3-(4-methylthiazol-2-yl)-7-(N,N-diethylamino)-chromen-2-one

• 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: 3-(4-methylthiazol-2-yl)-7-(N,N-diethylamino)-chromen-2-one
• 英文别名: 7-(diethylamino)-3-(4-methyl-1,3-thiazol-2-yl)-2H-chromen-2-one；7-(diethylamino)-3-(4-methyl-1,3-thiazol-2-yl)chromen-2-one
• 化学式: C₁₇H₁₈N₂O₂S
• 分子量: 314.408
• InChiKey: WLISBEKZGNPZHY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  70.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  7-(二乙胺基)香豆素-3-甲酸乙酯 在 劳森试剂 、 ammonium hydroxide 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 41.5h， 生成 3-(4-methylthiazol-2-yl)-7-(N,N-diethylamino)-chromen-2-one
  参考文献：
  名称：

  Fluorescent Labeling Reagents. Part 3. Screening Search for Organic Fluorophores: Syntheses and Fluorescence Properties of 3-Azolyl-7-diethylaminocoumarin Derivatives.

  摘要：

  为了寻找高度敏感的荧光探针，合成了3-杂唑基-7-二乙氨基香豆素衍生物。这些香豆素-噻唑化合物的吸收和荧光最大值均表现出红移，相比于相应的香豆素-噁唑化合物，其摩尔吸光度和荧光强度均有所增加。其中，3-(5-乙氧基羧基-1, 3-噻唑-2-基)-7-二乙氨基-2H-香豆素-2-酮（3e）是作为分析用途的荧光探针中最有前途的候选者之一，适用于分析化学和生物化学领域。

  DOI：

  10.1248/cpb.48.1702

文献信息

• [EN] DERIVATIVES OF CHROMEN-2-ONE AS INHIBITORS OF VEGF PRODUCTION IN MAMMALIAN CELLS<br/>[FR] DERIVES DE CHROMEN-2-ONE UTILISES COMME INHIBITEURS DE LA PRODUCTION DES VEGF DANS LES CELLULES MAMMALIENNES
  申请人：NOVUSPHARMA SPA

  公开号：WO2003105842A1

  公开（公告）日：2003-12-24

  The compounds of formula (I) wherein A and R1-R5 are as defined in the description, are inhibitors of Vascular Endothelial Growth Factor and are useful as angiogenesis inhibitors and antiproliferative agents.

  式（I）中A和R1-R5如描述中定义的化合物，是血管内皮生长因子的抑制剂，可用作抑制血管生成和抗增殖剂。
• Derivatives of chromen-2-one as inhibitors of vegf production in mammalian cells
  申请人：Menta Ernesto

  公开号：US20060122387A1

  公开（公告）日：2006-06-08

  The compounds of formula (I) wherein A and R1-R5 are as defined in the description, are inhibitors of Vascular Endothelial Growth Factor and are useful as angiogenesis inhibitors and antiproliferative agents.

  式(I)中的化合物，其中A和R1-R5如描述中所定义，是血管内皮生长因子的抑制剂，可用作抗血管生成剂和抗增殖剂。
• Methods and compositions for inhibiting mutant EGFR signaling
  申请人：The Governing Council of the University of Toronto

  公开号：US11123330B2

  公开（公告）日：2021-09-21

  Methods of inhibiting mutant EGFR and methods of treating a subject afflicted with a lung cancer having a mutant EGFR, having for example a C797 mutation, are described. The methods comprise administering to a cell or a subject in need thereof a therapeutically effective amount of a compound selected from 3-(1,3-benzoxazol-2-yl)-7-(diethylamino)-2H-chromen-2-one and a structurally related analog thereof; midostaurin; and AZD7622 and a structurally related analog thereof; and mixtures thereof. Compositions and combinations comprising the compounds of the disclosure as well as uses are also provided.

  本发明描述了抑制突变表皮生长因子受体的方法和治疗具有突变表皮生长因子受体（例如具有C797突变）的肺癌患者的方法。这些方法包括向细胞或有需要的受试者施用治疗有效量的选自3-(1,3-苯并恶唑-2-基)-7-(二乙氨基)-2H-色烯-2-酮及其结构相关类似物、米多司他林、AZD7622及其结构相关类似物和它们的混合物的化合物。还提供了包含本公开化合物的组合物和组合物以及用途。
• E3 UBIQUITIN LIGASE AGONISTS, PHARMACEUTICAL COMPOSITIONS INCLUDING THE E3 UBIQUITIN LIGASE AGONISTS, RELATED METHODS OF USE
  申请人：FRED HUTCHINSON CANCER RESEARCH CENTER

  公开号：US20210047278A1

  公开（公告）日：2021-02-18

  E3 ubiquitin ligase agonists, pharmaceutical compositions including the E3 ubiquitin ligase agonists, and related methods of use are described.
• Fluorescent Labeling Reagents. Part 3. Screening Search for Organic Fluorophores: Syntheses and Fluorescence Properties of 3-Azolyl-7-diethylaminocoumarin Derivatives.
  作者：Haruko TAKECHI、Yoshiyuki ODA、Naozumi NISHIZONO、Kazuaki ODA、Minoru MACHIDA

  DOI：10.1248/cpb.48.1702

  日期：——

  In order to find a highly sensitive fluorophore, 3-azolyl-7-diethylaminocoumarin derivatives were synthesized. Both the absorption and fluorescence maxima of the coumarin-thiazole compounds showed red shifts with increases of the molar absorptivities and fluorescence intensities, in comparison with those of the corresponding coumarin-oxazole compounds. Among them, 3-(5-ethoxycarbonyl-1, 3-thiazol-2-yl)-7-diethylamino-2H-chromen-2-one (3e) was one of the most promising candidates as a fluorophore accessible for analytical purposes in the fields of analytical and biological chemistry.

  为了寻找高度敏感的荧光探针，合成了3-杂唑基-7-二乙氨基香豆素衍生物。这些香豆素-噻唑化合物的吸收和荧光最大值均表现出红移，相比于相应的香豆素-噁唑化合物，其摩尔吸光度和荧光强度均有所增加。其中，3-(5-乙氧基羧基-1, 3-噻唑-2-基)-7-二乙氨基-2H-香豆素-2-酮（3e）是作为分析用途的荧光探针中最有前途的候选者之一，适用于分析化学和生物化学领域。