2-benzyl-8-(4-chlorophenylthio)-6-phenylimidazo[1,2-a]pyrazin-3(7H)-one | 1262118-00-2

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-benzyl-8-(4-chlorophenylthio)-6-phenylimidazo[1,2-a]pyrazin-3(7H)-one
• 英文别名: 2-benzyl-8-(4-chlorophenyl)sulfanyl-6-phenyl-7H-imidazo[1,2-a]pyrazin-3-one
• CAS: 1262118-00-2
• 化学式: C₂₅H₁₈ClN₃OS
• 分子量: 443.956
• InChiKey: PYASYABXXKCCJT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.06
• 重原子数：
  31.0
• 可旋转键数：
  5.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  50.68
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  2-amino-5-phenyl-3-(4-chlorophenyl)thiopyrazine 、 1,1-二乙氧基-3-苯基-2-丙酮 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 生成 2-benzyl-8-(4-chlorophenylthio)-6-phenylimidazo[1,2-a]pyrazin-3(7H)-one
  参考文献：
  名称：

  New red-shifted coelenterazine analogues with an extended electronic conjugation

  摘要：

  A new promising approach to the development of red-shifted coelenterazine analogues was described. In order to alter the photochemical properties of native coelenterazine, we have designed and synthesized analogues bearing a new electron-rich structure. The spectroscopic results obtained, in the presence of the target enzyme (Renilla Luciferase), show a bathochromic emission shift of the entire class of new derivatives. Among them, the 2-benzyl-8-(4-chlorophenylthio)-6-(4-hydroxyphenyl)imidazo[1,2-a]pyrazin-3(7H)-one (8) shows an emission at 510 nm and uncommon slow kinetic decay. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.07.041

文献信息

• [EN] IMIDAZO[1,2-a]PYRAZIN-3(7H)-ONE DERIVATIVES BEARING A NEW ELECTRON-RICH STRUCTURE<br/>[FR] DÉRIVÉS D'IMIDAZO[1,2-?]PYRAZIN-3(7H)-ONE PORTANT UNE NOUVELLE STRUCTURE RICHE EN ÉLECTRONS
  申请人：UNIV SIENA

  公开号：WO2011007314A1

  公开（公告）日：2011-01-20

  The present invention relates to compound of formula I : and their use as chemiluminescent and/or bioluminescent reagents.

  本发明涉及化合物I的公式：及其作为化学发光和/或生物发光试剂的用途。
• IMIDAZO[1,2-ALPHA]PYRAZIN-3(7H)-ONE DERIVATIVES BEARING A NEW ELECTRON-RICH STRUCTURE
  申请人：Giuliani Germano

  公开号：US20120171703A1

  公开（公告）日：2012-07-05

  The present invention relates to compound of formula I: and their use as chemiluminescent and/or bioluminescent reagents.

  本发明涉及化合物I的配方和它们作为化学发光和/或生物发光试剂的用途。
• US8546147B2
  申请人：——

  公开号：US8546147B2

  公开（公告）日：2013-10-01
• New red-shifted coelenterazine analogues with an extended electronic conjugation
  作者：Germano Giuliani、Paola Molinari、Giulia Ferretti、Andrea Cappelli、Maurizio Anzini、Salvatore Vomero、Tommaso Costa

  DOI：10.1016/j.tetlet.2012.07.041

  日期：2012.9

  A new promising approach to the development of red-shifted coelenterazine analogues was described. In order to alter the photochemical properties of native coelenterazine, we have designed and synthesized analogues bearing a new electron-rich structure. The spectroscopic results obtained, in the presence of the target enzyme (Renilla Luciferase), show a bathochromic emission shift of the entire class of new derivatives. Among them, the 2-benzyl-8-(4-chlorophenylthio)-6-(4-hydroxyphenyl)imidazo[1,2-a]pyrazin-3(7H)-one (8) shows an emission at 510 nm and uncommon slow kinetic decay. (C) 2012 Elsevier Ltd. All rights reserved.