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Chemical Profile of 11-(Bromomethyl)henicosane (CAS No. 1473452-21-9)

11-(Bromomethyl)henicosane, identified by the Chemical Abstracts Service Number (CAS No.) 1473452-21-9, is a specialized organic compound belonging to the alkyl halide family. This compound features a long hydrocarbon chain with a bromomethyl functional group at the eleventh carbon position, making it a valuable intermediate in synthetic chemistry and pharmaceutical research. The unique structural properties of 11-(Bromomethyl)henicosane contribute to its utility in constructing complex molecular architectures, particularly in the development of novel bioactive molecules.

The molecular formula of 11-(Bromomethyl)henicosane is C₂₁H₄₃Br, reflecting its 21-carbon backbone and bromine substitution. This linear aliphatic structure provides a stable platform for further chemical modifications, such as nucleophilic substitution reactions, which are pivotal in drug discovery processes. The presence of the bromomethyl group (–CH₂Br) enhances its reactivity, enabling facile coupling with various nucleophiles to form carbon-carbon bonds. Such transformations are essential in constructing pharmacophores that exhibit desirable biological activities.

In recent years, 11-(Bromomethyl)henicosane has garnered attention in the field of medicinal chemistry due to its potential applications in designing novel therapeutic agents. Its long hydrocarbon chain mimics lipophilic moieties often found in biologically active compounds, facilitating membrane permeability and improving oral bioavailability. Researchers have explored its utility in synthesizing derivatives with anti-inflammatory, anticancer, and antimicrobial properties. For instance, modifications of the bromomethyl group have led to the development of alkylated peptides and peptidomimetics, which are known for their enhanced stability and bioavailability.

The compound's structural similarity to naturally occurring waxes and fatty acids makes it a promising candidate for studying lipid-based drug delivery systems. Advanced computational studies have demonstrated that 11-(Bromomethyl)henicosane can be incorporated into lipid nanoparticles, improving the encapsulation efficiency of hydrophobic drugs. This approach has shown promise in clinical trials for delivering chemotherapeutic agents to target sites with high precision. Additionally, its role in polymer chemistry has been investigated, where it serves as a monomer or crosslinking agent in biodegradable polymers used for sustained drug release.

From a synthetic chemistry perspective, 11-(Bromomethyl)henicosane offers a versatile scaffold for exploring new reaction pathways. Transition-metal-catalyzed cross-coupling reactions, such as Suzuki-Miyaura and Buchwald-Hartwig couplings, have been employed to introduce aryl or heteroaryl groups at various positions along the carbon chain. These modifications have resulted in structurally diverse compounds with tailored biological activities. Furthermore, its use in organometallic chemistry has led to innovative methods for constructing complex cyclic frameworks, which are prevalent in many pharmacologically relevant molecules.

The industrial relevance of 11-(Bromomethyl)henicosane extends beyond pharmaceutical applications. It serves as a key intermediate in producing specialty chemicals used in cosmetics and personal care products. Its long-chain alkyl structure imparts moisturizing and stabilizing properties to formulations, making it valuable in skincare creams and hair conditioners. Moreover, researchers have explored its potential as a precursor for liquid crystal materials, where its ordered molecular arrangement contributes to optical properties useful in display technologies.

In academic research, 11-(Bromomethyl)henicosane has been employed to study enzyme-substrate interactions and metabolic pathways involving long-chain fatty acids. Its structural mimicry allows researchers to probe how enzymes recognize and process natural lipids, providing insights into disease mechanisms and potential therapeutic targets. Collaborative studies between synthetic chemists and biochemists have leveraged this compound to develop enzyme inhibitors with implications for treating metabolic disorders.

The future prospects of 11-(Bromomethyl)henicosane are vast, with ongoing investigations focusing on green chemistry approaches to optimize its synthesis. Catalytic methods that minimize waste and energy consumption are being prioritized to align with sustainable practices. Additionally, computational modeling techniques are being refined to predict the reactivity and biological activity of derivatives before experimental synthesis, accelerating the drug discovery pipeline.

In conclusion,11-(Bromomethyl)henicosane (CAS No. 1473452-21-9) is a multifaceted compound with significant applications across multiple scientific disciplines. Its unique structural features make it an indispensable tool in medicinal chemistry, polymer science, and materials engineering. As research continues to uncover new methodologies and applications,11-(Bromomethyl)henicosane is poised to remain at the forefront of innovation in chemical sciences.

• 18908-66-2(2-Ethylhexyl bromide)
• 25346-33-2(Pentane,1-bromo-2-methyl-)
• 51979-43-2(Heptane, 1-bromo-2,6-dimethyl-)
• 3814-34-4(3-(Bromomethyl)pentane)
• 25118-31-4(Pentane,1,5-dibromo-2-methyl-)
• 17247-58-4((Bromomethyl)cyclobutane)
• 52997-43-0(7-(Bromomethyl)pentadecane)
• 61639-11-0(Decane, 1-bromo-4-(bromomethyl)-)
• 101258-57-5(Hexane,1-bromo-2-methyl-)
• 54154-22-2(Undecane, 1-bromo-2,6,10-trimethyl-)