7-甲氧基-4'-硝基黄酮 | 145370-40-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 中文名称: 7-甲氧基-4'-硝基黄酮
• 英文名称: 7-methoxy-4'-nitroflavone
• 英文别名: 7-methoxy-2-(4-nitro-phenyl)-chromen-4-one；7-Methoxy-2-(4-nitro-phenyl)-chromen-4-on；7-Methoxy-2-(4-nitrophenyl)chromen-4-one
• CAS: 145370-40-7
• 化学式: C₁₆H₁₁NO₅
• 分子量: 297.267
• InChiKey: MWCAGADKNUGBIL-UHFFFAOYSA-N

物化性质

• 熔点：
  213-214 °C
• 沸点：
  497.2±45.0 °C(Predicted)
• 密度：
  1.381±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  81.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  7-甲氧基-4'-硝基黄酮 在 盐酸 、 alkaline solution 、 硫酸 、 铁粉 、 溶剂黄146 、 sodium nitrite 作用下， 生成 7,4-二甲氧基黄酮
  参考文献：
  名称：

  Anand; Venkataraman, Proceedings - Indian Academy of Sciences, Section A, 1947, # 26, p. 279,282

  摘要：

  DOI：
• 作为产物：
  描述：

  丹皮酚 在 sodium acetate 、 potassium carbonate 、 溶剂黄146 作用下， 以 丙酮 为溶剂， 生成 7-甲氧基-4'-硝基黄酮
  参考文献：
  名称：

  Synthesis and Preliminary Biological Evaluation of Chrysin Derivatives as Potential Anticancer Drugs

  摘要：

  一系列白杨素衍生物从2-羟基乙酰苯、2,4-二羟基乙酰苯和2,4,6-三羟基乙酰苯通过改进的Baker-Venkataraman变换法制备而成。它们在体外的抗癌活性通过标准的MTT方法进行评估。生物测试结果显示，一些白杨素衍生物显示出比5-氟尿嘧啶更强的抗癌活性。

  DOI：

  10.2174/157340610791208763

文献信息

• Synthesis and structure elucidation of five series of aminoflavones using 1D and 2D NMR spectroscopy
  作者：Ana I. R. N. A. Barros、Artur M. S. Silva

  DOI：10.1002/mrc.1895

  日期：2006.12

  Twenty‐six new aminoflavones have been synthesised by two different methods and the structure elucidation was accomplished using extensive 1D (1H, 13C) and 2D NMR spectroscopic studies (COSY, HSQC and HMBC experiments). Copyright © 2006 John Wiley & Sons, Ltd.

  通过两种不同的方法合成了 26 种新的氨基黄酮，并使用广泛的 1D（1H、13C）和 2D NMR 光谱研究（COSY、HSQC 和 HMBC 实验）完成了结构解析。版权所有 © 2006 John Wiley & Sons, Ltd.
• Efficient Synthesis of Nitroflavones by Cyclodehydrogenation of 2′-Hydroxychalcones and by the Baker-Venkataraman Method
  作者：Ana I. R. N. A. Barros、Artur M. S. Silva

  DOI：10.1007/s00706-006-0550-9

  日期：2006.12

  Several nitroflavone derivatives were synthesized by cyclodehydrogenation of 2'-hydroxychalcones and by the Baker-Venkataraman approach, starting from 2'-hydroxyacetophenones and benzoic acid derivatives. Nitroflavones synthesised by the first synthetic approach were obtained in better global yields than those obtained by the later method. The structures of all new compounds were elucidated by microanalyses, 1D and 2D NMR, IR, and mass spectroscopic measurements.
• Assessment of antiplatelet activity of 2-aminopyrimidines
  作者：Rajani Giridhar、Riyaj S. Tamboli、R. Ramajayam、Dhaval G. Prajapati、M.R. Yadav

  DOI：10.1016/j.ejmech.2012.01.035

  日期：2012.4

  A series of 4,6-diaryl-2-aminopyrimidines was developed as antiplatelet agents and their potency was evaluated by in vitro assay. Compound 14k was found to be two times more potent than aspirin. These encouraging results could be helpful for the development of new antiplatelet compounds. (C) 2012 Elsevier Masson SAS. All rights reserved.
• Synthesis and biological evaluation of some novel 4H-benzopyran-4-one derivatives as nonsteroidal antiestrogens
  作者：Khadiga Ahmed Ismail、Tarek Abd El Aziem

  DOI：10.1016/s0223-5234(01)01218-1

  日期：2001.3

  The preparation and characterization of some novel 2- and 3-substituted-7-methoxy-4H-1-benzopyran-4-one are presented. The synthesized compounds were evaluated for their uterotrophic, antiuterotrophic and antiimplantation activities in mature female albino rats. 3-Benzyl-7-methoxy-4H-1-benzopyran-4-one (14) showed the highest uterotrophic activity (87%) based on dry uterine weight gain. The antifertility activity, as assessed by the post-coital antiimplantation activity test, was of weak potency for most compounds (14-29%). Among the products, the 2-(4'-methoxyphenyl)-7-methoxy-4H-1-benzopyran-4-one (19) exhibited the highest antiestrogenic activity of 65%. It also elicited 31% of the uterotrophic activity of estradiol. (C) 2001 Editions scientifiques et medicales Elsevier SAS.
• Synthesis and Preliminary Biological Evaluation of Chrysin Derivatives as Potential Anticancer Drugs
  作者：Xing Zheng、Fei Fei Zhao、Yun Mei Liu、Xu Yao、Zi Tong Zheng、Xing Luo、Duan Fang Liao

  DOI：10.2174/157340610791208763

  日期：2010.1.1

  A series of chrysin derivatives were prepared from 2-hydroxyacetophenone, 2,4-dihydroxyacetophenone, 2,4,6- trihydroxy- acetophenone, using modified Baker-Venkataraman transformation. Their anticancer activities in vitro were evaluated by the standard MTT method. The results of biological test showed that some of chrysin derivatives showed stronger anticancer activity than 5-fluorouracil.

  一系列白杨素衍生物从2-羟基乙酰苯、2,4-二羟基乙酰苯和2,4,6-三羟基乙酰苯通过改进的Baker-Venkataraman变换法制备而成。它们在体外的抗癌活性通过标准的MTT方法进行评估。生物测试结果显示，一些白杨素衍生物显示出比5-氟尿嘧啶更强的抗癌活性。