7-methoxy-3-(2-methoxy-phenyl)-4-oxo-4H-chromene-2-carboxylic acid ethyl ester | 109454-97-9

• 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: 7-methoxy-3-(2-methoxy-phenyl)-4-oxo-4H-chromene-2-carboxylic acid ethyl ester
• 英文别名: 7-methoxy-3-(2-methoxy-phenyl)-4-oxo-4H-chromene-2-carboxylic acid ethyl ester；7-Methoxy-3-(2-methoxy-phenyl)-4-oxo-4H-chromen-2-carbonsaeure-aethylester；Ethyl 7-methoxy-3-(2-methoxyphenyl)-4-oxochromene-2-carboxylate
• CAS: 109454-97-9
• 化学式: C₂₀H₁₈O₆
• 分子量: 354.359
• InChiKey: JFMMVPXOYWDFSB-UHFFFAOYSA-N

物化性质

• 熔点：
  94 °C
• 沸点：
  521.6±50.0 °C(Predicted)
• 密度：
  1.268±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  7-methoxy-3-(2-methoxy-phenyl)-4-oxo-4H-chromene-2-carboxylic acid ethyl ester 在 dipotassium peroxodisulfate 、 lithium hydroxide monohydrate 、 silver nitrate 作用下， 以 四氢呋喃 、 甲醇 、 水 、 乙腈 为溶剂， 反应 19.0h， 生成 9-methoxy-chromeno[3,4-b]chromene-6,12-dione
  参考文献：
  名称：

  一种简单的直接去氧氧化羰基脱氢类胡萝卜素的方法，其合成方法包括甾烷酮，​​鱼藤酮，6-羰基脱氢椭圆烯和6-羰基-6a，12a-脱氢deguelin

  摘要：

  据报道，有一种通过异黄酮2-羧酸直接内酯化来构建羰基-脱氢类胡萝卜素的方法。演示了该方法在天然产物首次合成中的应用，该合成物为马酮酮，6-氧代-脱氢Elliptone，鱼藤酮和6-氧代-6a，12a-脱氢deguelin。还评估了一系列氧-脱氢类胡萝卜素的生物活性。

  DOI：

  10.1002/ejoc.201900078
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 溶剂黄146 作用下， 生成 7-methoxy-3-(2-methoxy-phenyl)-4-oxo-4H-chromene-2-carboxylic acid ethyl ester
  参考文献：
  名称：

  616. 3-芳基香豆酮

  摘要：

  DOI：

  10.1039/jr9560003213

文献信息

• Chemical Inhibitors of Inhibitors of Differentiation
  申请人：CHAUDHARY Jaideep

  公开号：US20090226422A1

  公开（公告）日：2009-09-10

  The present invention provides identification of inhibitors of inhibitors of differentiation (Id) for use in the treatment and prevention of diseases in mammals. The inhibitors of Id are effective alone in the treatment of a variety of cellular proliferative disorders including, but not limited to, diseases such as cancer, arthritis, age-related macular degeneration, psoriasis, neoplasms, angiomas, endometriosis, obesity, age-related macular degeneration, retinopathies, restenosis, scaring, fibrogenesis, fibrosis, cardiac remodeling, pulmonary fibrosis, scleroderma, failure associated with myocardial infarction, keloids, fibroid tumors and stenting. Additionally, these compounds are effective in blocking angiogenesis in tumor development, inducing apoptosis in malignant cells, inhibiting proliferation of cancer cells, increasing the effectiveness of chemotherapeutic agents, regulating transcriptional activity, reducing inflammation, increasing cellular differentiation, modulating ETS domain transcription factors, modulating PAX transcription factors, modulating TCF-ETS domain transcription factors, down regulating RAF-1/MAPK, upregulating JNK signaling pathways, and modulating cellular transformation.
• US8138356B2
  申请人：——

  公开号：US8138356B2

  公开（公告）日：2012-03-20
• A Concise Approach to Oxo-Dehydrorotenoid by Direct Lactonization and the Total Syntheses of Stemonone, Rotenonone, 6-Oxo-dehydroelliptone, and 6-Oxo-6a,12a-dehydrodeguelin
  作者：Jutatip Boonsombat、Sanit Thongnest、Somsak Ruchirawat

  DOI：10.1002/ejoc.201900078

  日期：2019.5.26

  An approach to construct the oxo‐dehydrorotenoids via direct lactonization of isoflavone‐2‐carboxylic acids is reported. The application of this method for the first total syntheses of the natural products, stemonone, 6‐oxo‐dehydroelliptone, rotenonone, and 6‐oxo‐6a,12a‐dehydrodeguelin, are demonstrated. The series of oxo‐dehydrorotenoids was also evaluated for their biological activities.

  据报道，有一种通过异黄酮2-羧酸直接内酯化来构建羰基-脱氢类胡萝卜素的方法。演示了该方法在天然产物首次合成中的应用，该合成物为马酮酮，6-氧代-脱氢Elliptone，鱼藤酮和6-氧代-6a，12a-脱氢deguelin。还评估了一系列氧-脱氢类胡萝卜素的生物活性。
• 616. 3-Aroylcoumarones
  作者：W. B. Whalley、G. Lloyd

  DOI：10.1039/jr9560003213

  日期：——