4-bromo-N-[2-(1-methyl-1H-imidazol-4-yl)ethyl]benzenesulfonamide | 1263889-79-7

• 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-bromo-N-[2-(1-methyl-1H-imidazol-4-yl)ethyl]benzenesulfonamide
• 英文别名: 4-bromo-N-[2-(1-methylimidazol-4-yl)ethyl]benzenesulfonamide
• CAS: 1263889-79-7
• 化学式: C₁₂H₁₄BrN₃O₂S
• 分子量: 344.232
• InChiKey: TUYGPUJVGILKNA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  72.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-methylhistamine dihydrochloride 、 4-溴苯磺酰氯 在 三乙胺 作用下， 以 氯仿 为溶剂， 反应 15.0h， 以63%的产率得到4-bromo-N-[2-(1-methyl-1H-imidazol-4-yl)ethyl]benzenesulfonamide
  参考文献：
  名称：

  Histamine and tele-methylhistamine quantification in cerebrospinal fluid from narcoleptic subjects by liquid chromatography tandem mass spectrometry with precolumn derivatization

  摘要：

  An ultra-performance liquid chromatography tandem mass spectrometry (UPLC (TM)-MS/MS) assay was developed for the simultaneous analysis of histamine, its major metabolite tele-methylhistamine, and an internal standard (N-tele-(R)-alpha-dimethylhistamine) from human cerebrospinal fluid (CSF) samples. The method involves derivatization of primary amines with 4-bromobenzenesulfonyl chloride and subsequent analysis by reversed phase liquid chromatography with mass spectrometry detection and positive electrospray ionization. The separation of derivatized biogenic amines was achieved within 3.5 min on an Acquity (R) BEH C-18 column by elution with a linear gradient of acetonitrile/water/formic acid (0.1%). The assay was linear in the concentration range of 50-5000 pM for each amine (5.5-555 pg/ml for histamine and 6.25-625 pg/ml for tele-methylhistamine). For repeatability and precision determination, coefficients of variation (CVs) were less than 11.0% over the tested concentration ranges, within acceptance criteria. Thus, the developed method provides the rapid, easy, highly sensitive, and selective requirement to quantify these amines in human CSF. No significant difference was found in the mean +/- standard error levels of these amines between a group of narcoleptic patients (histamine = 392 +/- 64 pM, tele-methylhistamine = 2431 +/- 461 pM, n = 7) and of neurological control subjects (histamine = 402 +/- 72 pM, tele-methylhistamine = 2209 +/- 463 pM, n = 32). (C) 2010 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.ab.2010.09.045

文献信息

• Histamine and tele-methylhistamine quantification in cerebrospinal fluid from narcoleptic subjects by liquid chromatography tandem mass spectrometry with precolumn derivatization
  作者：Mikaël Croyal、Yves Dauvilliers、Olivier Labeeuw、Marc Capet、Jean-Charles Schwartz、Philippe Robert

  DOI：10.1016/j.ab.2010.09.045

  日期：2011.2

  An ultra-performance liquid chromatography tandem mass spectrometry (UPLC (TM)-MS/MS) assay was developed for the simultaneous analysis of histamine, its major metabolite tele-methylhistamine, and an internal standard (N-tele-(R)-alpha-dimethylhistamine) from human cerebrospinal fluid (CSF) samples. The method involves derivatization of primary amines with 4-bromobenzenesulfonyl chloride and subsequent analysis by reversed phase liquid chromatography with mass spectrometry detection and positive electrospray ionization. The separation of derivatized biogenic amines was achieved within 3.5 min on an Acquity (R) BEH C-18 column by elution with a linear gradient of acetonitrile/water/formic acid (0.1%). The assay was linear in the concentration range of 50-5000 pM for each amine (5.5-555 pg/ml for histamine and 6.25-625 pg/ml for tele-methylhistamine). For repeatability and precision determination, coefficients of variation (CVs) were less than 11.0% over the tested concentration ranges, within acceptance criteria. Thus, the developed method provides the rapid, easy, highly sensitive, and selective requirement to quantify these amines in human CSF. No significant difference was found in the mean +/- standard error levels of these amines between a group of narcoleptic patients (histamine = 392 +/- 64 pM, tele-methylhistamine = 2431 +/- 461 pM, n = 7) and of neurological control subjects (histamine = 402 +/- 72 pM, tele-methylhistamine = 2209 +/- 463 pM, n = 32). (C) 2010 Elsevier Inc. All rights reserved.