4-(2-hydroxybenzylidene)-1,2-dimethyl-1H-imidazol-5(4H)-one | 937049-92-8

• 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: 4-(2-hydroxybenzylidene)-1,2-dimethyl-1H-imidazol-5(4H)-one
• 英文别名: (Z)-4-(2-hydroxybenzylidene)-1,2-dimethyl-1H-imidazol-5(4H)-one；(4Z)-4-(2-hydroxybenzylidene)-1,2-dimethyl-1H-imidazol-5(4H)-one；o-HBDI；(5Z)-5-[(2-hydroxyphenyl)methylidene]-2,3-dimethylimidazol-4-one
• CAS: 937049-92-8
• 化学式: C₁₂H₁₂N₂O₂
• 分子量: 216.239
• InChiKey: MDOICJYJZKWJKF-YFHOEESVSA-N

物化性质

• 沸点：
  365.1±52.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  52.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(2-hydroxybenzylidene)-1,2-dimethyl-1H-imidazol-5(4H)-one 在 氘代甲醇-d 作用下， 生成
  参考文献：
  名称：

  Ortho Green Fluorescence Protein Synthetic Chromophore; Excited-State Intramolecular Proton Transfer via a Seven-Membered-Ring Hydrogen-Bonding System

  摘要：

  A structural isomer of the core chromophore (p-HBDI) in green fluorescence protein, o-HBDI, is synthesized. o-HBDI possesses a seven-membered-ring hydrogen bond, from which the excited-state intramolecular proton transfer takes place, resulting in a remarkable tautomer emission of similar to 605 nm.

  DOI：

  10.1021/ja070880i
• 作为产物：
  描述：

  邻甲基苄醇 在 氢氧化钾 、 sodium acetate 、 乙酸酐 、 三溴化硼 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 12.0h， 生成 4-(2-hydroxybenzylidene)-1,2-dimethyl-1H-imidazol-5(4H)-one
  参考文献：
  名称：

  Ortho Green Fluorescence Protein Synthetic Chromophore; Excited-State Intramolecular Proton Transfer via a Seven-Membered-Ring Hydrogen-Bonding System

  摘要：

  A structural isomer of the core chromophore (p-HBDI) in green fluorescence protein, o-HBDI, is synthesized. o-HBDI possesses a seven-membered-ring hydrogen bond, from which the excited-state intramolecular proton transfer takes place, resulting in a remarkable tautomer emission of similar to 605 nm.

  DOI：

  10.1021/ja070880i

文献信息

• Phenoxypropylamine compounds
  申请人：——

  公开号：US20020111358A1

  公开（公告）日：2002-08-15

  The present invention relates to a phenoxypropylamine compound of the formula (I) 1 wherein each symbol is as defined in the specification, an optically active compound thereof or a pharmaceutically acceptable salt thereof and hydrates thereof, which simultaneously show selective affinity for and antagonistic activity against 5-HT 1A receptor, as well as 5-HT reuptake inhibitory activity, and can be used as antidepressants quick in expressing an anti-depressive effect.

  本发明涉及一种公式（I）中的苯氧丙胺化合物： 1 其中每个符号如说明书中所定义，其光学活性化合物或其药物可接受的盐及水合物，同时显示出对5-HT 1A 受体的选择性亲和力和拮抗活性，以及5-HT再摄取抑制活性，并且可以用作快速表达抗抑郁效果的抗抑郁药。
• Facile synthesis, characterisation and anti‐inflammatory activities of ferrocenyl ester derivatives of 4‐arylidene‐5‐imidazolinones
  作者：Dilip N. Shinde、Rajiv Trivedi、N. Vamsi Krishna、L. Giribabu、B. Sridhar、B.B. Rathod、R.S. Prakasham

  DOI：10.1002/aoc.4021

  日期：2018.2

  This article describes the synthesis, optoelectronic properties and anti‐inflammatory activities of a series of seven ferrocenyl ester‐linked 4‐arylidene‐5‐imidazolinone conjugates. Three different types of ortho‐, meta‐ and para‐substituted ferrocenyl esters have been prepared. Their UV–Vis spectra and electrochemical studies are described. The structure of one of the conjugates was confirmed by single‐crystal

