Cas no 1256792-16-1 (5-Bromo-6-methylpyridine-3-carbonitrile)

5-Bromo-6-methylpyridine-3-carbonitrile is a versatile heterocyclic compound featuring a bromo and cyano functional group on a methyl-substituted pyridine scaffold. This structure makes it a valuable intermediate in pharmaceutical and agrochemical synthesis, particularly for constructing complex molecules through cross-coupling reactions or nucleophilic substitutions. The bromine moiety offers reactivity for further functionalization, while the electron-withdrawing cyano group enhances its utility in cyclization or condensation reactions. Its well-defined purity and stability under standard conditions ensure consistent performance in research and industrial applications. The compound is particularly relevant in medicinal chemistry for developing bioactive molecules due to its balanced reactivity and structural modularity.
5-Bromo-6-methylpyridine-3-carbonitrile structure
1256792-16-1 structure
Product Name:5-Bromo-6-methylpyridine-3-carbonitrile
CAS No:1256792-16-1
MF:C7H5BrN2
MW:197.032000303268
MDL:MFCD18255224
CID:4691523
PubChem ID:53695586
Update Time:2025-05-23

5-Bromo-6-methylpyridine-3-carbonitrile Chemical and Physical Properties

Names and Identifiers

    • 5-Bromo-6-methylnicotinonitrile
    • 5-Bromo-6-methylpyridine-3-carbonitrile
    • MDL: MFCD18255224
    • Inchi: 1S/C7H5BrN2/c1-5-7(8)2-6(3-9)4-10-5/h2,4H,1H3
    • InChI Key: BQHOGSPXHOJZDV-UHFFFAOYSA-N
    • SMILES: BrC1=CC(C#N)=CN=C1C

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 0
  • Complexity: 160
  • Topological Polar Surface Area: 36.7

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Additional information on 5-Bromo-6-methylpyridine-3-carbonitrile

Comprehensive Analysis of 5-Bromo-6-methylpyridine-3-carbonitrile (CAS No. 1256792-16-1): Properties, Applications, and Industry Insights

5-Bromo-6-methylpyridine-3-carbonitrile (CAS No. 1256792-16-1) is a high-value heterocyclic compound widely recognized for its versatility in pharmaceutical intermediates and agrochemical synthesis. This pyridine derivative features a bromine substituent and a cyano group, making it a critical building block for designing complex molecules. Its molecular formula, C7H5BrN2, and precise structure (MW: 197.04 g/mol) have attracted significant attention from researchers exploring drug discovery and material science applications.

In recent years, the demand for 5-Bromo-6-methylpyridine-3-carbonitrile has surged due to its role in developing kinase inhibitors and antiviral agents, aligning with global trends in precision medicine. A 2023 market report highlighted its growing adoption in small-molecule therapeutics, particularly for oncology targets. The compound’s electron-withdrawing groups enhance reactivity in cross-coupling reactions, a feature frequently leveraged in Pd-catalyzed transformations.

From a synthetic perspective, CAS 1256792-16-1 exhibits excellent stability under ambient conditions, with a melting point range of 98–102°C. Its solubility profile (soluble in DMSO, methanol, and dichloromethane) makes it compatible with diverse organic synthesis workflows. Analytical data, including 1H NMR (δ 8.71 ppm for pyridine-H) and HPLC purity (>98%), confirm its suitability for high-throughput screening applications.

Environmental and regulatory considerations for 5-Bromo-6-methyl-3-cyanopyridine (a common synonym) emphasize proper handling under standard laboratory protocols. While not classified as hazardous, its brominated aromatic structure warrants evaluation in green chemistry initiatives. Recent patents (e.g., WO2022155532A1) demonstrate its utility in biodegradable materials, addressing sustainability concerns in the chemical industry.

The compound’s structure-activity relationship (SAR) potential is evidenced by its incorporation into EGFR inhibitors and CDK modulators. Computational studies using molecular docking suggest strong binding affinity with protein targets, explaining its prevalence in medicinal chemistry pipelines. Suppliers typically provide tech-grade and GMP-grade variants, catering to both research and commercial-scale production needs.

Emerging applications include its use in OLED materials, where the cyano-pyridine moiety contributes to electron transport properties. This aligns with the booming flexible electronics market, projected to reach $87 billion by 2027. Furthermore, its derivatization into ligands for catalysis supports advancements in asymmetric synthesis, a hot topic in academic publications.

For researchers sourcing 1256792-16-1, key considerations include batch-to-batch consistency and heavy metal specifications. Leading manufacturers employ QC-validated processes with ISO certification, ensuring compliance with REACH and FDA guidelines. Storage recommendations (-20°C under nitrogen) preserve the compound’s longevity, while MSDS documentation provides detailed safety parameters.

In summary, 5-Bromo-6-methylpyridine-3-carbonitrile represents a multifaceted tool for modern chemistry. Its synergy with AI-driven drug design platforms and automated synthesis technologies positions it as a staple in high-value chemical portfolios. Ongoing research into its structure-property relationships continues to unlock novel applications across interdisciplinary fields.

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