Cas no 54198-82-2 (5-chloro-4-methylpyrimidine)

5-Chloro-4-methylpyrimidine is a halogenated pyrimidine derivative with a molecular formula of C?H?ClN?. This heterocyclic compound serves as a versatile intermediate in organic synthesis, particularly in the pharmaceutical and agrochemical industries. Its chloro and methyl substituents enhance reactivity, enabling selective functionalization at the 2-, 4-, and 6-positions of the pyrimidine ring. The compound exhibits stability under standard conditions, facilitating handling and storage. Its utility extends to nucleoside analog synthesis and the development of kinase inhibitors. High purity grades are available to meet stringent research and industrial requirements. The structural features of 5-chloro-4-methylpyrimidine make it a valuable scaffold for constructing complex molecules.
5-chloro-4-methylpyrimidine structure
5-chloro-4-methylpyrimidine structure
Product Name:5-chloro-4-methylpyrimidine
CAS No:54198-82-2
MF:C5H5ClN2
MW:128.559599637985
MDL:MFCD10574687
CID:56552
Update Time:2025-10-31

5-chloro-4-methylpyrimidine Chemical and Physical Properties

Names and Identifiers

    • 4-Chloro-6-methylpyrimidine
    • 4-Methyl-6-chloropyrimidine
    • 5-CHLORO-4-METHYLPYRIMIDINE
    • 5-Chlor-4-methyl-pyrimidin
    • 5-chloro-4-methyl-pyrimidine
    • Pyrimidine,5-chloro-4-methyl-(9CI)
    • 5-chloro-4-methylpyrimidine
    • MDL: MFCD10574687
    • Inchi: 1S/C5H5ClN2/c1-4-5(6)2-7-3-8-4/h2-3H,1H3
    • InChI Key: NAKUGAXAKDTKMT-UHFFFAOYSA-N
    • SMILES: ClC1=CN=CN=C1C

Computed Properties

  • Exact Mass: 128.01400
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 8
  • Rotatable Bond Count: 0

Experimental Properties

  • Density: 1.234
  • Melting Point: 151-152 oC
  • PSA: 25.78000
  • LogP: 1.43840

5-chloro-4-methylpyrimidine Security Information

5-chloro-4-methylpyrimidine Customs Data

  • HS CODE:2933599090
  • Customs Data:

    China Customs Code:

    2933599090

    Overview:

    2933599090. Other compounds with pyrimidine ring in structure(Including other compounds with piperazine ring on the structure. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933599090. other compounds containing a pyrimidine ring (whether or not hydrogenated) or piperazine ring in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

5-chloro-4-methylpyrimidine Pricemore >>

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5-chloro-4-methylpyrimidine Production Method

5-chloro-4-methylpyrimidine Related Literature

  • 1. Reactions of halogenomethanes in the vapour phase. Part 4. The reactions of imidazoles with chloroform at 550 °C, and a comparison with their liquid-phase reactions with trichloroacetate ion or hexachloroacetone and base
    Reginald E. Busby,Mohammad A. Khan,Mohammad R. Khan,John Parrick,C. J. Granville Shaw,Mohammad Iqbal J. Chem. Soc. Perkin Trans. 1 1980 1427

Additional information on 5-chloro-4-methylpyrimidine

Professional Introduction to 5-Chloro-4-methylpyrimidine (CAS No. 54198-82-2)

5-Chloro-4-methylpyrimidine, with the chemical formula C?H?ClN?, is a significant intermediate in the field of pharmaceutical and agrochemical synthesis. This compound, identified by its CAS number 54198-82-2, plays a crucial role in the development of various biologically active molecules. Its unique structural properties make it a valuable building block for synthesizing more complex pyrimidine derivatives, which are widely explored for their pharmacological potential.

The pyrimidine core is a fundamental scaffold in medicinal chemistry, contributing to the development of drugs that target a range of diseases, including cancer, infectious diseases, and inflammatory conditions. The presence of both chloro and methyl substituents on the pyrimidine ring enhances its reactivity, making it an ideal candidate for further functionalization. This reactivity has been leveraged in numerous synthetic pathways to create novel compounds with enhanced therapeutic properties.

In recent years, researchers have been particularly interested in the applications of 5-chloro-4-methylpyrimidine in the synthesis of antiviral and anticancer agents. For instance, studies have demonstrated its utility in constructing nucleoside analogs that can inhibit viral replication by interfering with DNA synthesis. One notable example is its use in developing inhibitors for enzymes such as thymidylate synthase, which are critical in cancer cell metabolism.

The compound's versatility has also been highlighted in the agrochemical sector. Pyrimidine derivatives are known for their efficacy as herbicides and fungicides due to their ability to disrupt essential biological processes in plants and fungi. The chloro and methyl groups on 5-chloro-4-methylpyrimidine facilitate further chemical modifications that can lead to the development of environmentally friendly and highly selective crop protection agents.

Advances in synthetic methodologies have further expanded the applications of 5-chloro-4-methylpyrimidine. Modern techniques such as transition metal-catalyzed cross-coupling reactions have enabled the efficient construction of complex pyrimidine libraries. These libraries are then screened for biological activity, a process that has led to the discovery of several promising drug candidates.

The role of computational chemistry in optimizing the synthesis and applications of 5-chloro-4-methylpyrimidine cannot be overstated. Molecular modeling and quantum mechanical calculations have provided insights into the reactivity and stability of this compound, guiding chemists in designing more efficient synthetic routes. Additionally, these computational tools have been instrumental in predicting the biological activity of newly synthesized derivatives, thereby accelerating the drug discovery process.

Recent research has also explored the use of 5-chloro-4-methylpyrimidine in materials science. Pyrimidine-based polymers and coordination complexes have shown promise as functional materials due to their unique electronic and optical properties. These materials are being investigated for applications in organic electronics, photovoltaics, and sensors.

The industrial production of 5-chloro-4-methylpyrimidine has seen significant advancements in recent years. Process optimization has led to more sustainable and cost-effective manufacturing methods, reducing waste and energy consumption. These improvements align with global efforts to promote green chemistry principles and minimize environmental impact.

Future directions in the research of 5-chloro-4-methylpyrimidine include exploring its potential in drug delivery systems. Nanotechnology-based delivery platforms have shown great promise in enhancing drug efficacy by improving bioavailability and targeting specificity. Incorporating 5-chloro-4-methylpyrimidine into these systems could lead to novel therapeutic strategies for challenging diseases.

In conclusion, 5-chloro-4-methylpyrimidine (CAS No. 54198-82-2) is a versatile compound with far-reaching applications in pharmaceuticals, agrochemicals, and materials science. Its unique structural features and reactivity make it an invaluable intermediate for synthesizing biologically active molecules. As research continues to uncover new uses for this compound, its importance in advancing scientific and technological innovation is undeniable.

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