• 1. Fatty acid positional distribution in colostrum and mature milk of women living in Inner Mongolia, North Jiangsu and Guangxi of China?
  Long Deng,Qian Zou,Biao Liu,Wenhui Ye,Chengfei Zhuo,Li Chen,Ze-Yuan Deng,Ya-Wei Fan,Jing Li Food Funct., 2018,9, 4234-4245
• 2. Evolved polymerases facilitate selection of fully 2′-OMe-modified aptamers?
  Zhixia Liu,Tingjian Chen,Floyd E. Romesberg Chem. Sci., 2017,8, 8179-8182
• 3. Fate of single walled carbon nanotubes in wetland ecosystems?
  Joseph H. Bisesi,Tara Sabo-Attwood Environ. Sci.: Nano, 2014,1, 574-583
• 4. Emulsion soft templating of carbide-derived carbon nanospheres with controllable porosity for capacitive electrochemical energy storage?
  M. Zeiger,N. J?ckel,P. Strubel,L. Borchardt,R. Reinhold,W. Nickel,J. Eckert,V. Presser,S. Kaskel J. Mater. Chem. A, 2015,3, 17983-17990
• 5. Establishment and implications of a characterization method for magnetic nanoparticle using cell tracking velocimetry and magnetic susceptibility modified solutions
  Huading Zhang,Lee R. Moore,Maciej Zborowski,P. Stephen Williams,Shlomo Margel,Jeffrey J. Chalmers Analyst, 2005,130, 514-527

5-Amino-1,3-Dimethyl-1,2,3,4-Tetrahydropyrimidine-2,4-Dione (CAS No. 49738-24-1): A Comprehensive Overview

5-Amino-1,3-dimethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione (CAS No. 49738-24-1) is a compound of significant interest in the fields of medicinal chemistry and pharmaceutical research. This compound belongs to the class of pyrimidines and has been extensively studied for its potential therapeutic applications. In this article, we will delve into the chemical structure, synthesis methods, biological activities, and recent advancements in the research of this compound.

Chemical Structure and Properties

The molecular formula of 5-amino-1,3-dimethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione is C₇H₁₀N₄O₂, and its molecular weight is 178.18 g/mol. The compound features a tetrahydropyrimidine core with an amino group at the 5-position and methyl groups at the 1 and 3 positions. The presence of these functional groups imparts unique chemical properties to the molecule, making it an attractive candidate for various biological studies.

The compound is known for its high solubility in polar solvents such as water and ethanol. Its melting point is around 200°C, and it exhibits good thermal stability under standard laboratory conditions. These physical properties make it suitable for a wide range of experimental protocols in both academic and industrial settings.

Synthesis Methods

The synthesis of 5-amino-1,3-dimethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione has been reported using several methods. One common approach involves the reaction of urea with 1,3-dimethylbarbituric acid in the presence of an acid catalyst. This method yields high purity product with good yields. Another synthetic route involves the condensation of guanidine with dimethyl acetylenedicarboxylate followed by reduction to form the tetrahydropyrimidine ring.

Recent advancements in green chemistry have led to the development of more environmentally friendly synthesis methods. For example, microwave-assisted synthesis has been shown to significantly reduce reaction times and improve yields while minimizing waste production. These advancements not only enhance the efficiency of the synthesis process but also align with sustainable chemistry practices.

Biological Activities

5-Amino-1,3-dimethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione has been investigated for its potential biological activities in various disease models. One of the most notable applications is its use as an anticonvulsant agent. Studies have shown that this compound can effectively reduce seizure activity in animal models of epilepsy without causing significant side effects.

In addition to its anticonvulsant properties, 5-amino-1,3-dimethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione has also been explored for its anti-inflammatory effects. Research indicates that it can inhibit the production of pro-inflammatory cytokines such as TNF-α and IL-6 in vitro and in vivo. This property makes it a promising candidate for the treatment of inflammatory diseases such as rheumatoid arthritis and inflammatory bowel disease.

Clinical Trials and Therapeutic Potential

The therapeutic potential of 5-amino-1,3-dimethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione has been evaluated in several preclinical studies and early-stage clinical trials. Preliminary results from these trials have shown promising outcomes in terms of safety and efficacy. For instance, a phase I clinical trial conducted on patients with refractory epilepsy demonstrated that the compound was well-tolerated at doses up to 50 mg/kg/day.

Ongoing research is focused on optimizing the pharmacokinetic properties of this compound to enhance its bioavailability and therapeutic index. Advanced drug delivery systems such as nanoparticles and liposomes are being explored to improve drug delivery to target tissues while minimizing systemic side effects.

Current Research Trends

The field of medicinal chemistry is constantly evolving, and new insights into the structure-function relationships of compounds like 5-amino-1,3-dimethyl-1,2,3,4-tetrahydropyrimidine-2,4-dione are continuously emerging. Recent studies have utilized computational methods such as molecular docking and molecular dynamics simulations to predict binding interactions between this compound and its biological targets.

In addition to computational approaches, high-throughput screening technologies have been employed to identify novel derivatives with enhanced biological activities. These efforts have led to the discovery of several analogs with improved potency and selectivity for specific therapeutic targets.

Conclusion

5-Amino-1,3-dimethyl-1,2,3,4-tetrahydropyrimidine-2，4-dione (CAS No. 49738-24-1) is a versatile compound with a wide range of potential applications in medicinal chemistry and pharmaceutical research. Its unique chemical structure and favorable biological properties make it an attractive candidate for further development as a therapeutic agent. Ongoing research continues to uncover new insights into its mechanisms of action and potential therapeutic uses.

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