Cas no 1211542-12-9 (5-fluoro-6-methyl-pyridin-3-amine)

5-Fluoro-6-methyl-pyridin-3-amine is a fluorinated pyridine derivative with a methyl substituent at the 6-position and an amino group at the 3-position. This compound serves as a valuable intermediate in pharmaceutical and agrochemical synthesis, offering structural versatility for further functionalization. The presence of fluorine enhances metabolic stability and binding affinity in target molecules, while the methyl group can influence steric and electronic properties. Its well-defined reactivity profile makes it suitable for cross-coupling reactions, nucleophilic substitutions, and other transformations. The compound is typically handled under controlled conditions due to its sensitivity. High-purity grades are available to meet rigorous research and industrial requirements.
5-fluoro-6-methyl-pyridin-3-amine structure
1211542-12-9 structure
Product Name:5-fluoro-6-methyl-pyridin-3-amine
CAS No:1211542-12-9
MF:C6H7FN2
MW:126.131584405899
MDL:MFCD18250722
CID:2107799
PubChem ID:57516326
Update Time:2025-06-13

5-fluoro-6-methyl-pyridin-3-amine Chemical and Physical Properties

Names and Identifiers

    • 5-fluoro-6-methyl-3-Pyridinamine
    • 5-fluoro-6-methylpyridin-3-amine
    • 5-fluoro-6-methyl-pyridin-3-amine
    • KJZLQXAWTJBZNV-UHFFFAOYSA-N
    • CS-0160707
    • SCHEMBL111804
    • 5-AMINO-3-FLUORO-2-METHYLPYRIDINE
    • 1211542-12-9
    • D70662
    • BS-14654
    • 5-fluoro-6-methyl-pyridin-3-ylamine
    • DTXSID201301760
    • AKOS023200356
    • MFCD18250722
    • AB73533
    • DA-37353
    • MDL: MFCD18250722
    • Inchi: 1S/C6H7FN2/c1-4-6(7)2-5(8)3-9-4/h2-3H,8H2,1H3
    • InChI Key: KJZLQXAWTJBZNV-UHFFFAOYSA-N
    • SMILES: FC1=CC(=CN=C1C)N

Computed Properties

  • Exact Mass: 126.05932639g/mol
  • Monoisotopic Mass: 126.05932639g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 0
  • Complexity: 97.1
  • 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: 0.7
  • Topological Polar Surface Area: 38.9?2

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Additional information on 5-fluoro-6-methyl-pyridin-3-amine

Introduction to 5-fluoro-6-methyl-pyridin-3-amine (CAS No: 1211542-12-9)

5-fluoro-6-methyl-pyridin-3-amine is a significant heterocyclic compound that has garnered considerable attention in the field of pharmaceutical chemistry and medicinal research. This compound, identified by its Chemical Abstracts Service (CAS) number 1211542-12-9, possesses a unique structural framework that makes it a valuable intermediate in the synthesis of various biologically active molecules. The presence of both fluorine and methyl substituents on the pyridine ring enhances its chemical reactivity and potential pharmacological properties, making it a subject of extensive study in drug discovery programs.

The structural motif of 5-fluoro-6-methyl-pyridin-3-amine consists of a pyridine core with functional groups strategically positioned to facilitate further chemical modifications. The fluorine atom at the 5-position and the methyl group at the 6-position contribute to its distinct electronic properties, influencing its interactions with biological targets. Such structural features are often exploited in medicinal chemistry to optimize binding affinity, metabolic stability, and overall drug-like characteristics.

In recent years, there has been a growing interest in fluorinated pyridines due to their prevalence in approved drugs and their ability to modulate enzyme activity and receptor binding. The compound 5-fluoro-6-methyl-pyridin-3-amine is no exception, and its synthesis has been explored as a key step in developing novel therapeutic agents. Researchers have leveraged its scaffold to create derivatives with enhanced efficacy against various diseases, including oncological and inflammatory conditions.

One of the most compelling aspects of 5-fluoro-6-methyl-pyridin-3-amine is its role as a precursor in the synthesis of kinase inhibitors, which are critical in modern cancer therapy. The pyridine ring serves as a hinge-binding motif, allowing for precise targeting of protein kinases involved in tumor growth and progression. The fluorine atom, in particular, has been shown to improve pharmacokinetic profiles by increasing lipophilicity and reducing metabolic degradation. Furthermore, the methyl group at the 6-position can fine-tune steric interactions with the target site, enhancing binding affinity.

Recent advancements in computational chemistry have enabled researchers to predict the binding modes of 5-fluoro-6-methyl-pyridin-3-amine derivatives with high accuracy. Molecular docking studies have revealed that this compound can interact with key residues in target proteins, suggesting its potential as a lead compound for drug development. These studies have been complemented by experimental validation, where analogs of 5-fluoro-6-methyl-pyridin-3-amine have demonstrated promising activity in preclinical models.

The pharmaceutical industry has recognized the synthetic utility of 5-fluoro-6-methyl-pyridin-3-amine and has incorporated it into several drug discovery campaigns. Its versatility allows for modifications at multiple positions on the pyridine ring, enabling the creation of libraries of compounds with diverse biological activities. This flexibility has been particularly valuable in hit-to-lead optimization programs, where rapid access to structurally diverse molecules is essential.

Another area where 5-fluoro-6-methyl-pyridin-3-amine has shown promise is in the development of antiviral agents. The unique electronic properties of fluorinated pyridines can disrupt viral replication mechanisms by interfering with essential enzymes or protein-protein interactions. Preliminary studies have indicated that derivatives of 5-fluoro-6-methyl-pyridin-3-amine exhibit inhibitory effects against certain viral strains, making them attractive candidates for further investigation.

The synthesis of 5-fluoro-6-methyl-pyridin-3-am ine involves multi-step organic transformations that highlight the compound's synthetic accessibility. Modern synthetic methodologies have been employed to improve yields and reduce environmental impact, aligning with green chemistry principles. These approaches include catalytic hydrogenation, nucleophilic substitution reactions, and palladium-catalyzed cross-coupling reactions, which are well-suited for constructing complex heterocyclic frameworks.

In conclusion, 5-fluoro-6-methyl-pyridin -3-am ine (CAS No: 1211542 -12 -9) is a versatile and pharmacologically relevant compound that continues to be explored in pharmaceutical research. Its unique structural features make it an excellent scaffold for developing novel therapeutic agents targeting various diseases. As our understanding of molecular interactions progresses, compounds like 5-fluoro -6-methyl -pyridin -3-am ine will undoubtedly play a crucial role in shaping the future of drug discovery and development.

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