Cas no 153435-68-8 (5-Bromo-N-methylnicotinamide)

5-Bromo-N-methylnicotinamide is a brominated derivative of nicotinamide, featuring a methyl substitution on the amide nitrogen. This compound serves as a versatile intermediate in organic synthesis and pharmaceutical research, particularly in the development of bioactive molecules. Its bromine moiety enhances reactivity, enabling selective cross-coupling reactions such as Suzuki-Miyaura or Buchwald-Hartwig couplings. The N-methyl group improves metabolic stability, making it valuable for drug discovery applications. With a well-defined structure and high purity, it is suitable for use in medicinal chemistry, ligand design, and as a building block for heterocyclic compounds. The product is typically characterized by NMR and HPLC for quality assurance.
5-Bromo-N-methylnicotinamide structure
5-Bromo-N-methylnicotinamide structure
Product Name:5-Bromo-N-methylnicotinamide
CAS No:153435-68-8
MF:C7H7BrN2O
MW:215.047280550003
MDL:MFCD01788369
CID:857560
PubChem ID:22049775
Update Time:2025-10-15

5-Bromo-N-methylnicotinamide Chemical and Physical Properties

Names and Identifiers

    • 5-Bromo-N-methylnicotinamide
    • 3-bromo-5-(N-methylcarbamoyl)pyridine
    • 5-bromo-N-methylpyridine-3-carboxamide
    • 5-bromo-N-methyl-3-pyridinecarboxamide
    • 5-Bromo-N-methyl-nicotinamide
    • 5-BROMO-METHYL-3-PYRIDINECARBOXAMIDE
    • SY317250
    • 5-Bromo N-methylnicotinamide
    • Oprea1_717156
    • A12089
    • A883823
    • CHEMBL4295166
    • QHORMANADMCWSL-UHFFFAOYSA-N
    • AKOS005259764
    • FS-4455
    • Z30272319
    • CS-0169401
    • 153435-68-8
    • J-009014
    • SCHEMBL1095815
    • MB02044
    • MFCD01788369
    • DTXSID70622016
    • 5-bromo-n-methyl nicotinamide
    • MDL: MFCD01788369
    • Inchi: 1S/C7H7BrN2O/c1-9-7(11)5-2-6(8)4-10-3-5/h2-4H,1H3,(H,9,11)
    • InChI Key: QHORMANADMCWSL-UHFFFAOYSA-N
    • SMILES: BrC1=CN=CC(=C1)C(NC)=O

Computed Properties

  • Exact Mass: 213.97400
  • Monoisotopic Mass: 213.97418g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 151
  • 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: 0.8
  • Topological Polar Surface Area: 42?2

Experimental Properties

  • PSA: 41.99000
  • LogP: 1.59460

5-Bromo-N-methylnicotinamide Customs Data

  • HS CODE:2933399090
  • Customs Data:

    China Customs Code:

    2933399090

    Overview:

    2933399090. Other compounds with non fused pyridine rings in structure. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933399090. other compounds containing an unfused pyridine ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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5-Bromo-N-methylnicotinamide Production Method

Additional information on 5-Bromo-N-methylnicotinamide

Comprehensive Overview of 5-Bromo-N-methylnicotinamide (CAS No. 153435-68-8): Properties, Applications, and Research Insights

5-Bromo-N-methylnicotinamide (CAS No. 153435-68-8) is a specialized organic compound that has garnered significant attention in pharmaceutical and biochemical research. This brominated derivative of nicotinamide is structurally characterized by a pyridine ring substituted with a bromine atom at the 5-position and an N-methylamide functional group. Its molecular formula, C7H7BrN2O, and precise molecular weight of 215.05 g/mol make it a valuable intermediate in synthetic chemistry.

Researchers frequently explore 5-Bromo-N-methylnicotinamide for its role in modulating enzymatic activity, particularly in studies related to NAD+ metabolism and sirtuin pathways. These areas have gained traction due to growing interest in aging research and metabolic disorders. The compound's unique structure allows it to serve as a precursor for more complex molecules, enabling the development of novel therapeutic agents targeting inflammation and oxidative stress.

In recent years, the demand for high-purity 5-Bromo-N-methylnicotinamide has surged, driven by its applications in high-throughput screening and drug discovery platforms. Its compatibility with modern analytical techniques like LC-MS (Liquid Chromatography-Mass Spectrometry) and NMR spectroscopy makes it indispensable for quality control in research laboratories. The compound's stability under standard laboratory conditions (room temperature, inert atmosphere) further enhances its utility.

A key advantage of 153435-68-8 lies in its synthetic versatility. Chemists frequently employ it in palladium-catalyzed cross-coupling reactions, such as Suzuki-Miyaura or Buchwald-Hartwig couplings, to construct more elaborate heterocyclic systems. This aligns with current trends in green chemistry, where researchers seek efficient methods to reduce synthetic steps and minimize waste generation.

From a commercial perspective, 5-Bromo-N-methylnicotinamide suppliers must adhere to strict GMP standards to meet pharmaceutical industry requirements. Analytical certificates typically include data on HPLC purity (>98%), residual solvents, and heavy metal content. Storage recommendations generally suggest protection from light and moisture at 2-8°C for long-term stability.

Emerging studies suggest potential applications of 5-Bromo-N-methylnicotinamide derivatives in neuroprotective therapies, particularly in models of neurodegenerative diseases. This correlates with increasing public interest in brain health supplements and cognitive enhancers. However, thorough preclinical evaluation remains essential before any clinical translation.

The compound's safety profile has been documented in Material Safety Data Sheets (MSDS), emphasizing standard laboratory precautions including PPE (personal protective equipment) usage. Proper handling procedures recommend working in a fume hood and avoiding direct contact with skin or eyes, consistent with general chemical safety protocols.

For researchers sourcing CAS 153435-68-8, verification through spectroscopic fingerprinting (IR, 1H/13C NMR) is crucial to ensure batch-to-batch consistency. Many laboratories now combine traditional characterization with computational chemistry approaches to predict reactivity patterns and optimize synthetic routes, reflecting the integration of AI-assisted drug design in modern research.

Environmental considerations for 5-Bromo-N-methylnicotinamide disposal follow standard protocols for brominated organic compounds, typically involving licensed waste management services. The scientific community continues to investigate biodegradation pathways for such intermediates to align with sustainable research practices.

Ongoing investigations explore the compound's potential in epigenetic modulation, particularly regarding histone deacetylase (HDAC) inhibition. This research avenue has gained momentum with increased understanding of epigenetic mechanisms in disease progression. Such studies often require custom synthesis of isotopically labeled versions (e.g., 13C or 15N) for advanced metabolic tracing experiments.

In summary, 5-Bromo-N-methylnicotinamide (CAS No. 153435-68-8) represents a multifaceted research chemical with expanding applications in medicinal chemistry and molecular biology. Its continued relevance stems from both its intrinsic chemical properties and its adaptability to cutting-edge research methodologies across interdisciplinary fields.

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