Cas no 97229-10-2 (4-Chloro-2-(methylsulfinyl)pyrimidine)

4-Chloro-2-(methylsulfinyl)pyrimidine is a versatile pyrimidine derivative characterized by the presence of a chloro substituent at the 4-position and a methylsulfinyl group at the 2-position. This compound serves as a valuable intermediate in organic synthesis, particularly in the development of pharmaceuticals and agrochemicals. The chloro group enhances reactivity for nucleophilic substitution, while the methylsulfinyl moiety contributes to unique electronic properties, facilitating further functionalization. Its structural features make it useful in constructing heterocyclic frameworks and modifying bioactive molecules. The compound is typically handled under controlled conditions due to its sensitivity. Its well-defined reactivity profile supports applications in medicinal chemistry and material science research.
4-Chloro-2-(methylsulfinyl)pyrimidine structure
97229-10-2 structure
Product Name:4-Chloro-2-(methylsulfinyl)pyrimidine
CAS No:97229-10-2
MF:C5H5ClN2OS
MW:176.623998403549
CID:3168095
PubChem ID:13447562
Update Time:2025-08-05

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

Names and Identifiers

    • 4-Chloro-2-(methylsulfinyl)pyrimidine
    • SCHEMBL24240133
    • DTXSID801288182
    • 97229-10-2
    • Inchi: 1S/C5H5ClN2OS/c1-10(9)5-7-3-2-4(6)8-5/h2-3H,1H3
    • InChI Key: FYFQIOVFEUITHB-UHFFFAOYSA-N
    • SMILES: ClC1=CC=NC(=N1)S(C)=O

Computed Properties

  • Exact Mass: 175.9811117Da
  • Monoisotopic Mass: 175.9811117Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 144
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.6
  • Topological Polar Surface Area: 62.1?2

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

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

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

Professional Introduction to 4-Chloro-2-(methylsulfinyl)pyrimidine (CAS No. 97229-10-2)

4-Chloro-2-(methylsulfinyl)pyrimidine, identified by its Chemical Abstracts Service (CAS) number 97229-10-2, is a significant compound in the field of pharmaceutical chemistry and medicinal biology. This heterocyclic organic compound features a pyrimidine core substituted with a chloro group at the 4-position and a methylsulfinyl group at the 2-position. Its unique structural attributes make it a valuable intermediate in the synthesis of various biologically active molecules, particularly in the development of novel therapeutic agents.

The< strong>methylsulfinyl moiety in 4-Chloro-2-(methylsulfinyl)pyrimidine contributes to its reactivity and functionality, enabling diverse chemical transformations that are crucial for drug discovery. The presence of the chloro substituent enhances its utility as a synthetic precursor, facilitating nucleophilic substitution reactions that are commonly employed in medicinal chemistry. These characteristics have positioned this compound as a cornerstone in the synthesis of pyrimidine derivatives with potential pharmacological applications.

In recent years, significant advancements in the field of nucleoside analogs have highlighted the importance of< strong>4-Chloro-2-(methylsulfinyl)pyrimidine as a key intermediate. Nucleoside analogs are widely used in antiviral and anticancer therapies due to their ability to mimic natural nucleosides and interfere with DNA or RNA synthesis in pathogens. The structural features of< strong>4-Chloro-2-(methylsulfinyl)pyrimidine allow for the facile introduction of modifications that can enhance drug efficacy and reduce toxicity. For instance, researchers have leveraged this compound to develop novel antiviral agents that target viral polymerases, demonstrating its versatility in addressing emerging infectious diseases.

The< strong>methylsulfinyl group in< strong>4-Chloro-2-(methylsulfinyl)pyrimidine also plays a critical role in modulating the pharmacokinetic properties of derived compounds. Sulfoxides are known to influence metabolic stability and binding affinity, making them valuable for optimizing drug candidates. Recent studies have shown that incorporating sulfoxide functionalities can lead to improved bioavailability and prolonged half-life, which are essential factors for therapeutic success. This has spurred interest in exploring< strong>4-Chloro-2-(methylsulfinyl)pyrimidine-based derivatives as potential candidates for treating chronic diseases where long-term efficacy is paramount.

The< strong>4-Chloro-2-(methylsulfinyl)pyrimidine scaffold has also been investigated for its role in developing kinase inhibitors, which are critical in targeted cancer therapies. Kinases are enzymes that play a central role in cell signaling pathways, and their dysregulation is often associated with cancer progression. By modifying the< strong>methylsulfinyl-substituted pyrimidine core, chemists have been able to design molecules that selectively inhibit specific kinases, thereby disrupting abnormal cell growth. Preliminary findings suggest that certain derivatives exhibit potent inhibitory activity against clinically relevant kinases, warranting further exploration.

In addition to its applications in oncology, 4-Chloro-2-(methylsulfinyl)pyrimidine has shown promise in addressing inflammatory and autoimmune disorders. The ability to fine-tune the structure of pyrimidine derivatives allows for the development of compounds that modulate inflammatory pathways without triggering off-target effects. Researchers have reported that certain analogs derived from this compound exhibit anti-inflammatory properties by inhibiting key pro-inflammatory cytokines. This aligns with the growing demand for immunomodulatory therapies that offer targeted relief without systemic side effects.

The synthesis of< strong>4-Chloro-2-(methylsulfinyl)pyrimidine-based compounds benefits from well-established synthetic methodologies that ensure high yield and purity. Advanced techniques such as transition metal-catalyzed cross-coupling reactions have further streamlined the process, enabling rapid access to complex derivatives. These methodological advancements have not only accelerated drug discovery but also facilitated high-throughput screening campaigns, which are essential for identifying lead compounds with optimal pharmacological profiles.

The future prospects of< strong>4-Chloro-2-(methylsulfinyl)pyrimidine are promising, with ongoing research aimed at expanding its applications across various therapeutic areas. Innovations in computational chemistry and artificial intelligence are expected to play a pivotal role in predicting novel derivatives with enhanced biological activity. By integrating experimental data with predictive modeling, scientists can accelerate the discovery process and bring new treatments to patients more efficiently.

In conclusion, 4-Chloro-2-(methylsulfinyl)pyrimidine (CAS No. 97229-10-2) is a versatile compound with significant implications in pharmaceutical chemistry and medicinal biology. Its unique structural features enable diverse applications in drug development, from antiviral and anticancer agents to immunomodulatory therapies. As research continues to uncover new synthetic strategies and biological functions, this compound is poised to remain at the forefront of innovation in medicinal chemistry.

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