(5-溴戊基)三乙基溴化铵 | 104304-09-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: (5-溴戊基)三乙基溴化铵
• 英文名称: (5-bromopentyl)triethylammonium bromide
• 英文别名: 5-Bromopentyltriethylammonium bromide；5-bromopentyl(triethyl)azanium;bromide
• CAS: 104304-09-8
• 化学式: Br*C₁₁H₂₅BrN
• 分子量: 331.134
• InChiKey: WSURICJZTDGYIS-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.43
• 重原子数：
  14
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (5-溴戊基)三乙基溴化铵 以 乙醇 为溶剂， 反应 144.0h， 生成 1-(triethylammonio)-5-(dimethylsulfonio)pentane dibromide
  参考文献：
  名称：

  摘要：

  Forty-three bisammonium ganglionic blockers were synthesized to study the structure of the ion channel of nicotinic acetylcholine receptor. The conformational parameters of these blockers were studied, and their effects toward the ganglionic transmission in situ on the sympathetic feline superior cervical ganglia and in vitro on the parasympathetic guinea-pig small intestine ganglia were determined. A model of the binding site for the bisammonium ganglionic blockers in the neuronal ion channel was proposed.

  DOI：

  10.1023/a:1015017407412
• 作为产物：
  描述：

  1,5-二溴戊烷 、 三乙胺 以 正己烷 为溶剂， 反应 10.0h， 以21%的产率得到(5-溴戊基)三乙基溴化铵
  参考文献：
  名称：

  摘要：

  Forty-three bisammonium ganglionic blockers were synthesized to study the structure of the ion channel of nicotinic acetylcholine receptor. The conformational parameters of these blockers were studied, and their effects toward the ganglionic transmission in situ on the sympathetic feline superior cervical ganglia and in vitro on the parasympathetic guinea-pig small intestine ganglia were determined. A model of the binding site for the bisammonium ganglionic blockers in the neuronal ion channel was proposed.

  DOI：

  10.1023/a:1015017407412

文献信息

• Search for Selective Glua1 Ampa Receptor Antagonists in a Series of Dicationic Compounds
  作者：V. E. Gmiro、A. S. Zhigulin

  DOI：10.1007/s11094-022-02635-w

  日期：2022.6

  Homologous series of dicationic derivatives based on adamantyl and phenylcyclohexyl fragments in which the cationic groups and the distance between them were varied by using hydrocarbon chains five or six methylene units in length were synthesized. The ability of the dications to block open channels of NMDA and AMPA glutamate receptors was investigated. Pyramidal neurons isolated from the hippocampal CA1 zone were used to study the NMDA channels. Giant cholinergic interneurons of striatum were used in studies of AMPA receptors missing GluA2 subunits. An investigation of the structure—activity relationship of the dications revealed five compounds (IEM-2131, -2132, -2133, -2041, -2297) that surpassed the reference GluA1 AMPA antagonist IEM-1460 in terms of GluA1 AMPA selectivity. IEM-2131, which was an order of magnitude more active than IEM-1460 in AMPA-blocking activity (IC50 = 0.29 and 3 μM, respectively), showed the maximum AMPA activity and selectivity and had five times better AMPA selectivity (101- and 500-fold, respectively). The clinical prospects of the new GluA1 AMPA blockers were discussed.

  基于金刚烷和苯基环己烷片段，通过合成长度为5或6个亚甲基单元的烃链，我们获得了阳离子基团及其间距各异的同源二阳离子衍生物系列。我们研究了二阳离子阻断NMDA和AMPA谷氨酸受体开放通道的能力。从海马CA1区分离出的锥体神经元被用于研究NMDA通道。纹状体中的巨大型胆碱能中间神经元被用于研究缺失GluA2亚基的AMPA受体。对二阳离子的结构-活性关系的研究表明，有五种化合物（IEM-2131、-2132、-2133、-2041、-2297）在GluA1 AMPA选择性方面超过了参考GluA1 AMPA拮抗剂IEM-1460。IEM-2131在AMPA阻断活性（IC50分别为0.29和3μM）方面比IEM-1460高出一个数量级，显示出最大的AMPA活性和选择性，并且AMPA选择性提高了5倍（分别为101倍和500倍）。我们讨论了新型GluA1 AMPA阻断剂的临床前景。
• The Quarternisation of Tertiary Amines with Dihalomethane
  作者：B. Almarzoqi、A.V. George、N.S. Isaacs

  DOI：10.1016/s0040-4020(01)87459-7

  日期：1986.1
• ALMARZOQI, B.;GEORGE, A. V.;ISAACS, N. S., TETRAHEDRON, 1986, 42, N 2, 601-607
  作者：ALMARZOQI, B.、GEORGE, A. V.、ISAACS, N. S.

  DOI：——

  日期：——