1-(1H-苯并咪唑-2-基)-3-甲基磺酰基丙胺 | 59592-33-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 中文名称: 1-(1H-苯并咪唑-2-基)-3-甲基磺酰基丙胺
• 英文名称: 1-(1H-benzo[d]imidazol-2-yl)-3-(methylthio)propan-1-amine
• 英文别名: 1-(1H-benzoimidazol-2-yl)-3-methylsulfanyl-propylamine；1-(1H-benzimidazol-2-yl)-3-methylsulfanylpropan-1-amine
• CAS: 59592-33-5
• 化学式: C₁₁H₁₅N₃S
• mdl: MFCD02706746
• 分子量: 221.326
• InChiKey: WWNOVKZOKFLYAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  80
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-(叔丁氧基羰基氨基)-4-(甲基硫代)丁酸 在 溶剂黄146 、 1-丙基磷酸酐 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 1-(1H-苯并咪唑-2-基)-3-甲基磺酰基丙胺
  参考文献：
  名称：

  Discovery of small molecule human FPR1 receptor antagonists

  摘要：

  The identification of two novel series of formyl peptide receptor 1 (FPR1) antagonists are reported, represented by methionine benzimidazole 6 and diamide 7. Both series specifically inhibited the binding of labelled fMLF to hrFPR1 and selectively antagonized FPR1 function in human neutrophils, making them useful in vitro validation tools for the target. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.03.049

文献信息

• Facile Synthesis, Characterization and Antimicrobial Activity of 2-Alkanamino Benzimidazole Derivatives
  作者：Olayinka Ajani、Damilola Aderohunmu、Shade Olorunshola、Chinwe Ikpo、Ifedolapo Olanrewaju

  DOI：10.13005/ojc/320111

  日期：2016.3.28

  Benzimidazole derivatives are known to represent a class of medicinally important compounds which are extensively used in drug design and catalysis. A series of 2-substituted benzimidazole derivatives 10a-i was herein synthesized from the reaction of o-phenylenediamine with some amino acids using ameliorable pathway. The chemical structures of the synthesized compounds were confirmed by IR, UV, 1H-NMR, 13C-NMR, Mass spectral and analytical data. The compounds were investigated for their antimicrobial activity alongside gentamicin clinical standard. The results showed that this skeletal framework exhibited marked potency as antimicrobial agents. The most active compound was 1H-benzo[d]imidazol-2-yl)methanamine, 10a.

  苯并咪唑衍生物是一类在药物设计和催化中被广泛应用的重要药物化合物。本文通过改进的路径，从邻苯二胺与某些氨基酸的反应中合成了系列2-取代苯并咪唑衍生物10a-i。通过IR、UV、1H-NMR、13C-NMR、质谱和分析数据确认了所合成化合物的化学结构。这些化合物与庆大霉素临床标准一起进行了抗菌活性研究。结果表明，这种骨架结构表现出显著的抗菌效力。活性最高的化合物是1H-苯并[d]咪唑-2-基)甲胺，10a。
• Discovery of small molecule human FPR1 receptor antagonists
  作者：John Unitt、Malbinder Fagura、Tim Phillips、Sarah King、Matthew Perry、Andrew Morley、Cathy MacDonald、Richard Weaver、Jadeen Christie、Simon Barber、Rukhsana Mohammed、Melanie Paul、Andrew Cook、Andrew Baxter

  DOI：10.1016/j.bmcl.2011.03.049

  日期：2011.5

  The identification of two novel series of formyl peptide receptor 1 (FPR1) antagonists are reported, represented by methionine benzimidazole 6 and diamide 7. Both series specifically inhibited the binding of labelled fMLF to hrFPR1 and selectively antagonized FPR1 function in human neutrophils, making them useful in vitro validation tools for the target. (C) 2011 Elsevier Ltd. All rights reserved.