Cas no 261763-42-2 (2,6-Difluoro-3-methylbenzylamine)

2,6-Difluoro-3-methylbenzylamine is a fluorinated benzylamine derivative characterized by its unique substitution pattern, featuring fluorine atoms at the 2- and 6-positions and a methyl group at the 3-position of the benzene ring. This structural configuration enhances its utility as a versatile intermediate in pharmaceutical and agrochemical synthesis, particularly in the development of bioactive molecules. The presence of fluorine atoms improves metabolic stability and lipophilicity, while the benzylamine moiety offers reactivity for further functionalization. Its high purity and well-defined chemical properties make it suitable for precision applications in medicinal chemistry and material science. The compound is typically handled under controlled conditions due to its sensitivity.
2,6-Difluoro-3-methylbenzylamine structure
261763-42-2 structure
Product Name:2,6-Difluoro-3-methylbenzylamine
CAS No:261763-42-2
MF:C8H9F2N
MW:157.16056895256
MDL:MFCD01631410
CID:247406
PubChem ID:2774148
Update Time:2025-06-13

2,6-Difluoro-3-methylbenzylamine Chemical and Physical Properties

Names and Identifiers

    • Benzenemethanamine,2,6-difluoro-3-methyl-
    • 2,6-Difluoro-3-methylbenzylamine
    • 2,6-Difluoro-3-methyl-benzylamine
    • AC1MCO0D
    • ACMC-1CRFU
    • BenzeneMethanaMine, 2,6-difluoro-3-Methyl- (9CI)
    • CTK4F7291
    • JRD-1106
    • MolPort-000-165-920
    • SureCN2849049
    • (2,6-Difluoro-3-methylbenzyl)amine
    • (2,6-difluoro-3-methylphenyl)methanamine
    • CS-0450244
    • 261763-42-2
    • SB76348
    • MFCD01631410
    • AKOS006230389
    • 2,6-Difluoro-3-methylbenzylamine, AldrichCPR
    • SCHEMBL2849049
    • Benzenemethanamine, 2,6-difluoro-3-methyl-
    • D95678
    • DIETHYLALLYLPHOSPHATE98
    • EN300-648075
    • 1-(2,6-DIFLUORO-3-METHYLPHENYL)METHANAMINE
    • JS-4192
    • DTXSID80378911
    • (2, 6-difluoro-3-methylphenyl)methanamine
    • DB-327621
    • 2,6-Difluoro-3-methylbenzenemethanamine
    • MDL: MFCD01631410
    • Inchi: 1S/C8H9F2N/c1-5-2-3-7(9)6(4-11)8(5)10/h2-3H,4,11H2,1H3
    • InChI Key: ARYISIHEKZVZMJ-UHFFFAOYSA-N
    • SMILES: FC1C(C)=CC=C(C=1CN)F

Computed Properties

  • Exact Mass: 157.07037
  • Monoisotopic Mass: 157.07030562g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 129
  • 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: 1.3
  • Topological Polar Surface Area: 26?2

Experimental Properties

  • Density: 1.171
  • Boiling Point: 195 oC
  • Flash Point: 85 oC
  • Refractive Index: 1.4950
  • PSA: 26.02
  • Sensitiveness: Air Sensitive

2,6-Difluoro-3-methylbenzylamine Security Information

  • HazardClass:8

2,6-Difluoro-3-methylbenzylamine Pricemore >>

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Additional information on 2,6-Difluoro-3-methylbenzylamine

Professional Introduction to Compound with CAS No. 261763-42-2 and Product Name: 2,6-Difluoro-3-methylbenzylamine

2,6-Difluoro-3-methylbenzylamine, identified by the Chemical Abstracts Service Number (CAS No.) 261763-42-2, is a fluorinated aromatic amine that has garnered significant attention in the field of pharmaceutical and agrochemical research. This compound, characterized by its difluoro and methyl substituents on a benzylamine backbone, exhibits unique chemical properties that make it a valuable intermediate in the synthesis of various biologically active molecules.