  本文介绍了一系列7种二茂铁基酯连接的4-亚芳基-5-咪唑啉酮偶联物的合成，光电性能和抗炎活性。制备了三种不同类型的邻，间和对位取代的二茂铁基酯。描述了它们的UV-Vis光谱和电化学研究。通过单晶X射线衍射研究证实了其中一种结合物的结构。这些结合物表现出中等的抗炎活性。
• Excited-State Intramolecular Proton Transfer Molecules Bearing <i>o</i>-Hydroxy Analogues of Green Fluorescent Protein Chromophore
  作者：Wei-Ti Chuang、Cheng-Chih Hsieh、Chin-Hung Lai、Cheng-Hsuan Lai、Chun-Wei Shih、Kew-Yu Chen、Wen-Yi Hung、Yu-Hsiang Hsu、Pi-Tai Chou

  DOI：10.1021/jo2012384

  日期：2011.10.21

  resulting in a proton-transfer tautomer emission. Fluorescence upconversion dynamics have revealed a coherent type of ESIPT, followed by a fast vibrational/solvent relaxation (<1 ps) to a twisted (regarding exo-C(5)–C(4)–C(3) bonds) conformation, from which a fast population decay of a few to several tens of picoseconds was resolved in cyclohexane. Accordingly, the proton-transfer tautomer emission intensity

  合成了绿色荧光蛋白生色团的邻羟基类似物1a – g。通过X射线单晶分析，电化学和发光特性研究了它们的结构和电子性能。在固体和非极性溶剂中1a – g主要以Z的形式存在具有七元环氢键并经历激发态分子内质子转移（ESIPT）反应的构象异构体，导致质子转移互变异构体发射。荧光上转换动力学揭示了一种相干类型的ESIPT，随后是快速振动/溶剂弛豫（<1 ps）到扭曲（关于exo-C（5）–C（4）–C（3）键）构象，在环己烷中分辨出了几到几十皮秒的快速人口衰减。因此，质子互变异构体转移发射强度适中（0.08英寸1E）至弱（〜10 -4在1A）的环己烷。1g中更强的分子内氢键抑制芳基-烯烃键的旋转，从而导致发射互变异构体的高产率（Φ ˚F ≈0.2）。在固态下，由于抑制了exo-C（5）–C（4）–C（3）的旋转，对于1a – g，可获得强互变异构体发射，量子产率为0.1–0.9 。取决于取代基在HO
• COUPLED RECOGNITION/DETECTION SYSTEM FOR IN VIVO AND IN VITRO USE
  申请人：Cornell University

  公开号：US20190185434A1

  公开（公告）日：2019-06-20

  The present invention relates to novel fluorophores and their use in combination with novel nucleic acid molecules, called aptamers, that bind specifically to the fluorophore and thereby enhance the fluorescence signal of the fluorophore upon exposure to radiation of suitable wavelength. Molecular complexes formed between the novel fluorophores, novel nucleic acid molecules, and their target molecules are described, and the use of multivalent aptamer constructs as fluorescent sensors for target molecules of interest are also described.

  本发明涉及新型荧光物质及其与称为寡核苷酸的新型核酸分子结合使用，这些寡核苷酸能够特异性地结合到荧光物质上，从而在受到适当波长辐射照射时增强荧光物质的荧光信号。描述了新型荧光物质、新型核酸分子及其靶分子形成的分子复合物，还描述了多价寡核苷酸构建物作为感兴趣的靶分子的荧光传感器的使用。
• A synthesized GFP analogue emits via a hydrogen-bonding system
  作者：Juntao Kang、Guiyan Zhao、Jingwei Xu、Wei Yang

  DOI：10.1039/b927461h

  日期：——

  Two GFP analogues o-HBDI and o-HBMO have been designed and synthesized. The former shows no fluorescence while the latter shows strong fluorescence due to the formation of an intramolecular hydrogen-bond. At low temperatures, both molecules have strong fluorescence.

  已经设计和合成了两种GFP类似物o-HBDI和o-HBMO。前者由于没有形成分子内氢键而不显示荧光，而后者则由于形成了分子内氢键而显示出强烈的荧光。在低温下，这两种分子都具有强烈的荧光。