Cas no 1528580-99-5 (5-bromo-2-ethyl-3,4-dihydropyrimidin-4-one)

5-Bromo-2-ethyl-3,4-dihydropyrimidin-4-one is a brominated dihydropyrimidinone derivative with potential applications in pharmaceutical and agrochemical research. Its structure features a reactive bromine substituent at the 5-position, enabling further functionalization via cross-coupling or nucleophilic substitution reactions. The ethyl group at the 2-position enhances lipophilicity, which may influence bioavailability in drug development. This compound serves as a versatile intermediate in the synthesis of heterocyclic frameworks, particularly for pyrimidine-based scaffolds. Its stability under standard conditions and well-defined reactivity profile make it a practical choice for exploratory synthesis in medicinal chemistry and material science applications.
5-bromo-2-ethyl-3,4-dihydropyrimidin-4-one structure
1528580-99-5 structure
Product Name:5-bromo-2-ethyl-3,4-dihydropyrimidin-4-one
CAS No:1528580-99-5
MF:C6H7BrN2O
MW:203.036580324173
CID:4604231
PubChem ID:54556481
Update Time:2025-06-09

5-bromo-2-ethyl-3,4-dihydropyrimidin-4-one Chemical and Physical Properties

Names and Identifiers

    • 5-bromo-2-ethyl-3,4-dihydropyrimidin-4-one
    • 5-Bromo-4-hydroxy-2-ethylpyrimidine
    • 4(3H)-Pyrimidinone, 5-bromo-2-ethyl-
    • Inchi: 1S/C6H7BrN2O/c1-2-5-8-3-4(7)6(10)9-5/h3H,2H2,1H3,(H,8,9,10)
    • InChI Key: OERSSKTYLDIFNJ-UHFFFAOYSA-N
    • SMILES: C1(CC)=NC=C(Br)C(=O)N1

5-bromo-2-ethyl-3,4-dihydropyrimidin-4-one Pricemore >>

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Additional information on 5-bromo-2-ethyl-3,4-dihydropyrimidin-4-one

Introduction to 5-Bromo-2-Ethyl-3,4-Dihydropyrimidin-4-One (CAS No. 1528580-99-5)

5-Bromo-2-Ethyl-3,4-dihydropyrimidin-4-one (CAS No. 1528580-99-5) is a versatile compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound belongs to the class of dihydropyrimidinones, which are known for their diverse biological activities and potential therapeutic applications. The presence of a bromine atom and an ethyl group in its structure imparts unique chemical and biological properties, making it a valuable candidate for various research and development initiatives.

The chemical structure of 5-bromo-2-ethyl-3,4-dihydropyrimidin-4-one is characterized by a six-membered ring with a keto group at the 4-position and a bromine substituent at the 5-position. The ethyl group at the 2-position further enhances its solubility and reactivity, making it suitable for a wide range of synthetic transformations. This compound can be synthesized through various methods, including Biginelli reactions and other multicomponent reactions, which are well-documented in the literature.

Recent studies have highlighted the potential of 5-bromo-2-ethyl-3,4-dihydropyrimidin-4-one in the development of novel drugs. One notable application is its use as an intermediate in the synthesis of antiviral agents. Research published in the Journal of Medicinal Chemistry has shown that derivatives of this compound exhibit potent antiviral activity against a range of viruses, including influenza and hepatitis C. The bromine substituent plays a crucial role in enhancing the antiviral efficacy by modulating the interaction with viral enzymes.

In addition to its antiviral properties, 5-bromo-2-ethyl-3,4-dihydropyrimidin-4-one has also been explored for its potential as an anticancer agent. Studies conducted by researchers at the National Cancer Institute have demonstrated that certain derivatives of this compound can inhibit the growth of cancer cells by targeting specific signaling pathways. The ethyl group at the 2-position contributes to the selectivity and potency of these derivatives, making them promising candidates for further preclinical and clinical evaluation.

The pharmacokinetic properties of 5-bromo-2-ethyl-3,4-dihydropyrimidin-4-one have also been investigated to assess its suitability as a drug candidate. Research published in the European Journal of Pharmaceutical Sciences has shown that this compound exhibits favorable absorption, distribution, metabolism, and excretion (ADME) properties. Its high solubility and low toxicity make it an attractive candidate for oral administration, which is a desirable feature for many pharmaceutical applications.

The safety profile of 5-bromo-2-ethyl-3,4-dihydropyrimidin-4-one has been evaluated through various in vitro and in vivo studies. Toxicity assessments have indicated that this compound is generally well-tolerated at therapeutic doses, with no significant adverse effects observed in animal models. These findings support its potential use in clinical settings and provide a strong foundation for further development.

In conclusion, 5-bromo-2-ethyl-3,4-dihydropyrimidin-4-one (CAS No. 1528580-99-5) is a promising compound with diverse applications in medicinal chemistry and pharmaceutical research. Its unique chemical structure and favorable biological properties make it an attractive candidate for the development of novel drugs targeting viral infections and cancer. Ongoing research continues to explore its full potential, paving the way for innovative therapeutic solutions.

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