The fluorine atoms at the 2 and 6 positions of the benzene ring introduce electron-withdrawing effects, which can modulate the reactivity and electronic properties of the molecule. This feature is particularly useful in medicinal chemistry, where fluorine substitution often enhances metabolic stability, bioavailability, and binding affinity to biological targets. The methyl group at the 3 position further influences the steric environment around the amine functionality, potentially affecting both the synthesis and biological activity of derivatives.

In recent years, there has been a growing interest in developing novel fluorinated amines for therapeutic applications. 2,6-Difluoro-3-methylbenzylamine has been explored as a key building block in the synthesis of small-molecule inhibitors targeting various disease pathways. For instance, its structural motif has been incorporated into compounds designed to interact with enzymes involved in cancer metabolism. Preliminary studies suggest that derivatives of this compound may exhibit inhibitory effects on key metabolic enzymes such as IDH1 and IDH2, which are aberrantly activated in certain types of leukemia.

The fluorinated aromatic ring in 2,6-Difluoro-3-methylbenzylamine also makes it a promising candidate for developing agrochemicals with improved efficacy and environmental safety. Fluorine-containing compounds are known for their enhanced resistance to degradation, which can lead to longer-lasting activity in crop protection applications. Researchers are currently investigating its potential use in synthesizing novel herbicides and fungicides that maintain high performance while minimizing ecological impact.

From a synthetic chemistry perspective, 2,6-Difluoro-3-methylbenzylamine offers a versatile platform for exploring different functionalization strategies. The presence of both an amine and an aromatic ring provides multiple sites for further modification, enabling the creation of diverse libraries of compounds for high-throughput screening. Advanced synthetic techniques such as palladium-catalyzed cross-coupling reactions have been employed to introduce additional functional groups while preserving the integrity of the difluoro and methyl moieties.

The pharmaceutical industry has also shown interest in this compound due to its potential role as a precursor for biopharmaceuticals. The benzylamine core is a common structural element in many drugs, and fluorinated derivatives have demonstrated improved pharmacokinetic profiles. For example, analogs of 2,6-Difluoro-3-methylbenzylamine have been investigated as intermediates in the synthesis of protease inhibitors used in antiviral therapies. The ability to fine-tune electronic and steric properties through strategic fluorination offers a powerful tool for optimizing drug-like characteristics.

Recent advancements in computational chemistry have further enhanced the utility of 2,6-Difluoro-3-methylbenzylamine in drug discovery. Molecular modeling studies indicate that fluorine substitution can significantly improve interactions with biological targets by increasing lipophilicity and reducing hydrogen bonding capacity. These insights have guided the design of novel derivatives with enhanced binding affinity and selectivity. Additionally, machine learning algorithms have been trained on large datasets containing fluorinated amines to predict biological activity more accurately, accelerating the development process.

The agrochemical sector has similarly benefited from the incorporation of fluorine into molecular structures. Fluorinated compounds often exhibit greater stability against environmental degradation, which is crucial for long-lasting pest control solutions. Research groups are actively exploring derivatives of 2,6-Difluoro-3-methylbenzylamine as lead compounds for next-generation herbicides and fungicides that balance efficacy with sustainability. Field trials have begun on several promising candidates that show promising results in controlling resistant weed species while maintaining low toxicity to non-target organisms.

From an industrial production standpoint, scaling up the synthesis of 261763-42-2 presents both challenges and opportunities. Efficient synthetic routes must be developed to ensure cost-effectiveness and scalability without compromising purity standards required for pharmaceutical applications. Continuous flow chemistry has emerged as a viable approach for producing complex fluorinated intermediates like this one under mild conditions with high yields. Such innovations not only improve economic feasibility but also align with green chemistry principles by reducing waste generation.

The future direction of research on 2,6-Difluoro-3-methylbenzylamine is likely to focus on expanding its applications across multiple domains including oncology, inflammation modulation, and neurodegenerative diseases. The unique combination of structural features makes it an attractive scaffold for designing molecules that interact with challenging biological targets such as protein-protein interactions or allosteric sites on enzymes. As our understanding of structure-activity relationships continues to evolve through experimental validation combined with computational modeling,this compound will undoubtedly remain at forefrontof molecular innovation.

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