4-(3-Nitrobenzenesulfonyl)-2-(1-methyl-1,2,5,6-tetrahydro-pyridin-3-yl)-morpholine | 1034370-81-4

• 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: 4-(3-Nitrobenzenesulfonyl)-2-(1-methyl-1,2,5,6-tetrahydro-pyridin-3-yl)-morpholine
• 英文别名: 2-(1-methyl-3,6-dihydro-2H-pyridin-5-yl)-4-(3-nitrophenyl)sulfonylmorpholine
• CAS: 1034370-81-4
• 化学式: C₁₆H₂₁N₃O₅S
• 分子量: 367.426
• InChiKey: JATAXFPDBIDRHF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  104
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-(1-methyl-1,2,5,6-tetrahydropyridin-3-yl)morpholine 、 3-硝基苯磺酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以82%的产率得到4-(3-Nitrobenzenesulfonyl)-2-(1-methyl-1,2,5,6-tetrahydro-pyridin-3-yl)-morpholine
  参考文献：
  名称：

  Effect of novel N-aryl sulfonamide substituted 3-morpholino arecoline derivatives as muscarinic receptor 1 agonists in Alzheimer’s dementia models

  摘要：

  A series of novel, potent, and selective muscarinic receptor 1 agonists (M1 receptor agonists) that employ a key N-substituted morpholine Arecoline moiety has been synthesized as part of research effort for the therapy of Alzheimer's diseases. The ester group of arecoline (which is reported as muscarinic agonist) has been replaced by N-substituted morpholine ring. The structure activity relationship reveals that the electron donating 4-substituted sulfonyl derivatives (9a, 9b, 9c, and 9e) on the nitrogen atom of the morpholine ring increases the affinity of M1 receptor binding 50- to 80-fold greater than the corresponding arecoline. Other derivatives also showed considerable M1 receptor binding affinity. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.03.019

文献信息

• Effect of novel N-aryl sulfonamide substituted 3-morpholino arecoline derivatives as muscarinic receptor 1 agonists in Alzheimer’s dementia models
  作者：Y.C. Sunil Kumar、Manish Malviya、J.N. Narendra Sharath Chandra、C.T. Sadashiva、C.S. Ananda Kumar、S.B. Benaka Prasad、D.S. Prasanna、M.N. Subhash、K.S. Rangappa

  DOI：10.1016/j.bmc.2008.03.019

  日期：2008.5

  A series of novel, potent, and selective muscarinic receptor 1 agonists (M1 receptor agonists) that employ a key N-substituted morpholine Arecoline moiety has been synthesized as part of research effort for the therapy of Alzheimer's diseases. The ester group of arecoline (which is reported as muscarinic agonist) has been replaced by N-substituted morpholine ring. The structure activity relationship reveals that the electron donating 4-substituted sulfonyl derivatives (9a, 9b, 9c, and 9e) on the nitrogen atom of the morpholine ring increases the affinity of M1 receptor binding 50- to 80-fold greater than the corresponding arecoline. Other derivatives also showed considerable M1 receptor binding affinity. (C) 2008 Elsevier Ltd. All rights reserved.