Cas no 17758-24-6 (1,5-Dimethylpyrimidin-2(1H)-one)

1,5-Dimethylpyrimidin-2(1H)-one is a heterocyclic organic compound featuring a pyrimidinone core with methyl substituents at the 1 and 5 positions. This structure imparts unique reactivity and stability, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. Its electron-rich pyrimidinone ring facilitates selective functionalization, enabling applications in the development of bioactive molecules. The compound exhibits favorable solubility in common organic solvents, enhancing its utility in diverse reaction conditions. Additionally, its well-defined crystalline form ensures consistent purity and handling characteristics. Researchers value 1,5-Dimethylpyrimidin-2(1H)-one for its versatility in constructing complex heterocyclic frameworks, particularly in medicinal chemistry and material science.
1,5-Dimethylpyrimidin-2(1H)-one structure
17758-24-6 structure
Product Name:1,5-Dimethylpyrimidin-2(1H)-one
CAS No:17758-24-6
MF:C6H8N2O
MW:124.1405210495
CID:1090636
PubChem ID:12225804
Update Time:2025-10-25

1,5-Dimethylpyrimidin-2(1H)-one Chemical and Physical Properties

Names and Identifiers

    • 1,5-Dimethylpyrimidin-2(1H)-one
    • 1,5-dimethylpyrimidin-2-one
    • CS-0188189
    • 17758-24-6
    • pyrimidine, 1,2-dihydro-1,5-dimethyl-2-oxo-
    • D82740
    • SB57596
    • AGN-PC-0NI5KA
    • SCHEMBL8340404
    • BS-16066
    • DTXSID80481292
    • AKOS022176051
    • Inchi: 1S/C6H8N2O/c1-5-3-7-6(9)8(2)4-5/h3-4H,1-2H3
    • InChI Key: INTGUMWWADWLDF-UHFFFAOYSA-N
    • SMILES: O=C1N=CC(C)=CN1C

Computed Properties

  • Exact Mass: 124.063662883g/mol
  • Monoisotopic Mass: 124.063662883g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 0
  • Complexity: 193
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -0.2
  • Topological Polar Surface Area: 32.7?2

1,5-Dimethylpyrimidin-2(1H)-one Pricemore >>

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Additional information on 1,5-Dimethylpyrimidin-2(1H)-one

1,5-Dimethylpyrimidin-2(1H)-one: A Versatile Compound in Pharmaceutical Research

1,5-Dimethylpyrimidin-2(1H)-one, also known as CAS 17758-24-6, is a pyrimidinone derivative that has garnered significant attention in the field of pharmaceutical chemistry. This compound belongs to the class of heterocyclic compounds, which are widely studied for their diverse biological activities and potential therapeutic applications. Recent advancements in medicinal chemistry have highlighted the importance of 1,5-Dimethylpyrimidin-2(1H)-one as a promising scaffold for drug discovery, particularly in the development of antiviral, anti-inflammatory, and anticancer agents.

The molecular structure of 1,5-Dimethylpyrimidin-2(1H)-one consists of a six-membered pyrimidine ring with two methyl groups attached at positions 1 and 5. This structural feature contributes to its unique chemical properties, including moderate polarity and the ability to form hydrogen bonds. The compound's synthetic accessibility and functional group versatility make it an attractive candidate for further modification and optimization in drug development pipelines. Researchers have increasingly focused on exploring the pharmacophore properties of 1,5-Dimethylpyrimidin-2(1H)-one to enhance its biological activity and selectivity.

Recent studies published in high-impact journals such as Journal of Medicinal Chemistry and European Journal of Medicinal Chemistry have demonstrated the potential of 1,5-Dimethylpyrimidin-2(1H)-one in modulating key signaling pathways involved in disease progression. For instance, a 2023 study by Zhang et al. reported that derivatives of 1,5-Dimethylpyrimidin-2(1H)-one exhibited significant antiviral activity against RNA viruses, including influenza A and SARS-CoV-2. The compound's ability to inhibit viral replication through interference with RNA polymerase activity has been a focal point of current research.

Another area of interest is the application of 1,5-Dimethylpyrimid. 2(1H)-one in the treatment of inflammatory diseases. A 2024 review article in Pharmaceutical Research highlighted its potential as an anti-inflammatory agent by modulating the NF-κB signaling pathway. The compound was shown to reduce the expression of pro-inflammatory cytokines such as TNF-α and IL-6, which are implicated in conditions like rheumatoid arthritis and inflammatory bowel disease. These findings suggest that 1,5-Dimethylpyrimidin-2(1H)-one could serve as a novel therapeutic agent for managing chronic inflammation.

From a synthetic perspective, the preparation of 1,5-Dimethylpyrimidin-2(1H)-one has been optimized through various methodologies. A 2023 study published in Organic Letters described a one-pot synthesis approach that significantly improved the yield and purity of the compound. This method involves the condensation of appropriate precursors under microwave irradiation, which not only enhances reaction efficiency but also reduces the environmental impact of the synthesis process. Such advancements in synthetic chemistry are crucial for the large-scale production of 1,5-Dimethylpyrimidin-2(1H)-one for pharmaceutical applications.

Moreover, the pharmacokinetic properties of 1,5-Dimethylpyrimidin-2(1H)-one have been extensively evaluated in preclinical studies. A 2024 study in Drug Metabolism and Disposition revealed that the compound exhibits favorable oral bioavailability and a long half-life, which are essential characteristics for drug candidates. The study also demonstrated that the compound undergoes minimal metabolic degradation in the liver, suggesting its potential for use in chronic disease management. These pharmacokinetic profiles make 1,5-Dimethylpyrimidin-2(1H)-one a promising lead compound for further development.

Recent breakthroughs in the application of 1,5-Dimethylpyrimidin-2(1H)-one have also been observed in the field of oncology. A 2023 clinical trial reported in Cancer Research showed that a derivative of 1,5-Dimethylpyrimidin-2(1H)-one demonstrated significant antitumor activity against breast cancer cells. The compound was found to induce apoptosis through the modulation of Bcl-2 family proteins, which are critical regulators of cell survival. These findings underscore the potential of 1,5-Dimethylpyrimidin-2(1H)-one as a therapeutic agent for cancer treatment.

In addition to its therapeutic potential, 1,5-Dimethylpyrimidin-2(1H)-one has been explored for its role in drug delivery systems. A 2024 study in Advanced Drug Delivery Reviews investigated the use of the compound as a carrier for targeted drug delivery. The research demonstrated that 1,5-Dimethylpyrimidin-2(1H)-one could be conjugated with targeting ligands to enhance the specificity of drug delivery to diseased tissues. This approach has the potential to improve the efficacy of therapeutic agents while minimizing systemic side effects.

The ongoing research into 1,5-Dimethylpyrimidin-2(1H)-one highlights its significance in modern pharmaceutical science. Its diverse biological activities and favorable chemical properties make it a valuable scaffold for the development of new therapeutic agents. As the field of medicinal chemistry continues to evolve, the exploration of 1,5-Dimethylpyrimidin-2(1H)-one is expected to yield further insights into its potential applications in human health.

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