5-amino-1,3-dimethyl-pyrimidine-2,4,6-(1H,3H,5H)-trione | 30066-93-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 5-amino-1,3-dimethyl-pyrimidine-2,4,6-(1H,3H,5H)-trione
• 英文别名: 1,3-dimethyl-5-aminopyrimidin-2,4,6(1H,3H,5H)trione；5-amino-1,3-dimethylbarbituric acid；5-amino-1,3-dimethyl-pyrimidine-2,4,6-trione；5-amino-1,3-dimethyl-barbituric acid；5-Amino-1,3-dimethyl-barbitursaeure；1,3-Dimethyl-uramil；5-Amino-1,3-dimethyl-1,3-diazinane-2,4,6-trione
• CAS: 30066-93-4
• 化学式: C₆H₉N₃O₃
• 分子量: 171.156
• InChiKey: COUUESOYZDECCM-UHFFFAOYSA-N

物化性质

• 熔点：
  300 °C (decomp)
• 沸点：
  270.2±50.0 °C(Predicted)
• 密度：
  1.362±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.6
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  83.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-amino-1,3-dimethyl-pyrimidine-2,4,6-(1H,3H,5H)-trione 在 盐酸 作用下， 以 水 为溶剂， 反应 3.0h， 以32%的产率得到3-methyl-2,4-oxazolidinedione
  参考文献：
  名称：

  5,5’-Bipyridyl-2,4,6,2’,4’,6’-hexaone Derivatives (Hydurilic Acids): Syntheses, Mechanism of C-C-Bond Formation and Properties of the Dimeric Barbituric Acid Derivatives

  摘要：

  A series of hydurilic acid derivatives (5,5'-bipyrimidinyl-2,4,6,2',4',6'-hexaones) including several new derivatives was synthesized from 5,6-diaminouracils. Mechanisms for their formation are proposed and discussed. Furthermore, a new method for the preparation of pyrimidine-2,4,5,6-tetraone-5-oxime derivatives (violuric acids) was found starting from 5-amino-6-nitrosouracils.

  DOI：

  10.3987/com-08-s(d)37
• 作为产物：
  描述：

  amalic acid 在 sodium amalgam 、 氨 、 溶剂黄146 作用下， 生成 5-amino-1,3-dimethyl-pyrimidine-2,4,6-(1H,3H,5H)-trione
  参考文献：
  名称：

  Biltz; Damm, Chemische Berichte, 1913, vol. 46, p. 3672

  摘要：

  DOI：

文献信息

• High-Performance Liquid Chromatographic Analysis of Amino Acids in Ackee Fruit with Emphasis on the Toxic Amino Acid Hypoglycin A
  作者：K. D. Golden、O. J. Williams、Y. Bailey-Shaw

  DOI：10.1093/chromsci/40.8.441

  日期：2002.9.1

  High-performance liquid chromatography is used to determine the amino acid content of ripe and unripe ackee fruit. Specific emphasis is placed on the level of the toxic amino acid hypoglycin A (hyp-A) in the unripe and ripe ackee fruit and seed. Unripe samples are found to contain significantly higher quantities (P < 0.05) of hyp-A when compared with ripe samples. Uncooked unripe fruit is found to contain 124.4 ± 6.7 mg/100 g fresh weight and uncooked ripe fruit 6.4 ± 1.1 mg/100 g fresh weight. The seed of the uncooked unripe fruit is found to contain 142.8 ± 8.8 mg/100 g fresh weight, and the seed of uncooked ripe fruit has 106.0 ± 5.4 mg/100 g fresh weight. Boiling fruit in water for approximately 30 min is efficient in removing hyp-A from the edible arilli; however, low levels of 0.54 ± 0.15 mg/200 mL are detected in the water that was used to cook the ripe fruit. The average %recovery of the amino acids was 80.34%.

  高效液相色谱用于测定成熟和未成熟的阿基果中的氨基酸含量。特别强调未成熟和成熟阿基果及种子中有毒氨基酸氢糖酸A（hyp-A）的水平。与成熟样本相比，未成熟样本中发现的hyp-A含量显著更高（P < 0.05）。未熟阿基果在未烹煮状态下的含量为124.4 ± 6.7 mg/100 g鲜重，而成熟阿基果则为6.4 ± 1.1 mg/100 g鲜重。未成熟阿基果的种子含有142.8 ± 8.8 mg/100 g鲜重，而成熟阿基果的种子为106.0 ± 5.4 mg/100 g鲜重。将水果在水中煮约30分钟能有效去除可食用的果肉中的hyp-A；然而，在煮熟成熟水果的水中仍检测到低水平的0.54 ± 0.15 mg/200 mL。氨基酸的平均回收率为80.34%。
• Synthesis and evaluation of biological and antitumor activities of 5,7-dimethyl- oxazolo[5,4-<i>d</i>]pyrimidine-4,6(5<i>H</i>,7<i>H</i>)-dione derivatives as novel inhibitors of FGFR1
  作者：Faqing Ye、Yuewu Wang、Siyun Nian、Yu Wang、Di Chen、Shufang Yu、Sicen Wang

