6-nitro-3-formylchromone

• 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: 6-nitro-3-formylchromone
• 英文别名: 6-Nitro-2-oxochromene-3-carbaldehyde；6-nitro-2-oxochromene-3-carbaldehyde
• 化学式: C₁₀H₅NO₅
• 分子量: 219.153
• InChiKey: PAGSNTVTZMXHAW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  89.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-nitro-3-formylchromone 、 3-{4-[(2-methyl-1-ethoxy-1-oxoprop-2-yl)oxy]phenyl}-3-oxopropanoic acid ethyl ester 在 哌啶 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 以50.4%的产率得到ethyl 2-methyl-2-[4-((6-nitro-2-oxo-2H-chromen-3-yl)carbonyl)phenoxy]propanoate
  参考文献：
  名称：

  具有强抗氧化活性的新型香豆素-查耳酮纤维蛋白作为PPARα/γ激动剂的结构类别：设计，合成，生物学评估和分子对接研究

  摘要：

  合成了一系列结构上令人感兴趣的香豆素-查耳酮纤维蛋白，并评估了它们的PPARα/γ激动剂活性和抗氧化活性。在这些化合物中，化合物5a，5d和7a被鉴定为有效的PPARα和γ双重激动剂，并且发现它们的PPARα激动剂活性比非诺贝特更有效。此外，抗氧化剂的调查结果表明，化合物5d中与图6a - 6D具有更大的效力比Trolox的带IC 50个值范围为9.40  μ M至18.63  μM.结构与活性的关系表明，在苯并吡喃部分的C6'位置取代的吸电子硝基增加了PPARα和γ激动剂的功效。此外，苯并吡喃部分上双键的存在对于PPARα和γ激动剂的功效至关重要。通过分子对接研究检查了化合物5d显示的PPARα的激动剂活性。综上所述，我们获得的结果表明，化合物5d有可能成为进一步研究的先导化合物。

  DOI：

  10.1016/j.ejmech.2017.06.033
• 作为产物：
  描述：

  乙酸苯酯 在 aluminum (III) chloride 、 硫酸 、 硝酸 、 三氯氧磷 作用下， 反应 6.17h， 生成 6-nitro-3-formylchromone
  参考文献：
  名称：

  Design and syntheses of novel N′-((4-oxo-4H-chromen-3-yl)methylene)benzohydrazide as inhibitors of cyanobacterial fructose-1,6-/sedoheptulose-1,7-bisphosphatase

  摘要：

  Cyanobacterial fructose-1,6-/sedoheptulose-1,7-bisphoshatase (Cy-FBP/SBPase) is an important target enzyme for finding inhibitors to solve harmful algal bloom (HAB). In this study, as potential inhibitors of Cy-FBP/SBPase, a series of novel chromone-connecting benzohydrazone compounds (Novel N'-((4-oxo-4H-chromen-3-yl) methylene) benzohydrazide) were designed and synthesized. Their inhibitory activities against Cy-FBP/SBPase were further examined in vitro. Some of these compounds, such as f6-f8, f11, f12 and f16, exhibit higher inhibitory activities (IC50 = 11.2-16.1 mu M), especially, the compound f7 was identified as the most potent inhibitor with IC50 value of 11.2 mu M. The probable binding-mode of compound f7 was further analyzed carefully by molecular docking methods. These results indicate that compound f7 could be used as a lead compound for further optimization and might have potential to be developed as a new algicide. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.04.003

文献信息

• Indolinone combinatorial libraries and related products and methods for the treatment of disease
  申请人：Tang Cho Peng

