(1Z)-3,5-dichloro-N-pyridin-1-ium-1-ylbenzenecarboximidate | 81460-46-0

• 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)-3,5-dichloro-N-pyridin-1-ium-1-ylbenzenecarboximidate
• CAS: 81460-46-0
• 化学式: C₁₂H₈Cl₂N₂O
• 分子量: 267.114
• InChiKey: OMCLFCSYRPKJPT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  39.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1Z)-3,5-dichloro-N-pyridin-1-ium-1-ylbenzenecarboximidate 在 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 5.0h， 以99.8%的产率得到3,5-dichloro-N-(3,6-dihydro-2H-pyridin-1-yl)benzamide
  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：

  3,5-二氯苯甲酰氯 、 1-氨基吡啶碘 在 sodium hydroxide 作用下， 反应 24.0h， 以68.1%的产率得到(1Z)-3,5-dichloro-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

• 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：——