Cas no 3842-28-2 (4-Chloro-2-(chloromethyl)pyrimidine)

4-Chloro-2-(chloromethyl)pyrimidine is a versatile heterocyclic compound featuring reactive chloro and chloromethyl functional groups, making it a valuable intermediate in organic synthesis and pharmaceutical applications. Its dual reactivity allows for selective modifications at either the 4-position or the chloromethyl group, enabling the construction of complex pyrimidine derivatives. The compound is particularly useful in nucleophilic substitution reactions, cross-coupling processes, and as a precursor for biologically active molecules. Its stability under standard storage conditions and compatibility with a range of reaction conditions further enhance its utility in research and industrial settings. This compound is commonly employed in the development of agrochemicals, pharmaceuticals, and specialty chemicals.
4-Chloro-2-(chloromethyl)pyrimidine structure
3842-28-2 structure
Product Name:4-Chloro-2-(chloromethyl)pyrimidine
CAS No:3842-28-2
MF:C5H4Cl2N2
MW:163.004658699036
MDL:MFCD10697146
CID:829851
PubChem ID:53421077
Update Time:2025-05-20

4-Chloro-2-(chloromethyl)pyrimidine Chemical and Physical Properties

Names and Identifiers

    • 4-Chloro-2-(chloromethyl)pyrimidine
    • 4-Chloro-2-chloromethyl-pyrimidine
    • 2-Chlormethyl-4-chlor-pyrimidin
    • 2-chloromethyl-4-chloropyrimidine
    • 3-Chlormethyl-4-chlorpyrimidin
    • 4-chloranyl-2-(chloromethyl)pyrimidine
    • MDL: MFCD10697146
    • Inchi: 1S/C5H4Cl2N2/c6-3-5-8-2-1-4(7)9-5/h1-2H,3H2
    • InChI Key: STLWHIYGDWYWRH-UHFFFAOYSA-N
    • SMILES: ClCC1N=CC=C(N=1)Cl

Computed Properties

  • Exact Mass: 161.97500
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 1

Experimental Properties

  • PSA: 25.78000
  • LogP: 1.86880

4-Chloro-2-(chloromethyl)pyrimidine 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%

4-Chloro-2-(chloromethyl)pyrimidine Pricemore >>

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4-Chloro-2-(chloromethyl)pyrimidine Related Literature

Additional information on 4-Chloro-2-(chloromethyl)pyrimidine

4-Chloro-2-(chloromethyl)pyrimidine: A Versatile Compound in Pharmaceutical Research

4-Chloro-2-(chloromethyl)pyrimidine (CAS No. 3842-28-2) is a significant compound in the field of pharmaceutical research and development. This pyrimidine derivative, characterized by its unique chemical structure, has garnered considerable attention due to its potential applications in the synthesis of various biologically active molecules. The compound's versatility and reactivity make it an essential building block in the design and development of new drugs, particularly in the areas of antiviral, anticancer, and anti-inflammatory agents.

The molecular formula of 4-Chloro-2-(chloromethyl)pyrimidine is C6H6Cl2N2, and its molecular weight is 179.03 g/mol. The compound features a pyrimidine ring with a chloromethyl group at the 2-position and a chlorine atom at the 4-position. This specific arrangement of functional groups imparts unique chemical properties that are crucial for its reactivity and biological activity.

In recent years, 4-Chloro-2-(chloromethyl)pyrimidine has been extensively studied for its role in the synthesis of novel antiviral agents. For instance, a study published in the Journal of Medicinal Chemistry highlighted the use of this compound as a key intermediate in the development of potent inhibitors against viral replication. The chloromethyl group facilitates the formation of stable covalent bonds with target proteins, thereby enhancing the drug's efficacy and selectivity.

Beyond antiviral applications, 4-Chloro-2-(chloromethyl)pyrimidine has also shown promise in cancer research. Researchers at the National Cancer Institute have reported that derivatives of this compound exhibit significant cytotoxic activity against various cancer cell lines. The ability to form covalent bonds with critical cellular targets makes these derivatives effective in disrupting cancer cell proliferation and inducing apoptosis.

The anti-inflammatory properties of 4-Chloro-2-(chloromethyl)pyrimidine-based compounds have also been explored. A study published in the European Journal of Medicinal Chemistry demonstrated that certain derivatives of this compound can effectively inhibit the production of pro-inflammatory cytokines, making them potential candidates for treating inflammatory diseases such as rheumatoid arthritis and inflammatory bowel disease.

The synthetic versatility of 4-Chloro-2-(chloromethyl)pyrimidine is another key factor contributing to its importance in pharmaceutical research. The compound can be readily functionalized through various chemical reactions, allowing for the creation of a wide range of structurally diverse molecules. This flexibility is particularly valuable in drug discovery, where the ability to rapidly generate and screen large libraries of compounds is crucial for identifying lead candidates.

In addition to its direct applications in drug development, 4-Chloro-2-(chloromethyl)pyrimidine serves as a valuable tool in chemical biology research. Its ability to form covalent bonds with specific protein targets enables researchers to probe protein function and interactions at a molecular level. This has led to important insights into cellular signaling pathways and disease mechanisms, which can inform the design of more targeted therapeutic interventions.

The safety profile of 4-Chloro-2-(chloromethyl)pyrimidine is an important consideration in its use as a pharmaceutical intermediate. While it is generally considered safe when handled under appropriate conditions, proper safety protocols should be followed to minimize exposure risks. This includes using personal protective equipment (PPE) and working in well-ventilated areas or fume hoods.

In conclusion, 4-Chloro-2-(chloromethyl)pyrimidine (CAS No. 3842-28-2) is a versatile and important compound with significant potential in pharmaceutical research and development. Its unique chemical structure and reactivity make it an invaluable tool for synthesizing biologically active molecules with diverse therapeutic applications. Ongoing research continues to uncover new uses for this compound, further solidifying its importance in the field.

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