5-benzoyl-1,3-dimethylpyrimidine-2,4,6-trione | 23069-90-1

• 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-benzoyl-1,3-dimethylpyrimidine-2,4,6-trione
• 英文别名: 5-Formyl-1-methyl-barbitursaeure；1-methyl-2,4,6-trioxo-hexahydro-pyrimidine-5-carbaldehyde；1-Methyl-5-formylbarbituric acid；1-methyl-2,4,6-trioxo-1,3-diazinane-5-carbaldehyde
• CAS: 23069-90-1
• 化学式: C₆H₆N₂O₄
• 分子量: 170.125
• InChiKey: SOWFYVCOZPSTFM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  83.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-甲基巴比妥酸 、 ethyl orthoformate 在 乙醇 作用下， 反应 1.5h， 以yielded 75% of 1-methyl-5-formylbarbituric acid (2), (mp 197-199° C.) (decomposed)的产率得到5-benzoyl-1,3-dimethylpyrimidine-2,4,6-trione
  参考文献：
  名称：

  Novel amino carboxy alkyl derivatives of barbituric acid

  摘要：

  本发明涉及一种具有治疗活性的巴比妥酸的新型氨基、羧基、烷基衍生物，其化学式为(I)，其中R1、R2、R3或R4中至少有一个包含一个NH2基团，而R1、R2、R3或R4中至少有一个包含一个COOH基团。本发明还提供了一种制备化合物(I)的方法，以及包含该化合物的制药组合物。这些新型化合物作为代谢型谷氨酸受体调节剂，因此在治疗与代谢型谷氨酸受体系统相关的中枢神经系统疾病方面具有用途。

  公开号：

  US20030199533A1

文献信息

• Synthesis and antifungal activity of substituted 2,4,6-pyrimidinetrione carbaldehyde hydrazones
  作者：Donna M. Neumann、Amy Cammarata、Gregory Backes、Glen E. Palmer、Branko S. Jursic

  DOI：10.1016/j.bmc.2013.12.010

  日期：2014.1

  Opportunistic fungal infections caused by the Candida spp. are the most common human fungal infections, often resulting in severe systemic infections-a significant cause of morbidity and mortality in at-risk populations. Azole antifungals remain the mainstay of antifungal treatment for candidiasis, however development of clinical resistance to azoles by Candida spp. limits the drugs' efficacy and highlights the need for discovery of novel therapeutics. Recently, it has been reported that simple hydrazone derivatives have the capability to potentiate antifungal activities in vitro. Similarly, pyrimidinetrione analogs have long been explored by medicinal chemists as potential therapeutics, with more recent focus being on the potential for pyrimidinetrione antimicrobial activity. In this work, we present the synthesis of a class of novel hydrazone-pyrimidinetrione analogs using novel synthetic procedures. In addition, structure-activity relationship studies focusing on fungal growth inhibition were also performed against two clinically significant fungal pathogens. A number of derivatives, including phenylhydrazones of 5-acylpyrimidinetrione exhibited potent growth inhibition at or below 10 mu M with minimal mammalian cell toxicity. In addition, in vitro studies aimed at defining the mechanism of action of the most active analogs provide preliminary evidence that these compound decrease energy production and fungal cell respiration, making this class of analogs promising novel therapies, as they target pathways not targeted by currently available antifungals. (C) 2013 Elsevier Ltd. All rights reserved.
• NOVEL AMINO CARBOXY ALKYL DERIVATIVES OF BARBITURIC ACID
  申请人：Curry, Kenneth

  公开号：EP1276727A1

  公开（公告）日：2003-01-22
• [EN] NOVEL AMINO CARBOXY ALKYL DERIVATIVES OF BARBITURIC ACID<br/>[FR] NOUVEAUX DERIVES AMINO CARBOXY ALKYLE D'ACIDE BARBITURIQUE
  申请人：CURRY KENNETH

  公开号：WO2001079185A1

  公开（公告）日：2001-10-25

  The present invention relates to therapeutically active novel amino, carboxy, alkyl derivatives of barbituric acid of Formula (I), wherein at least one of R1, R2, R3 or R4 comprises an NH2 moiety and at least one of R1, R2, R3 or R4 comprises one COOH moiety. Also provided is a method of preparing compounds of formula (I), and pharmaceutical compositions comprising the compounds. The novel compounds act as modulators of metabotropic glutamate receptors and, as such, are useful in treating diseases of the central nervous system related to the metabotropic glutamate receptor system.