2-(7-(dimethylamino)-2-oxo-2H-chromen-4-yl)-N-(prop-2-yn-1-yl)acetamide | 1092380-65-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 2-(7-(dimethylamino)-2-oxo-2H-chromen-4-yl)-N-(prop-2-yn-1-yl)acetamide
• 英文别名: 2-(7-(dimethylamino)-2-oxo-2H-chromen-4-yl)-N-(prop-2-ynyl)acetamide；prop-2-yn-1-yl [7-(dimethylamino)-2-oxo-2H-chromen-4-yl]amide；2-[7-(dimethylamino)-2-oxochromen-4-yl]-N-prop-2-ynylacetamide
• CAS: 1092380-65-8
• 化学式: C₁₆H₁₆N₂O₃
• 分子量: 284.315
• InChiKey: FZRADTUHPVKSHQ-UHFFFAOYSA-N

物化性质

• 沸点：
  553.4±50.0 °C(Predicted)
• 密度：
  1.236±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  58.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(7-(dimethylamino)-2-oxo-2H-chromen-4-yl)-N-(prop-2-yn-1-yl)acetamide 、 7-(4-(3-azidopropyl)piperazin-1-yl)-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 在 copper(II) sulfate 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以12%的产率得到1-Cyclopropyl-7-[4-[3-[4-[[[2-[7-(dimethylamino)-2-oxochromen-4-yl]acetyl]amino]methyl]triazol-1-yl]propyl]piperazin-1-yl]-6-fluoro-4-oxoquinoline-3-carboxylic acid
  参考文献：
  名称：

  氟喹诺酮衍生的荧光探针，用于研究细菌的渗透和外排。

  摘要：

  使用Cu（i）催化的叠氮化物-炔烃环加成（CuAAC）合成了衍生自氟喹诺酮抗生素环丙沙星的荧光探针，以将环丙沙星叠氮化物衍生物与炔烃取代的绿色和蓝色荧光团连接。叠氮化物（2）和荧光团（3和4）衍生物保留了对革兰氏阳性和革兰氏阴性细菌的抗菌活性。共聚焦荧光显微镜的使用显示了细胞内的渗透，在存在作为大肠杆菌外排泵抑制剂的羰基氰3-氯苯基phenyl的情况下，细胞内的渗透显着增强。

  DOI：

  10.1039/c9md00124g
• 作为产物：
  描述：

  7-二甲氨基香豆素-4-乙酸 、 炔丙胺 在 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以48%的产率得到2-(7-(dimethylamino)-2-oxo-2H-chromen-4-yl)-N-(prop-2-yn-1-yl)acetamide
  参考文献：
  名称：

  [EN] VISUALIZATION CONSTRUCTS
  [FR] CONSTRUCTIONS DE VISUALISATION

  摘要：

  提供一种可视化构造，包括：(i) 可选择衍生的糖肽类抗生素；(ii) 可视化组分；和(iii) 连接(i)和(ii)的第一连接物。可视化组分可以是荧光组分、量子点、MRI可视化组分、PET或SPECT可视化组分、MPI可视化组分或放射成像可视化组分。糖肽类抗生素可以是万古霉素、替考普汀、奥替万辛；特拉万辛、氯霉素雷莫霉素或巴力霉素。第一连接物可以包括聚乙二醇（PEG）基团，或大于四个碳原子的线性碳链。还提供了相关化合物、加合物和构造物的生产和使用方法，例如微生物可视化方法。

  公开号：

  WO2018102890A1

文献信息

• [EN] 7,11-METHANOCYCLOOCTA [B] QUINOLINE DERIVATIVE AS HIGHLY FUNCTIONALIZABLE ACETYLCHOLINESTERASE INHIBITORS<br/>[FR] DÉRIVÉ DE 7,11-METHANOCYCLOOCTA [B] QUINOLINE UTILISÉ COMME INHIBITEURS DE L'ACÉTYLCHOLINESTÉRASE POUVANT ÊTRE HAUTEMENT FONCTIONNALISÉS
  申请人：UNIV ROUEN

  公开号：WO2011124712A1

  公开（公告）日：2011-10-13

  The present invention concerns new highly functionalizable Huprine derivatives of formula I: a method for preparing such compounds and their use for treating neurological diseases in which the level of acetylcholine is affected such as Alzheimer's disease.