  公开号：US20050197382A1

  公开（公告）日：2005-09-08

  The present invention relates to organic molecules capable of modulating, regulating and/or inhibiting protein kinase signal transduction. Such compounds are useful for the treatment of diseases related to unregulated protein kinase signal transduction, including cell proliferative diseases such as cancer, atherosclerosis, arthritis and restenosis and metabolic diseases such as diabetes. The present invention features indolinone compounds that potently inhibit protein kinases and related products and methods. Inhibitors specific to the FLK protein kinase can be obtained by adding chemical substituents to the 3-[(indole-3-yl)methylene]-2-indolinone, in particular at the 1′ position of the indole ring. Indolinone compounds that specifically inhibit the FLK and platelet derived growth factor protein kinases can harbor a tetrahydroindole or cyclopentano-b-pyrrol moiety. Indolinone compounds that are modified with substituents, particularly at the 5 position of the oxindole ring, can effectively activate protein kinases. This invention also features novel hydrosoluble indolinone compounds that are tyrosine kinase inhibitors and related products and methods.

  本发明涉及有机分子，能够调节、调控和/或抑制蛋白激酶信号转导。这些化合物对于治疗与不受调节的蛋白激酶信号转导相关的疾病非常有用，包括细胞增殖性疾病，如癌症、动脉粥样硬化、关节炎、再狭窄和代谢性疾病，如糖尿病。本发明涉及具有强效抑制蛋白激酶和相关产品以及方法的吲哚酮化合物。特定于FLK蛋白激酶的抑制剂可以通过在吲哚环的1'位置添加化学取代基来获得3-[(吲哚-3-基)亚甲基]-2-吲哚酮。特异性抑制FLK和血小板衍生生长因子蛋白激酶的吲哚酮化合物可以具有四氢吲哚或环戊烯基-β-吡咯基。在氧吲哚环的5位取代基的修饰下，吲哚酮化合物可以有效激活蛋白激酶。本发明还涉及新型水溶性吲哚酮化合物，它们是酪氨酸激酶抑制剂和相关产品和方法。
• CRTH2 Receptor Ligands For Medicinal Uses
  申请人：Ulven Trond

  公开号：US20090099189A1

  公开（公告）日：2009-04-16

  Compounds of formula (I) are useful for the treatment of disease responsive to modulation of CRTH2 receptor activity, such as asthma, rhinitis, allergic airway syndrome, and allergic rhinobronchitis, wherein A represents a carboxyl group —COON, or a carboxyl bioisostere; A 1 , is hydrogen or methyl; ring Ar 1 is an optionally substituted phenyl ring 5- or 6-membered monocyclic heteroaryl ring, in which AA 1 CHO— and L2 are linked to adjacent ring atoms; rings Are 2 , Ar 3 each independently represent a phenyl or 5- or 6-membered monocyclic heteroaryl ring, or a bicyclic ring system consisting of a 5- or 6-membered carbocyclic or heterocyclic ring which is benz-fused or fused to a 5- or 6-membered monocyclic heteroaryl ring, said ring or ring system being optionally substituted; t is 0 or 1; L2 and L3 are linker radicals as defined in the description.

  式(I)的化合物可用于治疗对CRTH2受体活性调节敏感的疾病，例如哮喘、鼻炎、过敏性气道综合症和过敏性鼻支气管炎，其中A代表羧基—COON或羧基生物同位素；A1为氢或甲基；环Ar1是一个可选取代的苯环5-或6-成员的单环杂环，其中AA1CHO—和L2与相邻的环原子连接；环Are2，Ar3各自独立地表示一个苯环或5-或6-成员的单环杂环，或由一个5-或6-成员的碳环或杂环组成的双环系统，该环或环系统被苯并或与一个5-或6-成员的单环杂环融合，该环或环系统是可选取代的；t为0或1；L2和L3是如描述中所定义的连接基团。
• CRTH2 receptor ligands for medicinal uses
  申请人：Ulven Trond

