1,1‘-(1,10-decanediyl)bis[quinolinium] diiodide | 78697-53-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 1,1‘-(1,10-decanediyl)bis[quinolinium] diiodide
• 英文别名: 1,1'-(decane-1,10-diyl)bis(quinolinium) diiodide；1,1'-decanediyl-bis-quinolinium; diiodide；1,1'-Decandiyl-bis-chinolinium; Dijodid；N,N'-decane-1,10-diyl-bis-quinolinium diiodide
• CAS: 78697-53-7
• 化学式: C₂₈H₃₄N₂*2I
• 分子量: 652.4
• InChiKey: NCKKSIGOCKZVNW-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  3.39
• 重原子数：
  31.0
• 可旋转键数：
  11.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  7.76
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为产物：
  描述：

  喹啉 、 1,10-二碘癸烷 反应 24.0h， 以91%的产率得到1,1‘-(1,10-decanediyl)bis[quinolinium] diiodide
  参考文献：
  名称：

  [EN] BIS-PYRIDINO CONTAINING COMPOUNDS FOR USE IN THE TREATMENT OF CNS PATHOLOGIES
  [FR] COMPOSES CONTENANT DES BIS-PYRIDINO UTILISES DANS LE TRAITEMENT DE PATHOLOGIES DU SNC

  摘要：

  公开号：

  WO2005066129A3

文献信息

• bis-Azaaromatic quaternary ammonium analogues: ligands for α4β2* and α7* subtypes of neuronal nicotinic receptors
  作者：Joshua T Ayers、Linda P Dwoskin、A.Gabriela Deaciuc、Vladimir P Grinevich、Jun Zhu、Peter A Crooks

  DOI：10.1016/s0960-894x(02)00687-x

  日期：2002.11

  A series of bis-nicotinium, bis-pyridinium, bis-picolinium, bis-quinoliniurn and bis-isoquinolinium compounds was evaluated for their binding affinity at nicotinic acetylcholine receptors (nAChRs) using rat brain membranes. N,N'-Decane-1,12-diyl-bis-nicotinium diiodide (bND1) exhibited the highest affinity for [H-3]nicotine binding sites (K-i = 330 nM), but did not inhibit [H-3]methyllycaconitine binding (K-i > 100 muM), indicative of an interaction with alpha4beta2*, but not alpha7* receptor subtypes, respectively. Also, bND1 inhibited (IC50 = 3.76 muM) nicotine-evoked Rb-86(+) efflux from rat thalamic synaptosomes, indicating antagonist activity at alpha4beta2* nAChRs. N,N'-Dodecane-1,12-diyl-bis-quinolinium dibromide (bQDDB) exhibited highest affinity for [H-3]methyllycaconitine binding sites (K-i = 1.61 muM), but did not inhibit [H-3]nicotine binding (K-i > 100 muM), demonstrating an interaction with alpha7*, but not alpha4beta2* nAChRs. Thus, variation of N-n-alkyl chain length together with structural modification of the azaaromatic quaternary ammonium moiety afforded selective antagonists for the alpha4beta2* nAChR subtype, as well as ligands with selectivity at a7* nAChRs. (C) 2002 Elsevier Science Ltd. All rights reserved.
• 258. Synthetic neuromuscular blocking agents. Part I. Heterocyclic decamethylenebis(quaternary ammonium salts)
  作者：E. P. Taylor

  DOI：10.1039/jr9510001150

  日期：——
• Inhibition of protein kinase C by dequalinium analogues: Structure–activity studies on head group variations
  作者：Chandima Abeywickrama、Susan A. Rotenberg、Arthur David Baker

  DOI：10.1016/j.bmc.2006.07.067

  日期：2006.12

  New dequalinium analogues and related heteroaromatic systems were synthesized and evaluated for inhibition of protein kinase Calpha. In vitro assays with recombinant human PKCalpha showed that the number of the aromatic ring head groups as well as their electron-richness, are critical factors that determine potency. The inhibitory strengths of the synthesized compounds are shown to correlate well with Mulliken charges on the head group ring nitrogen atoms making it possible to design likely candidate molecules having improved protein kinase Calpha inhibitory activity.