6-ethyl-7-hydroxy-3-(4-phenyl-4H-1,2,4-triazol-3-yl)-4H-chromen-4-one | 847758-37-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 6-ethyl-7-hydroxy-3-(4-phenyl-4H-1,2,4-triazol-3-yl)-4H-chromen-4-one
• 英文别名: 7-hydroxy-3-(4-phenyl-4H-1,2,4-triazol-3-yl)-6-ethyl-4H-chromen-4-one；6-ethyl-7-hydroxy-3-(4-phenyl-4H-1,2,4-triazol-3-yl)chromone；6-ethyl-7-hydroxy-3-(4-phenyl-1,2,4-triazol-3-yl)chromen-4-one
• CAS: 847758-37-6
• 化学式: C₁₉H₁₅N₃O₃
• mdl: MFCD07313696
• 分子量: 333.346
• InChiKey: DZQCLIYZGUFBAI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.105
• 拓扑面积：
  77.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-ethyl-7-hydroxy-3-(4-phenyl-4H-1,2,4-triazol-3-yl)-4H-chromen-4-one 在 硫酸 、 sodium carbonate 、 potassium carbonate 、 溶剂黄146 、 N,N'-二异丙基碳二亚胺 作用下， 以 1,4-二氧六环 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.17h， 生成 4-(2-(6-ethyl-4-oxo-3-(4-phenyl-4H-1,2,4-triazol-3-yl)-4H-chromen-7-yloxy)acetamido)butanoic acid
  参考文献：
  名称：

  Amino-Acid and Dipeptide Derivatives of 2-(6-ethyl-4-oxo-3-(4-phenyl-4H-1,2,4-triazol-3-yl)-4H-chromen-7-yloxy)acetic Acid

  摘要：

  通过2-(6-乙基-4-氧-3-(4-苯基-4H-1,2,4-三唑-3-基)-4H-色烯-7-氧基)乙酸的N-羟基琥珀酰亚胺酯与氨基酸或二肽的盐进行缩合反应，制备了经三唑、氨基酸和二肽修饰的色酮。还通过氨基酸链的延长合成了二肽衍生物。

  DOI：

  10.1007/s10600-005-0199-3
• 作为产物：
  描述：

  1-(5-Ethyl-2,4-dihydroxyphenyl)-2-(4-phenyl-4h-1,2,4-triazol-3-yl)-ethanone 、 N,N-二甲基甲酰胺 在 五氯化磷 、 三氟化硼乙醚 作用下， 反应 0.5h， 以68%的产率得到6-ethyl-7-hydroxy-3-(4-phenyl-4H-1,2,4-triazol-3-yl)-4H-chromen-4-one
  参考文献：
  名称：

  3-(4-Phenyl-1,2,4-triazol-3-yl)chromones

  摘要：

  DOI：

  10.1007/s10593-006-0011-8

文献信息

• Recyclization of 7-hydroxy-3-(4-phenyl-1,2,4-triazol-3-yl)-chromones using binucleophiles
  作者：T. V. Shokol、V. A. Turov、V. V. Semeniuchenko、N. V. Krivokhizha、V. P. Khilya

  DOI：10.1007/s10593-006-0117-z

  日期：2006.4
• Highly efficient glucosylation of flavonoids
  作者：Volodymyr Semeniuchenko、Yana Garazd、Myroslav Garazd、Tetyana Shokol、Ulrich Groth、Volodymyr Khilya

  DOI：10.1007/s00706-009-0207-6

  日期：2009.12

  A highly efficient procedure for glucosylation of flavonoids by acetobromoglucose is described. Glucosylation is carried out in a two-phase system CHCl3/H2O over 96 h using tetrabutylammonium bromide as phase-transfer catalyst. A purification procedure can be performed without column chromatography, and the yields of the glucosylated flavonoids are mostly quantitative. Acetylated glucosides were deprotected with sodium methanolate to afford the desired glucosides of flavonoids.
• 2-[6-Alkyl-3-hetaryl-4-oxo-9,10-dihydro-4H,8H-chromeno-[8,7-e][1,3]oxazin-9-yl]acetic acids
  作者：N. V. Gorbulenko、T. M. Tkachuk、T. V. Shokol、V. V. Semeniuchenko、A. V. Turov、V. P. Khilya

  DOI：10.1007/s10593-007-0091-0

  日期：2007.5
• Synthesis of 9-azolyl-3-(4-phenyl-4h-1,2,4-triazol-3-yl)-4h,8h-pyrano-[2,3-f]chromene-4,8-diones
  作者：T. V. Shokol、O. A. Lozinskii、A. V. Turov、V. P. Khilya

  DOI：10.1007/s10593-009-0402-8

  日期：2009.9

  The reaction of 6-ethyl-8-formyl-7-hydroxy-3-(4-phenyl-4H-1,2,4-triazol-3-yl) chromone with 2-azolylacetonitriles gave 8-iminopyrano[ 2,3-f] chromen-4-ones, whose acid hydrolysis led to pyrano[2,3-f] chromene-4,8-diones containing azaheterocyclic substituents at C-3 and C-9.
• Amino-Acid and Dipeptide Derivatives of 2-(6-ethyl-4-oxo-3-(4-phenyl-4H-1,2,4-triazol-3-yl)-4H-chromen-7-yloxy)acetic Acid
  作者：T. V. Shokol、V. V. Semenyuchenko、S. V. Shilin、A. V. Turov、A. S. Ogorodniichuk、V. P. Khilya

  DOI：10.1007/s10600-005-0199-3

  日期：2005.9

  Chromones modified by triazole, amino acids, and dipeptides were prepared by condensation of the N-hydroxysuccinimide ester of 2-(6-ethyl-4-oxo-3-(4-phenyl-4H-1,2,4-triazol-3-yl)-4H-chromen-7-yloxy)acetic acid with salts of amino acids or dipeptides. The dipeptide derivatives were also synthesized by extending the chain of amino acids.

  通过2-(6-乙基-4-氧-3-(4-苯基-4H-1,2,4-三唑-3-基)-4H-色烯-7-氧基)乙酸的N-羟基琥珀酰亚胺酯与氨基酸或二肽的盐进行缩合反应，制备了经三唑、氨基酸和二肽修饰的色酮。还通过氨基酸链的延长合成了二肽衍生物。