  公开号：US20110269763A1

  公开（公告）日：2011-11-03

  Compounds of formula (I) are useful for the treatment of disease responsive to modulation of CRTH2 receptor activity, such as asthma, rhinitis, allergic airway syndrome, and allergic rhinobronchitis: wherein A represents a carboxyl group —COOH, or a carboxyl bioisostere; A 1 is hydrogen or methyl; ring Ar 1 is an optionally substituted phenyl ring or 5- or 6-membered monocyclic heteroaryl ring, in which AA 1 CHO— and L2 are linked to adjacent ring atoms; rings Ar 2 , Ar 3 each independently represent a phenyl or 5- or 6-membered monocyclic heteroaryl ring, or a bicyclic ring system consisting of a 5- or 6-membered carbocyclic or heterocyclic ring which is benz-fused or fused to a 5- or 6-membered monocyclic heteroaryl ring, said ring or ring system being optionally substituted; t is 0 or 1; L2 and L3 are linker radicals as defined in the description.

  式(I)的化合物可用于治疗对CRTH2受体活性调节敏感的疾病，例如哮喘、鼻炎、过敏性气道综合症和过敏性鼻支气管炎：其中A代表羧基—COOH或羧基生物同位素；A1为氢或甲基；环Ar1为可选取代的苯环或5-或6-成员的单环杂环，其中AA1CHO—和L2连接到相邻的环原子上；环Ar2、Ar3各自独立地表示苯环或5-或6-成员的单环杂环，或由5-或6-成员的碳环或杂环组成的双环系统，该环或环系统是苯并或与5-或6-成员的单环杂环融合，该环或环系统是可选的取代；t为0或1；L2和L3是如描述中定义的连接基。
• CRTH2 Receptor Ligands for Medical Use
  申请人：7TM Pharma A/S

  公开号：EP2336113A1

  公开（公告）日：2011-06-22

  4-Bromo-2-[1-(2,6-dichlorophenyl)-1H-pyrazole-4-carbonyl]phenoxyl acetic acid is useful for the treatment of disease responsive to modulation of CRTH2 receptor activity, such as asthma, rhinitis, allergic airway syndrome, and allergic rhinobronchitis.

  4-溴-2-[1-（2,6-二氯苯基）-1H-吡唑-4-甲酰基]苯氧乙酸可用于治疗对调节 CRTH2 受体活性有反应的疾病，如哮喘、鼻炎、过敏性气道综合征和过敏性鼻支气管炎。
• [EN] SPECTRAL IMAGING OF PHOTOLUMINESCENT MATERIALS<br/>[FR] IMAGERIE SPECTRALE DE MATÉRIAUX PHOTOLUMINESCENTS
  申请人：MASSACHUSETTS INST TECHNOLOGY

  公开号：WO2011072228A1

  公开（公告）日：2011-06-16

  A system for infrared spectroscopic imaging comprises a light source (10) for illuminating an object to induce luminescent emission in the infrared wavelength range, an optical separator (40), for example a dichroic mirror or a beam splitter in combination with spectral filters, for spatially separating the emission into a first spectral image and a second spectral image, the first spectral image being formed from a shorter wavelength range of light than the second spectral image, and a detector (60) for detecting the first spectral image (70) and the second spectral image (75). The system is used for detecting fluorescence from nanostructures, such as carbon nanotubes, single walled nanotubes SWNT, or quantum dots, wherein a change in fluorescence intensity and/or wavelength is induced by an interaction of an analyte with said nanostructure. The nanostructure may be provided in a biological fluid or within a living or non-living cell.

  一种红外光谱成像系统，包括用于照亮物体以激发红外波长范围的荧光发射的光源（10）、用于将发射光在空间上分离成第一光谱图像和第二光谱图像的光学分离器（40），例如二向色镜或与光谱滤光片组合的分束器，第一光谱图像由比第二光谱图像更短的光波长范围形成，以及用于检测第一光谱图像（70）和第二光谱图像（75）的检测器（60）。该系统用于检测诸如碳纳米管、单壁纳米管SWNT或量子点等纳米结构的荧光，其中，由于分析物与所述纳米结构的相互作用，荧光强度和/或波长发生变化。所述纳米结构可提供在生物流体中或在活体或非活性细胞内。