6-Chloro-3'-nitroflavone | 127767-40-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 6-Chloro-3'-nitroflavone
• 英文别名: 6-Chloro-2-(3-nitrophenyl)chromen-4-one
• CAS: 127767-40-2
• 化学式: C₁₅H₈ClNO₄
• 分子量: 301.686
• InChiKey: DKCAUMRZSZVJCP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-羟基-5-氯苯乙酮 在 氢氧化钾 、 硫酸 作用下， 以 吡啶 、 溶剂黄146 为溶剂， 生成 6-Chloro-3'-nitroflavone
  参考文献：
  名称：

  Synthesis of halogenated/nitrated flavone derivatives and evaluation of their affinity for the central benzodiazepine receptor

  摘要：

  A series of halogenated/nitrated flavone compounds were synthesized. Some of the products were found to be potent central benzodiazepine receptor (BDZ-R) ligands. The structure-activity relationships (SAR) analysis of the new synthetic compounds, together with that of others already described, indicates that substitutions at position 6 or 6 and 3' in the flavone nucleus are the only ones that give rise to high affinity BDZ-R ligands. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00343-0

文献信息

• Manganese(III) Acetate Mediated Oxidation of Flavanones: A Facile Synthesis of Flavones
  作者：Om V. Singh、M. Muthukrishnan、Gopan Raj

  DOI：10.1080/00397910500214490

  日期：2005.10.1

  Abstract Oxidation of flavanones (1a–o) with manganese(III) acetate by heating in acetic acid in presence of perchloric acid afforded exclusively flavones (2a–o) by dehydrogenation in almost quantitative yields.

  摘要 黄烷酮 (1a-o) 与乙酸锰 (III) 在高氯酸存在下通过在乙酸中加热氧化，通过脱氢以几乎定量的产率提供仅黄酮 (2a-o)。
• Khanna, Mahavir S.; Singh, Om V.; Garg, Chandra P., Journal of the Chemical Society. Perkin transactions I, 1992, # 19, p. 2565 - 2568
  作者：Khanna, Mahavir S.、Singh, Om V.、Garg, Chandra P.、Kapoor, Ram P.

  DOI：——

  日期：——
• A two step synthesis of BzR/GABAergic active flavones via a Wacker-related oxidation
  作者：Michael Lorenz、M. Shahjahan Kabir、James M. Cook

  DOI：10.1016/j.tetlet.2009.12.107

  日期：2010.2

  A general route for the synthesis of biologically important flavones is reported via a two step sequence employing a catalytic Wacker-Cook oxidation(4b) as the key step. (C) 2009 Elsevier Ltd. All rights reserved.
• Dimethylsulfoxide–iodine catalysed deprotection of 2′-allyloxychalcones: synthesis of flavones
  作者：Pradeep D. Lokhande、Sachin S. Sakate、Kiran N. Taksande、Beena Navghare

  DOI：10.1016/j.tetlet.2004.12.041

  日期：2005.2

  A new one-pot method is described for the removal of O-allyl protecting groups under oxidative conditions at neutral pH. 2'-Allyloxychalcones undergo deprotection and subsequent oxidative cyclisation to give flavones. The general applicability of the reagent has been studied. (C) 2005 Published by Elsevier Ltd.
• Letcher, Roy M., Journal of Chemical Research, Miniprint, 1989, # 12, p. 2901 - 2929
  作者：Letcher, Roy M.

  DOI：——

  日期：——