  本发明涉及公式I的新的高度可功能化的Huprine衍生物，以及制备这类化合物的方法，以及它们在治疗神经系统疾病中的应用，如阿尔茨海默病，其中乙酰胆碱水平受到影响。
• [EN] VISUALIZATION CONSTRUCTS<br/>[FR] CONSTRUCTIONS DE VISUALISATION
  申请人：UNIV QUEENSLAND

  公开号：WO2018102890A1

  公开（公告）日：2018-06-14

  A visualization construct comprising: (i) an optionally derivatized glycopeptide antibiotic; (ii) a visualization component; and (iii) a first linker connecting (i) and (ii) is provided. The visualization component may be a fluorescent component, a quantum dot, an MRI visualization component, a PET or SPECT visualization component, an MPI visualization component, or a radiographic visualization component. The glycopeptide antibiotic may be vancomycin, teicoplanin, oritavancin; telavancin, chloroeremomycin, or balhimycin. The first linker may comprises a polyethylene glycol (PEG) moiety, or a linear carbon chain of greater than four carbons. Also provided are associated methods of producing and using related compounds, adducts, and constructs, such as methods of visualizing microorganisms.

  提供一种可视化构造，包括：(i) 可选择衍生的糖肽类抗生素；(ii) 可视化组分；和(iii) 连接(i)和(ii)的第一连接物。可视化组分可以是荧光组分、量子点、MRI可视化组分、PET或SPECT可视化组分、MPI可视化组分或放射成像可视化组分。糖肽类抗生素可以是万古霉素、替考普汀、奥替万辛；特拉万辛、氯霉素雷莫霉素或巴力霉素。第一连接物可以包括聚乙二醇（PEG）基团，或大于四个碳原子的线性碳链。还提供了相关化合物、加合物和构造物的生产和使用方法，例如微生物可视化方法。
• Spirohexenolide A Targets Human Macrophage Migration Inhibitory Factor (hMIF)
  作者：Wei-Lun Yu、Brian D. Jones、MinJin Kang、Justin C. Hammons、James J. La Clair、Michael D. Burkart

  DOI：10.1021/np3004497

  日期：2013.5.24

  Spirohexenolides A and B comprise a unique family of spirotetronate natural products. We report on the identification of their binding to and modulation of human macrophage migration inhibitor factor (hMIF). Using an immunoaffinity-fluorescent labeling method, the properties of this interaction are detailed and evidence is provided that hMIF plays a key role in the cytostatic activity of the spirohexenolides.
• An Optimized Immunoaffinity Fluorescent Method for Natural Product Target Elucidation
  作者：Wei-luen Yu、Gianni Guizzunti、Timothy L. Foley、Michael D. Burkart、James J. La Clair

  DOI：10.1021/np100371k

  日期：2010.10.22

  Understanding the mode of action of small molecules is an integral facet of drug discovery. We report an optimized immunoaffinity fluorescent method that allows one to conduct parallel studies at both the cellular and molecular level using a single probe construct. Viability of the method has been evaluated analytically and applied using glycyrrhetic acid as a model.
• Two-color labeling of temporally defined protein populations in mammalian cells
  作者：Kimberly E. Beatty、David A. Tirrell

  DOI：10.1016/j.bmcl.2008.08.046

  日期：2008.11

  The proteome undergoes complex changes in response to disease, drug treatment, and normal cellular signaling processes. Characterization of such changes requires methods for time-resolved protein identification and imaging. Here, we describe the application of two reactive methionine (Met) analogues, azidohomoalanine (Aha) and homopropargylglycine (Hpg), to label two protein populations in fixed cells. Reactive lissamine rhodamine (LR), 7-dimethylaminocoumarin (DMAC), and bodipy-630 (BDPY) dyes were prepared and examined for use in selective dye-labeling of newly synthesized proteins in Rat-1 fibroblasts. The LR and DMAC, but not BDPY, fluorophores were found to enable selective, efficient labeling of subsets of the proteome; cells labeled with Aha and Hpg exhibited fluorescence emission three-to sevenfold more intense than that of control cells treated with Met. We also examined simultaneous and sequential pulse-labeling of cells with Aha and Hpg. After pulse-labeling, cells were treated with reactive LR and DMAC dyes, and labeled cells were imaged by fluorescence microscopy and analyzed by flow cytometry. The results of these studies demonstrate that amino acid labeling can be used to achieve selective two-color imaging of temporally defined protein populations in mammalian cells. (C) 2008 Published by Elsevier Ltd.