Cas no 1804934-13-1 (6-(Difluoromethyl)pyridine-3,4-diamine)

6-(Difluoromethyl)pyridine-3,4-diamine structure
1804934-13-1 structure
Product Name:6-(Difluoromethyl)pyridine-3,4-diamine
CAS No:1804934-13-1
MF:C6H7F2N3
MW:159.136687517166
MDL:MFCD25476729
CID:4782073
PubChem ID:118812335
Update Time:2026-02-27

6-(Difluoromethyl)pyridine-3,4-diamine Chemical and Physical Properties

Names and Identifiers

    • 6-(Difluoromethyl)pyridine-3,4-diamine
    • 1804934-13-1
    • D80140
    • MDL: MFCD25476729
    • Inchi: 1S/C6H7F2N3/c7-6(8)5-1-3(9)4(10)2-11-5/h1-2,6H,10H2,(H2,9,11)
    • InChI Key: UQXUSQRFENVJGT-UHFFFAOYSA-N
    • SMILES: FC(C1C=C(C(=CN=1)N)N)F

Computed Properties

  • Exact Mass: 159.06080356g/mol
  • Monoisotopic Mass: 159.06080356g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 131
  • 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: 0.1
  • Topological Polar Surface Area: 64.9

6-(Difluoromethyl)pyridine-3,4-diamine Pricemore >>

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Additional information on 6-(Difluoromethyl)pyridine-3,4-diamine

Introduction to 6-(Difluoromethyl)pyridine-3,4-diamine (CAS No. 1804934-13-1) and Its Emerging Applications in Chemical Biology and Medicinal Chemistry

6-(Difluoromethyl)pyridine-3,4-diamine, identified by the Chemical Abstracts Service Number (CAS No.) 1804934-13-1, is a versatile heterocyclic compound that has garnered significant attention in the fields of chemical biology and medicinal chemistry due to its unique structural and electronic properties. This compound, featuring a pyridine core substituted with a difluoromethyl group at the 6-position and amino groups at the 3- and 4-positions, presents an intriguing scaffold for the development of novel bioactive molecules.

The difluoromethyl moiety is a key structural feature that imparts distinct chemical reactivity and metabolic stability, making it a valuable component in drug design. The presence of two amino groups further enhances the compound's potential as a precursor for the synthesis of more complex pharmacophores. Recent advancements in synthetic methodologies have enabled the efficient preparation of 6-(Difluoromethyl)pyridine-3,4-diamine, facilitating its exploration in various biochemical and pharmacological contexts.

In recent years, there has been growing interest in leveraging fluorinated compounds for their enhanced binding affinity and resistance to metabolic degradation. The difluoromethyl group, in particular, has been extensively studied for its ability to modulate enzyme activity and receptor interactions. For instance, studies have demonstrated that fluorinated analogs of pyridine derivatives exhibit improved pharmacokinetic profiles compared to their non-fluorinated counterparts. This has spurred research into the development of new therapeutic agents where 6-(Difluoromethyl)pyridine-3,4-diamine could serve as a key intermediate.

One of the most compelling applications of 6-(Difluoromethyl)pyridine-3,4-diamine lies in its utility as a building block for kinase inhibitors. Kinases are critical enzymes involved in numerous cellular processes, and their dysregulation is often associated with cancer and inflammatory diseases. The pyridine scaffold provides a suitable platform for designing small-molecule inhibitors that can selectively target specific kinases. The incorporation of the difluoromethyl group has been shown to enhance binding interactions with the ATP-binding pockets of kinases, leading to more potent and selective inhibitors.

Moreover, the amino groups at the 3- and 4-positions of 6-(Difluoromethyl)pyridine-3,4-diamine offer opportunities for further functionalization, allowing chemists to tailor the compound's properties for specific biological targets. For example, these amino groups can be used to introduce additional polar or charged moieties that improve solubility or target specificity. This flexibility makes 6-(Difluoromethyl)pyridine-3,4-diamine a valuable tool in medicinal chemistry pipelines for hit identification and optimization.

Recent studies have also explored the role of 6-(Difluoromethyl)pyridine-3,4-diamine in modulating immune responses. The pyridine derivatives have been shown to interact with various immune receptors, influencing pathways involved in inflammation and antigen presentation. The unique electronic properties conferred by the difluoromethyl group may enhance these interactions, making this compound a promising candidate for immunotherapy applications. Preclinical trials are currently underway to evaluate its potential in treating autoimmune disorders and infectious diseases.

The synthesis of 6-(Difluoromethyl)pyridine-3,4-diamine has been refined through multiple approaches, including multi-step organic transformations and catalytic methods. Advances in flow chemistry have further streamlined its production, enabling scalable synthesis for industrial applications. These developments have made it more accessible for researchers to incorporate this compound into their studies without significant synthetic hurdles.

In conclusion, 6-(Difluoromethyl)pyridine-3,4-diamine (CAS No. 1804934-13-1) represents a fascinating compound with broad applications in chemical biology and medicinal chemistry. Its unique structural features, particularly the presence of the difluoromethyl group and amino functionalities, make it an attractive scaffold for drug discovery efforts targeting kinases, immune receptors, and other therapeutic areas. As research continues to uncover new biological functions and synthetic strategies for this compound, its significance in pharmaceutical development is expected to grow further.

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