Cas no 1784860-21-4 (2-chloro-6-(difluoromethyl)pyrimidin-4-amine)

2-Chloro-6-(difluoromethyl)pyrimidin-4-amine is a fluorinated pyrimidine derivative with significant utility in pharmaceutical and agrochemical research. The presence of both chloro and difluoromethyl substituents enhances its reactivity, making it a versatile intermediate for nucleophilic substitution and cross-coupling reactions. Its electron-deficient pyrimidine core facilitates selective functionalization, while the difluoromethyl group contributes to improved metabolic stability and bioavailability in drug design. This compound is particularly valuable in the synthesis of bioactive molecules, including kinase inhibitors and antimicrobial agents. Its well-defined structure and high purity ensure reproducibility in synthetic applications. Suitable for controlled modifications, it serves as a key building block in medicinal chemistry and crop protection product development.
2-chloro-6-(difluoromethyl)pyrimidin-4-amine structure
1784860-21-4 structure
Product Name:2-chloro-6-(difluoromethyl)pyrimidin-4-amine
CAS No:1784860-21-4
MF:C5H4ClF2N3
MW:179.555166244507
CID:5191663
PubChem ID:105438455
Update Time:2025-10-28

2-chloro-6-(difluoromethyl)pyrimidin-4-amine Chemical and Physical Properties

Names and Identifiers

    • 2-chloro-6-(difluoromethyl)pyrimidin-4-amine
    • Inchi: 1S/C5H4ClF2N3/c6-5-10-2(4(7)8)1-3(9)11-5/h1,4H,(H2,9,10,11)
    • InChI Key: DYSJZECPYKPOGG-UHFFFAOYSA-N
    • SMILES: C1(Cl)=NC(C(F)F)=CC(N)=N1

2-chloro-6-(difluoromethyl)pyrimidin-4-amine Pricemore >>

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Additional information on 2-chloro-6-(difluoromethyl)pyrimidin-4-amine

Introduction to 2-chloro-6-(difluoromethyl)pyrimidin-4-amine (CAS No. 1784860-21-4)

2-chloro-6-(difluoromethyl)pyrimidin-4-amine, identified by the Chemical Abstracts Service Number (CAS No.) 1784860-21-4, is a significant compound in the realm of pharmaceutical and agrochemical research. This heterocyclic organic molecule belongs to the pyrimidine class, a scaffold widely recognized for its pharmacological versatility. The presence of both chloro and difluoromethyl substituents on the pyrimidine ring imparts unique electronic and steric properties, making it a valuable intermediate in synthetic chemistry and drug discovery.

The structural features of 2-chloro-6-(difluoromethyl)pyrimidin-4-amine contribute to its reactivity and potential applications. The chloro group at the 2-position facilitates nucleophilic substitution reactions, enabling the introduction of diverse functional groups. Meanwhile, the difluoromethyl group at the 6-position enhances metabolic stability and lipophilicity, which are critical factors in drug design. These attributes have positioned this compound as a key building block in the development of novel therapeutic agents.

In recent years, there has been growing interest in pyrimidine derivatives due to their broad spectrum of biological activities. 2-chloro-6-(difluoromethyl)pyrimidin-4-amine has been explored in various research avenues, particularly in the synthesis of antiviral, anticancer, and antimicrobial compounds. Its ability to serve as a precursor for more complex molecules has made it indispensable in medicinal chemistry laboratories.

One of the most compelling aspects of 2-chloro-6-(difluoromethyl)pyrimidin-4-amine is its role in the development of next-generation agrochemicals. Pyrimidine-based compounds have shown efficacy against a range of pests and pathogens, making them promising candidates for crop protection agents. The incorporation of electron-withdrawing groups like chloro and difluoromethyl enhances binding affinity to biological targets, improving the potency and selectivity of agrochemical formulations.

The synthetic pathways involving 2-chloro-6-(difluoromethyl)pyrimidin-4-amine are well-documented and have been optimized for scalability and efficiency. Researchers have leveraged its reactivity to develop multi-step syntheses that yield high-purity products suitable for industrial applications. The compound’s stability under various reaction conditions further underscores its utility as a robust intermediate.

Recent advancements in computational chemistry have also highlighted the potential of 2-chloro-6-(difluoromethyl)pyrimidin-4-amine as a scaffold for structure-based drug design. Molecular modeling studies indicate that modifications at the 2-chloro and 6-difluoromethyl positions can fine-tune binding interactions with biological macromolecules. This has opened new avenues for designing drugs with improved pharmacokinetic profiles.

The agrochemical sector has not been left behind in exploring the applications of 2-chloro-6-(difluoromethyl)pyrimidin-4-amine. Its incorporation into novel herbicides and fungicides has shown promise in field trials, demonstrating efficacy against resistant strains of weeds and fungi. The compound’s mode of action often involves inhibiting essential enzymatic pathways in pests, providing a selective advantage over traditional agrochemicals.

In conclusion, 2-chloro-6-(difluoromethyl)pyrimidin-4-amine (CAS No. 1784860-21-4) is a versatile compound with significant implications in pharmaceutical and agrochemical research. Its structural features, reactivity, and biological activities make it a cornerstone in drug discovery and crop protection strategies. As research continues to uncover new applications for this compound, its importance is likely to grow even further.

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