5,7-dihydroxy-3-(4-hydroxy-phenyl)-4-oxo-4H-chromene-2-carboxylic acid | 22151-32-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异黄酮类化合物
• 英文名称: 5,7-dihydroxy-3-(4-hydroxy-phenyl)-4-oxo-4H-chromene-2-carboxylic acid
• 英文别名: 5,7-Dihydroxy-3-(4-hydroxy-phenyl)-4-oxo-4H-chromen-2-carbonsaeure；5,7-dihydroxy-3-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-2-carboxylic acid；5,7-Dihydroxy-3-(4-hydroxyphenyl)-4-oxochromene-2-carboxylic acid
• CAS: 22151-32-2
• 化学式: C₁₆H₁₀O₇
• 分子量: 314.251
• InChiKey: MTSPIFFMYHIYCY-UHFFFAOYSA-N

物化性质

• 熔点：
  310 °C(Solv: ethanol (64-17-5))
• 沸点：
  590.6±50.0 °C(Predicted)
• 密度：
  1.700±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  124
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  5,7-dihydroxy-3-(4-hydroxy-phenyl)-4-oxo-4H-chromene-2-carboxylic acid 生成 染料木素
  参考文献：
  名称：

  Yoder et al., Proceedings of the Iowa Academy of Science, 1954, vol. 61, p. 271,275

  摘要：

  DOI：
• 作为产物：
  描述：

  2,4,6-三羟基苯基-4'-羟基苄基甲酮 、 草酰氯单乙酯 在 吡啶 作用下， 生成 5,7-dihydroxy-3-(4-hydroxy-phenyl)-4-oxo-4H-chromene-2-carboxylic acid
  参考文献：
  名称：

  Yoder et al., Proceedings of the Iowa Academy of Science, 1954, vol. 61, p. 271,275

  摘要：

  DOI：

文献信息

• [EN] ANTI-VIRAL COMPOUNDS, PHARMACEUTICAL COMPOSITIONS, AND METHODS OF USE THEREOF<br/>[FR] COMPOSÉS ANTI-VIRAUX, COMPOSITIONS PHARMACEUTIQUES ET MÉTHODES D'UTILISATION DE CES DERNIERS
  申请人：KINETA INC

  公开号：WO2016073947A1

  公开（公告）日：2016-05-12

  Disclosed herein are compounds and pharmaceutical compositions, and uses thereof for the treatment of viral infections, including RNA viral infections. The compounds, pharmaceutical compositions, and methods disclosed herein can relate to chromenone drug candidate compounds that modulate innate immunity along the RLR-IRF3 axis. These compounds activate innate immune signaling downstream of numerous viral countermeasures and are a unique addition to conventional antiviral compounds in development or on the market. These compounds possess broad spectrum in vitro activity against diverse RNA viruses including the respiratory pathogens influenza, RSV, and hCoV, with EC50 values in the low nanomolar range. Potent in vitro activity is also demonstrated against systemic and emerging viruses including Dengue and Ebola.

  披露了用于治疗病毒感染，包括RNA病毒感染的化合物和药物组合物及其用途。所披露的化合物、药物组合物和方法可能与调节RLR-IRF3轴上先天免疫的色酮类药物候选化合物相关。这些化合物激活了针对多种病毒对策的先天免疫信号传导，并且是对开发中或市场上的传统抗病毒化合物的独特补充。这些化合物在试管中对包括呼吸道病原体流感、呼吸道合胞病毒和人类冠状病毒在内的多种RNA病毒具有广泛的谱系活性，EC50值在低纳摩尔范围内。还展示了针对系统和新兴病毒（包括登革热和埃博拉）的强大试管内活性。
• Method to incorporate N-(4-hydroxyphenyl) retinamide in liposomes
  申请人：Board of Regents, The University of Texas System

  公开号：US20020143062A1

  公开（公告）日：2002-10-03

  Disclosed herein are simple and unique methods of methods of preparing liposomal compositions of N-(4-hydroxyphenyl) retinamide (4HPR) and/or other retinoids. Also disclosed are liposomal 4HPR compositions prepared by such methods, and use of such compositions in the treatment of diseases, such as breast cancer. This invention further provides methods for improving the efficacy of N-(4-hydroxyphenyl) retinamide (4HPR) as a chemopreventive agent in the presence of agents that potentiates its ability increase the expression of inducible nitric oxide synthase (iNOS, and NO production in cells.

  本文披露了制备N-(4-羟基苯基)视黄酰胺（4HPR）和/或其他视黄醇脂质体组合物的简单且独特的方法。还披露了通过这些方法制备的脂质体4HPR组合物，并将这种组合物用于治疗疾病，如乳腺癌。本发明还提供了一种方法，通过增强诱导型一氧化氮合酶（iNOS）和细胞内NO产生的能力，提高N-(4-羟基苯基)视黄酰胺（4HPR）作为化学预防剂的功效。
• ANTI-VIRAL COMPOUNDS, PHARMACEUTICAL COMPOSITIONS AND METHODS OF USE THEREOF
  申请人：KINETA, INC.

  公开号：US20160122312A1

  公开（公告）日：2016-05-05

  Disclosed herein are compounds, pharmaceutical compositions, and methods for the treatment of viral infection, including RNA viral infection, as well as compounds, pharmaceutical compositions, and methods for modulating the RIG-I pathway in a subject and/or in cells. These compounds are isoflavone derivatives, typically substituted at the 3-position with an aryl group and at the 7-position with a heterofunctional group.

  本文披露了化合物、制药组合物以及治疗病毒感染的方法，包括RNA病毒感染的方法，以及在受体内和/或细胞中调节RIG-I通路的化合物、制药组合物和方法。这些化合物是异黄酮衍生物，通常在3位上用芳基基团取代，在7位上用杂功能基团取代。
• ISOFLAVONE DERIVATIVES, SALTS THEREOF, AND ONCOSTATIC AND IMMUNOSUPPRESSIVE AGENTS
  申请人：YAMANOUCHI PHARMACEUTICAL CO. LTD.

  公开号：EP0245518A1

  公开（公告）日：1987-11-19

  Novel isoflavone derivatives represented by general formula (I) and salts thereof having oncostatic and immunosupressive effects, and novel oncostatic and immunosuppressive agents.

  通式(I)代表的具有抗风湿和免疫抑制作用的新型异黄酮衍生物及其盐类，以及新型抗风湿和免疫抑制剂。
• A METHOD TO INCORPORATE N-(4-HYDROXYPHENYL) RETINAMIDE IN LIPOSOMES
  申请人：Board of Regents, The University of Texas System

  公开号：EP1328262A2

  公开（公告）日：2003-07-23