2-phenyl-1H-imidazol-5(4H)-one | 32024-04-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-phenyl-1H-imidazol-5(4H)-one
• 英文别名: 2-Phenyl-Δ²-imidazolon-(5)；Phenyl-2-imidazolinon-4(5)；2-phenyl-3,5-dihydro-imidazol-4-one；2-Phenyl-3,5-dihydro-imidazol-4-on；2-Phenyl-4,5-dihydro-1H-imidazol-5-one；2-phenyl-1,4-dihydroimidazol-5-one
• CAS: 32024-04-7
• 化学式: C₉H₈N₂O
• 分子量: 160.175
• InChiKey: KFBMCKOKEPUGSN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  41.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-甲基呋喃醛 、 2-phenyl-1H-imidazol-5(4H)-one 在 哌啶 作用下， 反应 1.5h， 以29%的产率得到4-{(5-methylfuran-2-yl)methylene}-2-phenyl-1H-imidazol-5(4H)-one
  参考文献：
  名称：

  pH敏感的GFP生色团类似物的合成和光化学

  摘要：

  合成了含有2-噻吩基，5-甲基-2-呋喃基，2-吡咯基和6-甲基-2-吡啶基的GFP生色团类似物（7a – e，8和10a，b）在1–7的pH范围内记录。NMR研究表明，8（2-噻吩基系统）的质子化抑制了环外双键的光异构化（Z - E），但7c（E  +  Z）（2-吡啶基系统）的质子化仅产生7cE。荧光研究表明，荧光强度增强了7c和7b，低于pH 2.5的e（呋喃基系统），低于pH 6的10a（吡啶基系统）得到相似的结果。pH1时的量子产率很低，这可能是由于激发态质子转移（ESPT）所致。

  DOI：

  10.1016/j.tetlet.2010.12.082
• 作为产物：
  描述：

  N-(2-azidoacetyl)benzamide 在 三苯基膦 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以55%的产率得到2-phenyl-1H-imidazol-5(4H)-one
  参考文献：
  名称：

  Syntheses of Highly Fluorescent GFP-Chromophore Analogues

  摘要：

  Eight B-containing compounds, i.e., 1a-h, were prepared as mimics of the green fluorescent protein (GFP) fluorophore. The underlying concept was that synthetic GFP chromophore analogues are not fluorescent primarily because of free rotation about an aryl-alkene bond (Figure 1b). This rotation is not possible in the beta-barrel of GFP; hence, the molecule is strongly fluorescent. In compounds 1a-h, radiationless decay via this mechanism is prevented by complexation of the BF2 entity. The target materials were prepared via two methods; most were obtained according to the novel route shown in Scheme 1 b, but compound 1f was made via the procedure described in Scheme 2. Both syntheses involved formation of undesired compounds E-4a-h that formed simultaneously with the desired isomeric intermediates Z-4a-h. Both compounds form BF2 adducts, i.e., 1 a-h and 5a-h, respectively. Methods used for spectroscopic characterization and differentiation of compounds in the series 1 and 5 are discussed, and these are supported by single-crystal X-ray diffraction analyses for compounds 1c, 5c, 1f, and 5f. Electronic spectra of compounds la-h and 5a-h were studied in detail. Those in the 5 series were shown to be only weakly fluorescent, but the 1 series were strongly fluorescent compounds (comparable to the boraindacene, BODIPY, dyes). Compounds 1g and 1h are water soluble, and 1h has particularly significant potential as a probe, since it also has a carboxylic acid group for attachment to biomolecules.

  DOI：

  10.1021/ja710388h

文献信息

• Agent and method for the oxidative coloring of keratin fibers
  申请人：Pasquier Cecile

  公开号：US20070079452A1

  公开（公告）日：2007-04-12

  The object of the present invention is a ready-to-use agent for coloring keratin fibers containing (i) at least one heterocyclic hydrazone derivative of formula (I), (ii) at least one CH-active compound of formulas (II) to (IX) and (iii) at least one oxidant, a multicomponent kit and a method for coloring keratin fibers by use of said agent.

  本发明的对象是一种用于着色角蛋白纤维的即用剂，包含（i）至少一种式（I）的杂环腙衍生物，（ii）至少一种式（II）至（IX）的CH活性化合物和（iii）至少一种氧化剂，以及使用该剂着色角蛋白纤维的多组分套件和方法。
• Substituted imidazolinyl benzoic acids, esters and salts and use thereof as herbicidal agents
  申请人：AMERICAN CYANAMID COMPANY

  公开号：EP0133311A2

  公开（公告）日：1985-02-20

  The present invention relates to novel herbicidally active substituted imidazolinyl benzoic acids, esters and salts and a method for the preparation thereof. The invention also relates to a method for controlling undesirable monocotyledonous and dicotyledonous plant species therewith.

  本发明涉及新型除草活性取代咪唑啉基苯甲酸、酯和盐及其制备方法。本发明还涉及一种用其控制不良单子叶和双子叶植物物种的方法。
• Selektive herbizide Mittel und fungizide Mittel
  申请人：Hoechst Schering AgrEvo GmbH

  公开号：EP0431545A2

  公开（公告）日：1991-06-12

  Glufosinate und Analoga wie Bialaphos und Phosalacin sind als nichtselektive Herbizide bekannt. Gegenstand der Erfindung ist jedoch der Einsatz als selektive Herbizide durch eine verringerte Aufwandmenge von 100 bis 600 g/ha, wobei einige Formulierungen dafür besonders geeignet sind. Auch die kombinierte Anwendung eines der genannten Herbizide mit anderen selektiven Pflanzenschutzmittelwirkstoffen; insbesondere selektiven Herbiziden aus der Gruppe Isoproturon, Fluroxypyr, Ioxynil, Bromoxynil und Sulfonylharnstoffen wie Amidosulfuron sind besonders geeignet. Außerdem zeigen sich bei der Anwendung der genannten Mittel auch vorteilhafte fungizide Wirkungen.

  草铵膦及其类似物，如比亚拉磷（bialaphos）和草铵膦（phosalacin），是众所周知的非选择性除草剂。然而，本发明的目的是将它们用作选择性除草剂，降低施用量（100 至 600 克/公顷），某些制剂尤其适用于这一目的。将上述除草剂中的一种与其他选择性植物保护剂，特别是异丙隆、氟吡氧乙酸、肟菌酯、溴菌腈和磺酰脲类除草剂（如酰胺磺隆）联合使用也特别合适。此外，使用这些药剂还具有良好的杀菌效果。
• Kjaer, Acta Chemica Scandinavica (1947), 1953, vol. 7, p. 1030,1033
  作者：Kjaer

  DOI：——

  日期：——
• Imidazolidinones, and imidazolidinethiones, process for the preparation thereof, and use of said compounds as herbicidal agents
  申请人：AMERICAN CYANAMID COMPANY

  公开号：EP0133310B1

  公开（公告）日：1988-09-14