Cas no 1352227-31-6 (6-fluoro-N-methyl-1H-1,3-benzodiazol-2-amine)

6-Fluoro-N-methyl-1H-1,3-benzodiazol-2-amine is a fluorinated benzimidazole derivative with potential applications in pharmaceutical and agrochemical research. The fluorine substitution at the 6-position enhances its metabolic stability and bioavailability, while the N-methyl group improves lipophilicity, facilitating membrane permeability. This compound serves as a versatile intermediate in the synthesis of biologically active molecules, particularly in the development of kinase inhibitors and antimicrobial agents. Its well-defined structure allows for precise modifications, making it valuable for structure-activity relationship (SAR) studies. High purity and consistent quality ensure reliable performance in experimental settings. Suitable for use in medicinal chemistry and drug discovery pipelines.
6-fluoro-N-methyl-1H-1,3-benzodiazol-2-amine structure
1352227-31-6 structure
Product Name:6-fluoro-N-methyl-1H-1,3-benzodiazol-2-amine
CAS No:1352227-31-6
MF:C8H8FN3
MW:165.167624473572
CID:4592006
PubChem ID:67992385
Update Time:2025-10-22

6-fluoro-N-methyl-1H-1,3-benzodiazol-2-amine Chemical and Physical Properties

Names and Identifiers

    • 6-fluoro-N-methyl-1H-1,3-benzodiazol-2-amine
    • 1H-Benzimidazol-2-amine, 6-fluoro-N-methyl-
    • Inchi: 1S/C8H8FN3/c1-10-8-11-6-3-2-5(9)4-7(6)12-8/h2-4H,1H3,(H2,10,11,12)
    • InChI Key: FTMWWKJQYUELFV-UHFFFAOYSA-N
    • SMILES: C1(NC)NC2=CC(F)=CC=C2N=1

Computed Properties

  • Exact Mass: 165.07
  • Monoisotopic Mass: 165.07
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 164
  • 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
  • Topological Polar Surface Area: 40.7A^2

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Additional information on 6-fluoro-N-methyl-1H-1,3-benzodiazol-2-amine

Comprehensive Overview of 6-fluoro-N-methyl-1H-1,3-benzodiazol-2-amine (CAS No. 1352227-31-6)

6-fluoro-N-methyl-1H-1,3-benzodiazol-2-amine, with the CAS number 1352227-31-6, is a fluorinated benzimidazole derivative that has garnered significant attention in pharmaceutical and biochemical research. This compound belongs to the benzodiazole family, known for its diverse biological activities and applications in drug discovery. The presence of a fluoro substituent at the 6-position and a methylamine group at the 2-position enhances its potential as a building block for small-molecule therapeutics and enzyme inhibitors.

In recent years, the demand for fluorinated heterocycles like 6-fluoro-N-methyl-1H-1,3-benzodiazol-2-amine has surged due to their role in optimizing drug bioavailability and metabolic stability. Researchers are particularly interested in its potential applications in central nervous system (CNS) disorders, given the ability of fluorinated compounds to cross the blood-brain barrier. This aligns with current trends in neuropharmacology, where fluorine incorporation is a key strategy for improving drug efficacy.

The synthesis of CAS 1352227-31-6 typically involves multistep organic reactions, including cyclization and fluorination steps, which are critical for achieving high chemical purity. Analytical techniques such as HPLC, NMR spectroscopy, and mass spectrometry are employed to validate its structure. These methods ensure compliance with stringent pharmaceutical quality standards, a topic frequently searched by professionals in the field.

From a structure-activity relationship (SAR) perspective, the 6-fluoro-N-methyl-1H-1,3-benzodiazol-2-amine scaffold offers versatility for medicinal chemistry modifications. Its electron-withdrawing fluorine atom can influence binding affinity to target proteins, making it valuable for designing kinase inhibitors or GPCR modulators. This aligns with industry focus on precision medicine and targeted therapies.

Environmental and safety profiles of 1352227-31-6 are also under scrutiny, as regulatory agencies emphasize green chemistry principles. Researchers are exploring solvent-free synthesis routes and catalytic methods to reduce waste, addressing the growing demand for sustainable pharmaceutical manufacturing—a hot topic in 2024 industry reports.

In summary, 6-fluoro-N-methyl-1H-1,3-benzodiazol-2-amine (CAS 1352227-31-6) represents a promising chemical entity with multifaceted applications. Its relevance to drug development, coupled with advancements in fluorination technologies, positions it as a compound of enduring scientific and commercial interest.

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