Cas no 1706464-15-4 (6-(difluoromethyl)pyrimidin-4-amine)

6-(Difluoromethyl)pyrimidin-4-amine is a fluorinated pyrimidine derivative characterized by the presence of a difluoromethyl group at the 6-position and an amino group at the 4-position of the pyrimidine ring. This compound exhibits unique electronic and steric properties due to the electron-withdrawing effect of the difluoromethyl group, which enhances its reactivity and stability in various chemical transformations. It serves as a versatile intermediate in pharmaceutical and agrochemical synthesis, particularly in the development of biologically active molecules. The difluoromethyl moiety can improve metabolic stability and bioavailability, making it valuable for drug discovery. Its well-defined structure and functional groups allow for selective modifications, enabling applications in medicinal chemistry and material science.
6-(difluoromethyl)pyrimidin-4-amine structure
1706464-15-4 structure
Product Name:6-(difluoromethyl)pyrimidin-4-amine
CAS No:1706464-15-4
MF:C5H5F2N3
MW:145.110107183456
MDL:MFCD28023954
CID:5290961
PubChem ID:99983243
Update Time:2025-07-02

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

Names and Identifiers

    • 6-(difluoromethyl)pyrimidin-4-amine
    • 4-Pyrimidinamine, 6-(difluoromethyl)-
    • F84439
    • SCHEMBL23012647
    • AKOS040811908
    • ILCQLABRJGVROZ-UHFFFAOYSA-N
    • Z2181978113
    • EN300-1220971
    • F1967-6950
    • CS-0530592
    • 1706464-15-4
    • MDL: MFCD28023954
    • Inchi: 1S/C5H5F2N3/c6-5(7)3-1-4(8)10-2-9-3/h1-2,5H,(H2,8,9,10)
    • InChI Key: ILCQLABRJGVROZ-UHFFFAOYSA-N
    • SMILES: C1=NC(C(F)F)=CC(N)=N1

Computed Properties

  • Exact Mass: 145.04515350g/mol
  • Monoisotopic Mass: 145.04515350g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 109
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.4
  • Topological Polar Surface Area: 51.8?2

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

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

Comprehensive Overview of 6-(difluoromethyl)pyrimidin-4-amine (CAS No. 1706464-15-4): Properties, Applications, and Industry Insights

6-(difluoromethyl)pyrimidin-4-amine (CAS No. 1706464-15-4) is a specialized pyrimidine derivative gaining significant attention in pharmaceutical and agrochemical research. This compound, characterized by its difluoromethyl functional group, exhibits unique chemical properties that make it valuable for designing novel bioactive molecules. With the increasing demand for fluorinated compounds in drug discovery, this amine-substituted pyrimidine has emerged as a key intermediate in synthesizing targeted therapies.

The structural features of 6-(difluoromethyl)pyrimidin-4-amine contribute to its molecular interactions, particularly in hydrogen bonding and lipophilicity modulation. Researchers are exploring its potential in developing kinase inhibitors, a hot topic in oncology research, where fluorinated pyrimidines show promise in improving drug bioavailability and target specificity. Recent studies highlight its role in structure-activity relationship (SAR) optimization for various therapeutic targets.

In the context of green chemistry trends, synthetic routes for 1706464-15-4 are being optimized to reduce environmental impact. The compound's regioselective functionalization potential makes it particularly valuable for parallel synthesis approaches, addressing the pharmaceutical industry's need for efficient compound libraries. Analytical techniques like LC-MS and NMR spectroscopy are crucial for characterizing this compound, with particular attention to its fluorine NMR signatures.

The agrochemical sector shows growing interest in 6-(difluoromethyl)pyrimidin-4-amine derivatives as potential crop protection agents. The difluoromethyl moiety's metabolic stability and ability to modulate pesticide resistance patterns align with current agricultural challenges. Researchers are investigating its incorporation into novel fungicidal formulations, responding to the global need for sustainable plant disease management solutions.

From a supply chain perspective, manufacturers of 1706464-15-4 are implementing quality by design (QbD) principles to ensure consistent production. The compound's storage stability and handling requirements are frequently discussed topics among chemical procurement specialists. Proper analytical method validation is essential for quality control, particularly regarding impurity profiling in commercial batches.

Emerging applications in material science are exploring 6-(difluoromethyl)pyrimidin-4-amine as a building block for functional polymers. Its ability to participate in click chemistry reactions makes it valuable for creating smart materials with tailored properties. This aligns with current research trends in advanced material design for electronics and coatings.

Patent analysis reveals increasing intellectual property activity surrounding 1706464-15-4 derivatives, particularly in combination therapies and formulation technologies. The compound's metabolic stability and potential for prodrug development are key factors driving this innovation. Regulatory considerations for fluorinated pharmaceuticals are also shaping research directions involving this pyrimidine scaffold.

For researchers working with 6-(difluoromethyl)pyrimidin-4-amine, understanding its solubility characteristics in various organic solvents is crucial for reaction optimization. Recent publications highlight successful catalytic amination approaches using this compound, contributing to more efficient synthetic pathways. The compound's crystallinity properties are also being studied for polymorph control in final drug products.

Future perspectives for 1706464-15-4 include potential applications in PET imaging probes, leveraging the fluorine-18 isotope, and development of targeted drug delivery systems. As computational chemistry advances, molecular docking studies with this scaffold are providing insights for rational drug design across multiple therapeutic areas.

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