Cas no 1443290-45-6 (4,6-Dichloro-5-(difluoromethyl)pyrimidine)

4,6-Dichloro-5-(difluoromethyl)pyrimidine is a synthetic organic compound with a pyrimidine backbone. It exhibits significant advantages in pharmaceutical applications due to its high purity and stability. Its unique structure and reactivity make it a valuable intermediate for synthesizing various bioactive compounds. The presence of chloro and difluoromethyl substituents enhances its selectivity and potency in drug discovery.
4,6-Dichloro-5-(difluoromethyl)pyrimidine structure
1443290-45-6 structure
Product Name:4,6-Dichloro-5-(difluoromethyl)pyrimidine
CAS No:1443290-45-6
MF:C5H2Cl2F2N2
MW:198.985585689545
MDL:MFCD25368744
CID:2179644
Update Time:2025-07-24

4,6-Dichloro-5-(difluoromethyl)pyrimidine Chemical and Physical Properties

Names and Identifiers

    • 4,6-Dichloro-5-(difluoromethyl)pyrimidine
    • 4,?6-?Dichloro-?5-?(difluoromethyl)?pyrimidine
    • FCH2347755
    • PC200087
    • MDL: MFCD25368744
    • Inchi: 1S/C5H2Cl2F2N2/c6-3-2(5(8)9)4(7)11-1-10-3/h1,5H
    • InChI Key: PKVJMACXCLXTKX-UHFFFAOYSA-N
    • SMILES: ClC1C(=C(N=CN=1)Cl)C(F)F

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 126
  • Topological Polar Surface Area: 25.8

4,6-Dichloro-5-(difluoromethyl)pyrimidine Pricemore >>

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Additional information on 4,6-Dichloro-5-(difluoromethyl)pyrimidine

Professional Introduction to 4,6-Dichloro-5-(difluoromethyl)pyrimidine (CAS No. 1443290-45-6)

4,6-Dichloro-5-(difluoromethyl)pyrimidine, identified by the Chemical Abstracts Service Number (CAS No.) 1443290-45-6, is a significant intermediate in modern pharmaceutical and agrochemical synthesis. This compound belongs to the pyrimidine class, a heterocyclic aromatic organic compound that serves as a fundamental building block in medicinal chemistry. The presence of both chlorine and difluoromethyl substituents enhances its reactivity, making it a versatile precursor for the development of novel bioactive molecules.

The structural features of 4,6-Dichloro-5-(difluoromethyl)pyrimidine contribute to its utility in synthesizing various pharmacophores. The chlorine atoms at the 4- and 6-positions provide electrophilic centers that can undergo nucleophilic substitution reactions, while the difluoromethyl group at the 5-position introduces metabolic stability and lipophilicity, which are critical factors in drug design. These attributes have positioned this compound as a valuable asset in the synthesis of active pharmaceutical ingredients (APIs) targeting diverse therapeutic areas.

In recent years, there has been growing interest in leveraging 4,6-Dichloro-5-(difluoromethyl)pyrimidine in the development of antiviral and anticancer agents. The pyrimidine scaffold is naturally present in nucleic acids, making it an ideal candidate for interfering with viral replication or cancer cell proliferation. For instance, studies have demonstrated its role in generating derivatives that exhibit inhibitory activity against enzymes such as thymidylate synthase, which is crucial for DNA synthesis in rapidly dividing cells.

One notable application of 4,6-Dichloro-5-(difluoromethyl)pyrimidine is in the synthesis of kinase inhibitors. Kinases are enzymes that play a pivotal role in signal transduction pathways, and their dysregulation is often associated with diseases such as cancer. By modifying the pyrimidine core with electron-withdrawing groups like chlorine and difluoromethyl substituents, researchers can fine-tune the binding affinity and selectivity of kinase inhibitors. This approach has led to the discovery of several promising candidates that are currently undergoing preclinical evaluation.

The agrochemical industry has also recognized the potential of 4,6-Dichloro-5-(difluoromethyl)pyrimidine as a key intermediate in developing novel pesticides. Pyrimidine-based compounds have shown efficacy against a range of pests by disrupting essential biological processes. The incorporation of chlorine and difluoromethyl groups enhances their bioactivity and environmental stability, making them more effective formulations for crop protection.

Advances in synthetic methodologies have further expanded the applications of 4,6-Dichloro-5-(difluoromethyl)pyrimidine. Transition-metal-catalyzed cross-coupling reactions, for example, have enabled the introduction of diverse functional groups at specific positions on the pyrimidine ring. This flexibility has allowed chemists to generate libraries of derivatives with tailored properties for drug discovery purposes.

The safety profile of 4,6-Dichloro-5-(difluoromethyl)pyrimidine is another critical consideration in its industrial use. While it is not classified as a hazardous material under standard regulatory frameworks, proper handling procedures must be followed to minimize exposure risks. Personal protective equipment (PPE), such as gloves and lab coats, should be worn when working with this compound to prevent skin contact or inhalation of dust particles.

In conclusion,4,6-Dichloro-5-(difluoromethyl)pyrimidine (CAS No. 1443290-45-6) is a multifaceted compound with broad applications in pharmaceuticals and agrochemicals. Its unique structural features make it an indispensable tool for synthetic chemists seeking to develop innovative bioactive molecules. As research continues to uncover new therapeutic targets and synthetic strategies,4,6-Dichloro-5-(difluoromethyl)pyrimidine will undoubtedly remain at the forefront of molecular innovation.

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