
  描述：

  O-(O,O-diethylphosphoryl)-1-methyl-4-pyridinium carboxaldehyde oxime methylsulfate 在 Pseudomonas sp. phosphotriesterase 作用下， 生成 1-methyl-4-cyanopyridinium methylsulfate
  参考文献：
  名称：

  Characterization of O,O-diethylphosphoryl oximes as inhibitors of cholinesterases and substrates of phosphotriesterases

  摘要：

  Reactivators of organophosphate (OP)-inhibited cholinesterases (ChEs) are believed to give rise to phosphorylated oximes (POX) that reinhibit the enzyme. Diethylphosphoryl oximes (DEP-OX) that were generated In situ were demonstrated in the past to be unstable, yet were more potent inhibitors of acetylcholinesterase (AChE) than the parent OPs. In view of the inconsistencies among reported results, and the potential toxicity of POXs, it seemed important to characterize authentic DEP-OXs, and to evaluate their interference with reactivation of diethylphosphoryl-ChE (DEP-ChE) conjugates. To this end, the diethylphosphoric acid esters of 1-methyl-2-pyridinium carboxaldehyde oxime (DEP-2PAM) and 1-methyl-4 pyridinium carboxaldehyde oxime (DEP-4PAM) were synthesized and chemically defined. The half-lives of DEP-2PAM and DEP-4PAM in 10 mM Tris buffer, pH 7.8, at 29 degrees were found to be 10 and 980 sec, respectively. The two DEP-OXs inhibited ChEs with the following ranking order: for DEP-2PAM, human butyrylcholinesterase (HuBChE, k(i) = 2.03 x 10(9) M-1 min(-1)) > mouse AChE (MoAChE) congruent to fetal bovine serum AChE (FBS-AChE) congruent to equine BChE (EqBChE); for DEP-4PAM, WuBChE (k(i) = 0.71 x 10(9) M-1 min(-1)) > EqBChE > MoAChE > FBS-AChE. A dialkylarylphosphate hydrolase (phosphotriesterase; PTE) from Pseudomonas sp. catalyzed the hydrolysis of DEP-4PAM with k(cat)/K-m = 3.56 x 10(7) M-1 min(-1) and K-m = 0.78 mM. Reactivation of DEP-ChEs was enhanced by PTE when di-PAM-based oximes were used as reactivators, whereas reactivation with 2-PAM-based oximes was not affected by PTE. This observation is attributed primarily to the short half-life of DEP-OXs derived from the latter oximes. Relatively low doses of PTE can detoxify large quantities of DEP-OXs rapidly, and thereby augment the efficacy of antidotes that contain the oxime function in position 4 of the pyridine ring. (C) 1999 Elsevier Science Inc.

  DOI：

  10.1016/s0006-2952(99)00117-3

文献信息

• Ionic liquids and their use in extraction processes
  申请人：BP p.l.c.

  公开号：EP1854786A1

  公开（公告）日：2007-11-14

  There is provided a process for the extraction of at least one aromatic compound from a mixture with at least one aliphatic hydrocarbon, which process comprises contacting said mixture with a salt that is in a liquid state at a temperature below 150°C, said salt having a cation which comprises an aromatic nitrogen-containing heterocyclic ring system, in which a nitrogen atom forming part of said ring system is quaternised and in which said ring system is substituted by at least one electron-withdrawing substituent. Some of said salts are novel.

  提供了一种从至少一种脂肪烃混合物中提取至少一种芳香化合物的方法，该方法包括将所述混合物与一种在低于150°C的温度下处于液态的盐接触，所述盐具有含芳香氮杂环环系统的阳离子，其中构成所述环系统的一个氮原子被季铵化，并且所述环系统被至少一个电子吸引取代基取代。其中一些所述盐是新颖的。
• N-ALKYL AMMONIUM ACETONITRILE BLEACH ACTIVATORS
  申请人：The Clorox Company

  公开号：EP0775127A1

  公开（公告）日：1997-05-28
• Liquid bleaching composition components comprising amphiphilic polymers
  申请人：Clariant GmbH

  公开号：US20040167055A1

  公开（公告）日：2004-08-26

  Liquid bleaching composition components are claimed which comprise 1) amphiphilic copolymers which include structural units which are derived from a) acryloyldimethyltauric acid in free, partially neutralized or completely neutralized form with mono- or divalent inorganic or organic cations and b) at least one hydrophobic comonomer based on ethylenically unsaturated polyalkylene alkoxylates and optionally c) further at least monovinylically unsaturated comonomers different from a) and b), and 2) at least one bleach activator, bleach catalyst or oxygen transfer agent.
• US5739327A
  申请人：——

  公开号：US5739327A

  公开（公告）日：1998-04-14
• US5741437A
  申请人：——

  公开号：US5741437A

  公开（公告）日：1998-04-21