(1Z)-2-methoxy-N-pyridin-1-ium-1-ylbenzenecarboximidate | 81460-44-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (1Z)-2-methoxy-N-pyridin-1-ium-1-ylbenzenecarboximidate
• CAS: 81460-44-8
• 化学式: C₁₃H₁₂N₂O₂
• 分子量: 228.25
• InChiKey: HYIDJYNLVRTJOB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  (1Z)-2-methoxy-N-pyridin-1-ium-1-ylbenzenecarboximidate 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 5.0h， 以98.5%的产率得到N-(3,6-dihydro-2H-pyridin-1-yl)-2-methoxybenzamide
  参考文献：
  名称：

  Synthesis of N-[[(substituted-phenyl)carbonyl]amino]-1,2,3,6-tetrahydropyridines with analgesic and hyperglycemic activity

  摘要：

  A group of N-[(phenylcarbonyl)amino]1-2,3,6-tetrahydropyridines, 5, were synthesized to determine the effect that changes in aromatic substitution on the phenyl ring have on analgesic, hyperglycemic, and antiinflammatory activities. All of the N-[(phenylcarbonyl)amino]-1,2,3,6-tetrahydropyridines 5 exhibited potent analgesic activity, relative to morphine, irrespective of the position and physicochemical properties of the aromatic substituent. Pretreatment with naloxone did not alter the analgesic activity of the 4-fluorophenyl derivative 5P. N-[[(2-Fluorophenyl)-carbonyl]amino]-1,2,3,6-tetrahydropyridine (5n) was one of the most active hyperglycemic agents, elevating blood glucose 213 and 127% at 2 and 4 h after a 100 mg/kg po dose. Incorporation of aromatic substituents into the 3 and 4 positions of 1 abolished antiinflammatory activity.

  DOI：

  10.1021/jm00348a021
• 作为产物：
  描述：

  1-氨基吡啶碘 、 甲氧基苯甲酰氯 在 sodium hydroxide 作用下， 反应 24.0h， 以99.2%的产率得到(1Z)-2-methoxy-N-pyridin-1-ium-1-ylbenzenecarboximidate
  参考文献：
  名称：

  Synthesis of N-[[(substituted-phenyl)carbonyl]amino]-1,2,3,6-tetrahydropyridines with analgesic and hyperglycemic activity

  摘要：

  A group of N-[(phenylcarbonyl)amino]1-2,3,6-tetrahydropyridines, 5, were synthesized to determine the effect that changes in aromatic substitution on the phenyl ring have on analgesic, hyperglycemic, and antiinflammatory activities. All of the N-[(phenylcarbonyl)amino]-1,2,3,6-tetrahydropyridines 5 exhibited potent analgesic activity, relative to morphine, irrespective of the position and physicochemical properties of the aromatic substituent. Pretreatment with naloxone did not alter the analgesic activity of the 4-fluorophenyl derivative 5P. N-[[(2-Fluorophenyl)-carbonyl]amino]-1,2,3,6-tetrahydropyridine (5n) was one of the most active hyperglycemic agents, elevating blood glucose 213 and 127% at 2 and 4 h after a 100 mg/kg po dose. Incorporation of aromatic substituents into the 3 and 4 positions of 1 abolished antiinflammatory activity.

  DOI：

  10.1021/jm00348a021

文献信息

• Rh(III)-Catalyzed C–H Diamidation and Diamidation/Intramolecular Cyclization of <i>N</i>-Iminopyridinium Ylides with Dioxazolones
  作者：Xiang Li、Qing Zhao、Yang Shen、Ran Ma

  DOI：10.1021/acs.joc.1c03042

  日期：2022.3.4

  A highly efficient Rh(III)-catalyzed C–H diamidation and diamidation/intramolecular cyclization of N-iminopyridinium ylides with dioxazolones has been developed, providing diamidated products and benzoxazinone products in good to excellent yields. Notably, the tunable selectivity of this reaction can be controlled by simply switching the solvent and the temperature. This reaction features operational

  已开发出高效的 Rh(III) 催化的 C-H 二酰胺化和二酰胺化/分子内环化N-亚氨基吡啶鎓叶立德与二恶唑酮，以良好至优异的产率提供二酰胺化产物和苯并恶嗪酮产物。值得注意的是，该反应的可调选择性可以通过简单地切换溶剂和温度来控制。该反应具有操作简单、底物范围广、官能团耐受性好的特点。
• Ru(<scp>ii</scp>)-Catalyzed C–H bond activation/annulation of <i>N</i>-iminopyridinium ylides with sulfoxonium ylides
  作者：Xiang Li、Danlu Li、Xiaofei Zhang

  DOI：10.1039/d1ob02427b

  日期：——

  A Ru(II)-catalyzed C–H bond activation/annulation of N-iminopyridinium ylides with sulfoxonium ylides has been developed for the synthesis of diverse functionalized isocoumarin derivatives. This method features broad substrate scope, high functional group tolerance, simple operation and silver salt-free conditions. Furthermore, the synthetic utility of this method is demonstrated by the alkenylation

  已经开发了一种 Ru( II ) 催化的N-亚氨基吡啶叶立德与锍叶立德的 C-H 键活化/环化，用于合成各种官能化的异香豆素衍生物。该方法具有底物范围广、官能团耐受性高、操作简单、无银盐条件等特点。此外，该方法的合成效用通过产物的烯基化和生物活性 thunberginol A 的有效合成得到证明。
• YEUNG, J. M.;CORLETO, L. A.;KNAUS, E. E., J. MED. CHEM., 1982, 25, N 6, 720-723
  作者：YEUNG, J. M.、CORLETO, L. A.、KNAUS, E. E.

  DOI：——

  日期：——