  DOI：10.3109/14756366.2014.1002401

  日期：2015.11.2

  A series of 5,7-dimethyl-oxazolo[5,4-d]pyrimidine-4,6(5H,7H)-dione derivatives, N5a-5l, was designed, synthesized and evaluated for their FGFR1-inhibition ability as well as cytotoxicity against three cancer cell lines (H460, B16F10 and A549) in vitro. Several compounds displayed good-to-excellent potency against these cancer cell lines compared to SU5402. Structure-activity relationship analyses indicated

  设计，合成了一系列5,7-二甲基-恶唑并[5,4-d]嘧啶-4,6（5H，7H）-二酮衍生物N5a-5l，并评估了它们对FGFR1的抑制能力以及对三种癌细胞（H460，B16F10和A549）的体外细胞毒性。与SU5402相比，几种化合物对这些癌细胞系表现出了良好至卓越的效力。结构-活性关系分析表明，具有刚性结构且在母体环的侧链上具有更多杂原子的化合物比没有这些取代的化合物更有效。化合物N5g（在1.0μM时抑制37.4％FGFR1）被确定具有最强的抗肿瘤活性，对H460，B16F10和A549细胞系的IC50值分别为5.472、4.260和5.837μM。总之，我们的结果表明，5,7-二甲基-恶唑并[5,4-d]嘧啶-4，
• 一种作用于FGF受体的4,6-二甲基-噁唑并 [5,4-d]嘧啶-5,7（4H,6H）-二酮衍生物
  申请人：温州医科大学

  公开号：CN103880861B

  公开（公告）日：2016-02-03

  本发明公开了一种作用于FGF受体的4,6-二甲基-噁唑并[5,4-d]嘧啶-5,7(4H,6H)-二酮衍生物，本发明以1，3-二甲基嘧啶-2，4，6(1H，3H，5H)-三酮为起始原料，用NaNO2进行亚硝化，然后用Na2S2O4还原，再与芳香醛进行Schiff碱反应，最后用SOCl2环合得目标化合物。本发明的4,6-二甲基-噁唑并[5,4-d]嘧啶-5,7(4H,6H)-二酮衍生物对实验用细胞有一定抑制作用，表现出一定的抗肿瘤活性。对于H460细胞，化合物N5a、N5g和N5k的IC50值均小于阳性对照药；对于B16F10细胞，化合物N5f、N5h、N5i和N5k的IC50值小于阳性对照药；对于A549细胞，阳性对照的IC50值偏高，化合物N5f、N5g、N5h和N5l的IC50值均小于该阳性对照药。
• Coupling-to-diazonium role-convert strategy for 1,3-dimethylbarbituric acid-based dyes and configurational confirmation via NMR/UV–vis spectra
  作者：Hui Ma、Xiaolei Zhao、Suqiong Yan、Hongjin Wang、Gui Yin、Wei Huang

  DOI：10.1016/j.dyepig.2022.110726

  日期：2022.11

  three ortho-carbonyl groups could serve as the protonated sites for active protons. The configurational confirmation depends on the precise location of heterocyclic hydroxyl groups, which could be deduced by comparing the alterations of two characteristic methyl single peaks in diMeBA moiety in the 1H NMR spectra before and after deprotonation. Our results reveal that three bi-heterocyclic dyes adopt

  5-Amino-1,3-dimethlyBArbituric acid (5-amino-diMeBA) 是由 1,3-dimethlyBArbituric acid (diMeBA) 通过官能团转化策略制备的，首先作为重氮组分生产杂环染料。扩大该领域现有的研究对象。成功实现了从通用偶联组分diMeBA到相应的重氮单元5-amnio-diMeBA的角色转换合成，并产生了三种吡唑啉酮/吡啶酮偶联的双杂环染料。它们有多种可能的偶氮/腙互变异构体，因为三个邻位-羰基可以作为活性质子的质子化位点。构型确认取决于杂环羟基的精确位置，这可以通过比较去质子化前后的1 H NMR 光谱中 diMeBA 部分中两个特征甲基单峰的变化来推断。我们的研究结果表明，三种双杂环染料分别采用吡唑啉酮与 4-OH-diMeBA 中的单腙形式和 diMeBA 与 6-OH-吡啶酮中的单腙形式。已经进行了进一步的紫外-可见
• Electrolyte and electrochemical device
  申请人：NINGDE AMPEREX TECHNOLOGY LIMITED

  公开号：US11031630B2

  公开（公告）日：2021-06-08

  The present application provides an electrolyte and an electrochemical device. The electrolyte according to the present application comprises a carboxylate, a barbituric acid compound and a nitrile compound. Adding a barbituric acid compound and a nitrile compound of particular structure to an electrolyte containing a carboxylate solvent can significantly improve the rate performance of an electrochemical device, and mitigate capacity loss after storage at room temperature, and cycle fading and gas generation at high-temperature of the electrochemical device.

  本申请提供了一种电解质和一种电化学装置。根据本申请，电解液由羧酸盐、巴比妥酸化合物和腈化合物组成。在含有羧酸盐溶剂的电解液中添加具有特定结构的巴比妥酸化合物和腈化合物，可显著提高电化学装置的速率性能，并可减轻电化学装置在室温储存后的容量损失以及高温下的循环衰减和气体生成。