6-p-methoxyphenylhexahydropyrimidine-2,4-dione | 177211-32-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 6-p-methoxyphenylhexahydropyrimidine-2,4-dione
• 英文别名: dihydro-6-(4’-methoxyphenyl)pyrimidine-2,4(1H,3H)-dione；5,6-dihydro-6-(4-methoxyphenyl)pyrimidine-2,4(1H,3H)-dione；6-(4-methoxy-phenyl)-dihydro-pyrimidine-2,4-dione；6-(4-Methoxy-phenyl)-dihydro-pyrimidin-2,4-dion；6-(4-methoxyphenyl)-5,6-dihydropyrimidine-2,4-dione；6-(4-methoxyphenyl)-1,3-diazinane-2,4-dione
• CAS: 177211-32-4
• 化学式: C₁₁H₁₂N₂O₃
• 分子量: 220.228
• InChiKey: YZIJTFAIUHGHJX-UHFFFAOYSA-N

物化性质

• 密度：
  1.225±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  67.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-p-methoxyphenylhexahydropyrimidine-2,4-dione 在 吡啶 、 溴 作用下， 生成 6-(3-bromo-4-methoxy-phenyl)-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  Researches on Pyrimidines. CXLIX. The Synthesis of Aryl Substituted Dihydrouracils and their Conversion to Uracil Derivatives¹

  摘要：

  DOI：

  10.1021/ja01293a033
• 作为产物：
  描述：

  3-氨基-3-(4-甲氧基苯基)丙酸 在 乙酸酐 作用下， 生成 6-p-methoxyphenylhexahydropyrimidine-2,4-dione
  参考文献：
  名称：

  Researches on Pyrimidines. CXLIX. The Synthesis of Aryl Substituted Dihydrouracils and their Conversion to Uracil Derivatives¹

  摘要：

  DOI：

  10.1021/ja01293a033

文献信息

• A Different Role of Meldrum's Acid in the Biginelli Reaction
  作者：Jan Svĕtlík、Lucia Veizerová

  DOI：10.1002/hlca.201000193

  日期：2011.2

  A Biginelli‐type condensation using Meldrum's acid has been accomplished in refluxing AcOH to give 6‐substituted dihydropyrimidine‐2,4‐(1H,3H)‐diones. In contrast to other aldehydes, the three‐component reaction with salicylaldehyde led to an oxygen‐bridged pyridine. A reaction mechanism is proposed.

  使用Meldrum酸进行的Biginelli型缩合反应已在回流的AcOH中完成，得到了6个取代的二氢嘧啶-2,4-（1 H，3 H）-二酮。与其他醛相反，与水杨醛的三组分反应导致氧桥联吡啶。提出了一种反应机理。
• Synthesis and Characterization of Dihydrouracil Analogs Utilizing Biginelli Hybrids
  作者：Syed Nasir Abbas Bukhari、Hasan Ejaz、Mervat A. Elsherif、Nenad Janković

  DOI：10.3390/molecules27092939

  日期：——

  Dihydrouracil presents a crucial intermediate in the catabolism of uracil. The vital importance of uracil and its nucleoside, uridine, encourages scientists to synthesize novel dihydrouracils. In this paper, we present an innovative, fast, and effective method for the synthesis of dihydrouracils. Hence, under mild conditions, 3-chloroperbenzoic acid was used to cleave the carbon–sulfur bond of the Biginelli hybrids 5,6-dihydropyrimidin-4(3H)-ones. This approach led to thirteen novel dihydrouracils synthesized in moderate-to-high yields (32–99%).

  二氢尿嘧啶是尿嘧啶分解代谢中的关键中间体。尿嘧啶及其核苷酸尿苷的重要性促使科学家合成新型二氢尿嘧啶。本文介绍了一种创新、快速、有效的二氢尿嘧啶合成方法。在温和条件下，使用3-氯过氧化苯甲酸断裂Biginelli杂化物5,6-二氢嘧啶-4(3H)-酮的碳硫键。这种方法导致合成了十三种新型二氢尿嘧啶，收率中等至高（32-99%）。
• Synthesis and antitumor activity of the 6-p-alkoxyphenyl derivatives of hexahydropyrimidine-2,4-diones
  作者：L. V. Azaryan、S. A. Avetisyan、N. S. Buyukyan、A. A. Chachoyan、B. T. Garibdzhanyan

  DOI：10.1007/bf02464114

  日期：1997.6
• [EN] DIHYDROURACIL COMPOUNDS AS ANTI-ICTOGENIC OR ANTI-EPILEPTOGENIC AGENTS<br/>[FR] COMPOSES DE DIHYDRO-URACILE UTILISES COMME AGENTS ANTI-ICTOGENES OU ANTI-EPILEPTOGENES
  申请人：UNIV KINGSTON

  公开号：WO2004009559A2

  公开（公告）日：2004-01-29

  Methods and compounds useful for the inhibition of convulsive disorders, including epilepsy, are disclosed. The methods and compounds of the invention inhibit or prevent or treat ictogenesis, epileptogenesis, or epileptogenesis-associated conditions. Methods for preparing the compounds of the invention are also described. Particularly preferred compounds of the invention include Formula 1 as described herein.
• Researches on Pyrimidines. CXLIX. The Synthesis of Aryl Substituted Dihydrouracils and their Conversion to Uracil Derivatives¹
  作者：Treat B. Johnson、John E. Livak

  DOI：10.1021/ja01293a033

  日期：1936.2