5-(3-ethoxy-4-hydroxybenzylidene)pyrimidine-2,4,6(1H,3H,5H)-trione | 258347-65-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 5-(3-ethoxy-4-hydroxybenzylidene)pyrimidine-2,4,6(1H,3H,5H)-trione
• 英文别名: 5-(3-ethoxy-4-hydroxy-benzylidene)-barbituric acid；5-(3-Aethoxy-4-hydroxy-benzyliden)-barbitursaeure；PX075244；5-[(3-Ethoxy-4-hydroxyphenyl)methylidene]-1,3-diazinane-2,4,6-trione
• CAS: 258347-65-8
• 化学式: C₁₃H₁₂N₂O₅
• mdl: MFCD00117957
• 分子量: 276.249
• InChiKey: ISNXKBGOWQINKA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  105
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  creatinine 、 5-(3-ethoxy-4-hydroxybenzylidene)pyrimidine-2,4,6(1H,3H,5H)-trione 在 sodium acetate 、 溶剂黄146 作用下， 反应 3.0h， 以62.4%的产率得到(Z)-5-(3-ethoxy-4-hydroxybenzylidene)-2-imino-1-methylimidazolidin-4-one
  参考文献：
  名称：

  피부미백, 항산화 및 ＰＰＡＲ 활성을 갖는 신규 화합물 및 이의 의학적 용도

  摘要：

  本发明涉及具有皮肤美白、抗氧化和PPAR活性的新化合物及其医学用途，根据本发明的化合物具有抑制酪氨酸酶的皮肤美白活性，因此可用于皮肤美白药物组合物或化妆品中，具有抗氧化活性，因此可用于预防或治疗皮肤老化等，另外，由于具有PPAR活性，特别是具有PPARα和PPARγ活性，因此可用作预防和治疗肥胖、代谢性疾病或心血管疾病的药物组合物或保健食品。

  公开号：

  KR101677122B1
• 作为产物：
  描述：

  乙基香兰素 、 4-氨基-2,6-二羟基嘧啶 在 iron(III) chloride hexahydrate 、 水 作用下， 反应 0.67h， 以87%的产率得到5-(3-ethoxy-4-hydroxybenzylidene)pyrimidine-2,4,6(1H,3H,5H)-trione
  参考文献：
  名称：

  Reaction of 6-aminouracils with aldehydes in water as both solvent and reactant under FeCl₃·6H₂O catalysis: towards 5-alkyl/arylidenebarbituric acids

  摘要：

  5-烷基/芳基亚甲基巴比妥酸通过FeCl₃·6H₂O催化的6-氨基尿嘧啶、水和醛的多米诺反应高效合成，其中水既充当溶剂又作为反应物，在温和条件下进行。

  DOI：

  10.1039/c4ra03413a

文献信息

• NOVEL COMPOUND HAVING SKIN-WHITENING, ANTI-OXIDIZING AND PPAR ACTIVITIES AND MEDICAL USE THEREFOR
  申请人：Chung Hae Young

  公开号：US20140023603A1

  公开（公告）日：2014-01-23

  Provided are a novel compound having skin-whitening, anti-oxidizing and PPAR activities and a medical use thereof, and the compound has skin-whitening activities for the suppression of tyrosinase, and accordingly, is useful for use in skin-whitening pharmaceutical composition or cosmetic products; has anti-oxidant activities, and accordingly, is useful for the prevention and treatment of skin-aging; and has PPAR activities, and in particular, PPARα and PPARγ activities, and accordingly, is useful for use in pharmaceutical compositions or health foods which are effective for the prevention and treatment of obesity, metabolic disease, or cardiovascular disease.

