2,3-二氢-5-(3,4-二甲氧基苄亚基)-2-硫代-4,6(1H,5H)-嘧啶二酮 | 60045-60-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2,3-二氢-5-(3,4-二甲氧基苄亚基)-2-硫代-4,6(1H,5H)-嘧啶二酮
• 英文名称: 5-(3,4-dimethoxybenzylidene)-2-thioxodihydro-4,6(1H,5H)-pyrimidinedione
• 英文别名: 5-(3,4-dimethoxybenzylidene)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione；5-(3,4-dimethoxybenzylidene)-2-thioxodihydropyrimidine-4,6-dione；5-(3,4-Dimethoxybenzylidene)-2-thiobarbituric acid；5-(3,4-dimethoxy-benzylidene)-2-thioxo-dihydro-pyrimidine-4,6-dione；2-Thio-5-veratrylidenebarbituric acid；5-[(3,4-dimethoxyphenyl)methylidene]-2-sulfanylidene-1,3-diazinane-4,6-dione
• CAS: 60045-60-5
• 化学式: C₁₃H₁₂N₂O₄S
• 分子量: 292.315
• InChiKey: RHNGPWBWGMSBFJ-UHFFFAOYSA-N

物化性质

• 熔点：
  288 °C (decomp)
• 密度：
  1.42±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 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：
  109
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 海关编码：
  2933599090

反应信息

• 作为反应物：
  描述：

  4,6-二羟基-2-巯基嘧啶 、 2,3-二氢-5-(3,4-二甲氧基苄亚基)-2-硫代-4,6(1H,5H)-嘧啶二酮 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 生成 9‐(3,4‐dimethoxyphenyl)‐5,13‐disulfanylidene-2‐oxa‐4,6,12,14‐tetraazatricyclo[8.4.0.0^3,8]tetradeca‐1(10),3(8)‐diene‐7,11‐dione
  参考文献：
  名称：

  Ahmed, Faiz; Rauf, Abdul; Sharif, Ahsan, Journal of the Chemical Society of Pakistan, 2018, vol. 40, # 4, p. 761 - 772

  摘要：

  DOI：
• 作为产物：
  描述：

  4,6-二羟基-2-巯基嘧啶 生成 2,3-二氢-5-(3,4-二甲氧基苄亚基)-2-硫代-4,6(1H,5H)-嘧啶二酮
  参考文献：
  名称：

  DYACHKOV A. I.; IVIN B. A.; SMORYGO N. A.; SOCHILIN E. G., ZH. ORGAN. XIMII , 1976, 12, HO 5, 1115-1122

  摘要：

  DOI：

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。
• Barbituric acid analogs as therapeutic agents
  申请人：——

  公开号：US20030229108A1

  公开（公告）日：2003-12-11

  This invention pertains to active barbituric acid analogs which inhibit HIF-1 activity (e.g., the interaction between HIF-1&agr; and p300) and thereby inhibit angiogenesis, tumorigensis, and proliferative conditions, such as cancer. The present invention also pertains to pharmaceutical compositions comprising such compounds, and the use of such compounds and compositions, both in vitro and in vivo, to inhibit HIF-1 activity, and to inhibit angiogensis, tumorigensis, and proliferative conditions, such as cancer.

  这项发明涉及活性巴比妥酸类似物，其抑制HIF-1活性（例如，HIF-1α与p300之间的相互作用），从而抑制血管生成、肿瘤发生和增生性疾病，如癌症。本发明还涉及包括这些化合物的药物组合物，以及在体外和体内使用这些化合物和组合物来抑制HIF-1活性，以及抑制血管生成、肿瘤发生和增生性疾病，如癌症。
• Discovery of (<i>Z</i>)-5-(4-Methoxybenzylidene)thiazolidine-2,4-dione, a Readily Available and Orally Active Glitazone for the Treatment of Concanavalin A-Induced Acute Liver Injury of BALB/c Mice
  作者：Youfu Luo、Liang Ma、Hao Zheng、Lijuan Chen、Rui Li、Chunmei He、Shengyong Yang、Xia Ye、Zhizhi Chen、Zicheng Li、Yan Gao、Jing Han、Gu He、Li Yang、Yuquan Wei

  DOI：10.1021/jm901183d

  日期：2010.1.14

  that oral administration of 2g, 2h, 4f, or 6h decreases, most significantly for 4f, the serum levels of alanine aminotransaminase (ALT) and asparate aminotransaminase (AST) in ConA-induced acute livery injury BALB/c mice. Histopathological evaluation liver sections confirmed 4f as a potent, orally active compound for hepatoprotective effects against ConA-induced acute liver injury in BALB/c mice.

  大量证据表明，单核细胞/巨噬细胞浸润与多种炎性疾病有关，包括急性肝损伤。单核细胞趋化蛋白1（MCP-1）在巨噬细胞募集过程中起着至关重要的作用。我们在此提出了一种小分子文库和一种可行的快速筛选方法，用于评估抑制MCP-1刺激的RAW264.7细胞趋化性的能力。合成和筛选了53个小分子，四种化合物（2g，2h，4f和6h）显示出抑制作用，IC 50值范围为0.72至20.47μM，使用化合物4f是最有效的。进一步的体内研究表明，口服2g，2h，4f或6h可降低ConA诱导的急性肝损伤BALB / c小鼠的丙氨酸氨基转氨酶（ALT）和天冬酰胺转氨酶（AST）的血清水平，尤其是在4f时。组织病理学评估肝脏切片证实4f是一种有效的口服活性化合物，具有抗ConA诱导的BALB / c小鼠急性肝损伤的肝保护作用。
• A study on the physical properties of low melting mixtures and their use as catalysts/solvent in the synthesis of barbiturates
  作者：Letcy Vincent Theresa、Govindan Avudaiappan、Machingal Shaibuna、Kottayil Hiba、Krishnapillai Sreekumar

  DOI：10.1002/jhet.4315

  日期：2021.9

  In recent years, deep eutectic solvents have become attractive due to their interesting characteristics such as, physicochemical properties, low cost of components, easiness to prepare, low toxicity, bio-renewability, and biodegradability. In order to make the deep eutectic mixture more cost-effective and renewable, carbohydrate derivatives were linked with deep eutectic mixtures, since, carbohydrates

  近年来，深共熔溶剂由于其物理化学性质、组分成本低、易于制备、低毒性、生物可再生和生物降解性等有趣特性而变得有吸引力。为了使深共晶混合物更具成本效益和可再生性，碳水化合物衍生物与深共晶混合物相关联，因为碳水化合物是地球上最重要和分布最广的可再生化合物。在这项工作中，我们使用由碳水化合物组成的低熔点混合物来创建有机转化的反应介质。对混合物的密度、粘度、酸度、折射率、表面张力、溶解度、玻璃化转变温度、热稳定性、溶剂极性和毒性等物理性质进行了研究。低熔点混合物被用作反应介质和催化剂以有效合成巴比妥酸盐。醛类与巴比妥酸/硫代巴比妥酸之间的反应，以及醛类、巴比妥酸/硫代巴比妥酸和丙二腈/二甲酮之间的反应均以良好到极好的收率进行。还确定了催化剂/溶剂的可回收性。
• 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。