• 1. Dissociation of large gaseous serine clusters produces abundant protonated serine octamer
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• 2. Excellent kinetics of single-phase Gd-doped ceria fuel electrodes in solid oxide cells?
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• 3. Enantiocontrolled construction of sistodiolynne, an unusual polyketide from the wood-decay fungus Sistrema raduloides
  Chem. Commun., 1997, 767-768
• 4. Evolution study of photo-synthesized gold nanoparticles by spectral deconvolution model: a quantitative approach
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• 5. Evolution of cellulose into flexible conductive green electronics: a smart strategy to fabricate sustainable electrodes for supercapacitors
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Introduction to N-Benzyl-N-methyl 2-bromobenzamide (CAS No. 124461-28-5)

N-Benzyl-N-methyl 2-bromobenzamide, with the chemical formula C₁₄H₁₃BrNO₂, is a significant compound in the field of pharmaceutical chemistry and bioorganic synthesis. This compound, identified by its unique CAS number 124461-28-5, has garnered attention due to its versatile applications in the development of novel therapeutic agents. The structural features of N-Benzyl-N-methyl 2-bromobenzamide, particularly the presence of a brominated benzamide core and a benzylic amine substituent, make it a valuable intermediate in synthetic chemistry and drug discovery.

The benzamide moiety is a well-known pharmacophore in medicinal chemistry, often found in drugs with anti-inflammatory, analgesic, and neuroprotective properties. The bromine atom at the 2-position of the benzene ring enhances the electrophilicity of the molecule, making it susceptible to various nucleophilic substitution reactions. This characteristic is particularly useful in cross-coupling reactions, such as Suzuki-Miyaura and Buchwald-Hartwig couplings, which are pivotal in constructing complex molecular architectures.

The benzylic amine group in N-Benzyl-N-methyl 2-bromobenzamide provides an additional handle for further functionalization. This group can be easily modified through reductive amination, alkylation, or acylation reactions, allowing chemists to tailor the compound for specific biological activities. The N-methyl group contributes to the overall lipophilicity of the molecule, which can influence its pharmacokinetic properties, including absorption, distribution, metabolism, and excretion (ADME).

In recent years, N-Benzyl-N-methyl 2-bromobenzamide has been explored in several cutting-edge research areas. One notable application is in the development of kinase inhibitors. Kinases are enzymes that play crucial roles in cell signaling pathways and are often implicated in various diseases, including cancer. The bromobenzamide scaffold serves as an effective platform for designing kinase inhibitors due to its ability to interact with the ATP-binding pocket of these enzymes. Several studies have demonstrated the potential of this compound as a lead molecule in kinase inhibition assays.

Another area where N-Benzyl-N-methyl 2-bromobenzamide has shown promise is in the synthesis of protease inhibitors. Proteases are enzymes that catalyze the hydrolysis of peptide bonds and are involved in numerous physiological processes. Dysregulation of protease activity is associated with diseases such as Alzheimer's disease and HIV/AIDS. The structural versatility of N-Benzyl-N-methyl 2-bromobenzamide allows for the design of molecules that can selectively inhibit specific proteases, thereby modulating their activity and potentially treating related disorders.

The compound has also been investigated for its antimicrobial properties. The bromobenzamide core exhibits inherent antimicrobial activity against various bacterial and fungal strains. This makes it a valuable candidate for developing novel antibiotics and antifungal agents. Additionally, the benzylic amine group can be further functionalized to enhance the antimicrobial spectrum and improve drug efficacy.

The synthesis of N-Benzyl-N-methyl 2-bromobenzamide involves multi-step organic transformations that highlight its synthetic utility. A common synthetic route begins with the bromination of benzamide derivatives followed by benzylation and methylation at the amine group. These steps showcase the compound's role as a versatile building block in organic synthesis. Advanced techniques such as palladium-catalyzed cross-coupling reactions have been employed to introduce additional functional groups at specific positions on the benzene ring, further expanding its synthetic potential.

The pharmacological evaluation of N-Benzyl-N-methyl 2-bromobenzamide has revealed several interesting properties. In vitro studies have shown that this compound exhibits moderate activity against certain kinases and proteases, suggesting its potential as a lead molecule for drug development. Preclinical studies have also demonstrated its safety profile and tolerability in animal models. These findings have encouraged researchers to explore its therapeutic applications further.

The future prospects of N-Benzyl-N-methyl 2-bromobenzamide are promising, with ongoing research focusing on optimizing its pharmacological properties and exploring new therapeutic targets. Advances in computational chemistry and molecular modeling are being leveraged to design derivatives with enhanced potency and selectivity. Additionally, green chemistry principles are being applied to develop more sustainable synthetic routes for this compound.

In conclusion, N-Benzyl-N-methyl 2-bromobenzamide (CAS No. 124461-28-5) is a multifaceted compound with significant applications in pharmaceutical chemistry and drug discovery. Its unique structural features make it a valuable intermediate for synthesizing novel therapeutic agents targeting various diseases. The ongoing research into this compound highlights its potential as a lead molecule in developing next-generation drugs.

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