  提供了一种具有美白皮肤、抗氧化和PPAR活性的新化合物及其医疗用途，该化合物具有美白皮肤的活性，可抑制酪氨酸酶，因此适用于用于美白皮肤的药物组合物或化妆品；具有抗氧化活性，因此适用于预防和治疗皮肤老化；具有PPAR活性，特别是PPARα和PPARγ活性，因此适用于用于预防和治疗肥胖、代谢性疾病或心血管疾病的药物组合物或保健食品。
• 발모촉진용 조성물
  申请人：Pusan National University Industry-University Cooperation Foundation 부산대학교 산학협력단(220040044843) BRN ▼621-82-06530

  公开号：KR101732929B1

  公开（公告）日：2017-05-11

  본 발명은 신규한 바비투르산(Barbiturate) 및 싸이오바비투르산(thiobarbiturate) 유도체 및 이를 이용한 발모촉진용 조성물에 관한 것으로, 상기 바비투르산(Barbiturate) 및 싸이오바비투르산(thiobarbiturate) 유도체들은 동물모델에서 모발성장을 촉진할 뿐 아니라, Wnt/β-카테닌과 모발성장인자의 신호전달 조절을 촉진시키고 세포 사멸기전을 억제함으로써 모발의 생장을 촉진하여 우수한 발모 효과를 나타냄에 따라, 본 발명의 바비투르산(Barbiturate) 및 싸이오바비투르산(thiobarbiturate) 유도체는 발모촉진용 조성물로 사용될 수 있다.

  本发明涉及一种新的巴比妥酸（Barbiturate）和硫代巴比妥酸（thiobarbiturate）衍生物以及它们用于促进头发生长的组合物，所述的巴比妥酸（Barbiturate）和硫代巴比妥酸（thiobarbiturate）衍生物不仅可以促进动物模型中的毛发生长，还可以通过促进Wnt/β-连环蛋白和毛发生长因子的信号传导调节，抑制细胞凋亡机制，从而促进头发生长，显示出优异的促发效果，因此，本发明的巴比妥酸（Barbiturate）和硫代巴比妥酸（thiobarbiturate）衍生物可用作促进头发生长的组合物。
• NOVEL COMPOUND HAVING SKIN-WHITENING, ANTI-OXIDIZING AND PPAR ACTIVITIES AND MEDICAL USE THEREOF
  申请人：Pusan National University Industry-University Cooperation Foundation

  公开号：US20160102065A1

  公开（公告）日：2016-04-14

  Provided are a novel compound having skin-whitening, anti-oxidizing and PPAR activities and a medical use thereof, and the compound has skin-whitening activities for the suppression of tyrosinase, and accordingly, is useful for use in skin-whitening pharmaceutical composition or cosmetic products; has anti-oxidant activities, and accordingly, is useful for the prevention and treatment of skin-aging; and has PPAR activities, and in particular, PPARα and PPARγ activities, and accordingly, is useful for use in pharmaceutical compositions or health foods which are effective for the prevention and treatment of obesity, metabolic disease, or cardiovascular disease.

  提供了一种具有美白、抗氧化和PPAR活性的新化合物及其医疗用途。该化合物具有抑制酪氨酸酶的美白活性，因此可用于美白药物组合物或化妆品产品；具有抗氧化活性，因此可用于预防和治疗皮肤老化；具有PPAR活性，特别是PPARα和PPARγ活性，因此可用于有效预防和治疗肥胖症、代谢疾病或心血管疾病的药物组合物或保健食品。
• Barbituric acid in the synthesis of fused 1,7-phenanthroline derivatives
  作者：N. G. Kozlov、A. B. Tereshko

  DOI：10.1134/s1070428014070124

  日期：2014.7
• Reaction of hexahydropyirimidine-2,4,6-trione with naphthalen-2-amine and benzaldehydes
  作者：N. G. Kozlov、L. I. Basalaeva

  DOI：10.1134/s1070428007030190

  日期：2007.3

  Previously unknown 12-aryl-7,8,9,10,11,12-hexahydrobenzoV]pyrimido[4.5-blquinoline-9,11-diones were synthesized by three-component condensation of naphthalen-2-amine with substituted benzaldehydes and barbituric acid through intermediate 5-benzylidenebarbituric acids.