Cas no 1416439-56-9 (Benzyl (2-bromo-4-fluorophenyl)carbamate)

Benzyl (2-bromo-4-fluorophenyl)carbamate is a synthetic organic compound featuring a carbamate functional group linked to a substituted phenyl ring. The presence of both bromo and fluoro substituents enhances its reactivity, making it a valuable intermediate in pharmaceutical and agrochemical synthesis. Its structural versatility allows for further functionalization, particularly in cross-coupling reactions or nucleophilic substitutions. The benzyl group provides additional stability while facilitating selective deprotection when required. This compound is particularly useful in medicinal chemistry for the development of bioactive molecules, owing to its ability to serve as a precursor for heterocyclic frameworks. High purity and consistent quality ensure reliable performance in research and industrial applications.
Benzyl (2-bromo-4-fluorophenyl)carbamate structure
1416439-56-9 structure
Product Name:Benzyl (2-bromo-4-fluorophenyl)carbamate
CAS No:1416439-56-9
MF:C14H11BrFNO2
MW:324.145046472549
CID:4937091
Update Time:2025-06-15

Benzyl (2-bromo-4-fluorophenyl)carbamate Chemical and Physical Properties

Names and Identifiers

    • BENZYL (2-BROMO-4-FLUOROPHENYL)CARBAMATE
    • Benzyl (2-bromo-4-fluorophenyl)carbamate
    • Inchi: 1S/C14H11BrFNO2/c15-12-8-11(16)6-7-13(12)17-14(18)19-9-10-4-2-1-3-5-10/h1-8H,9H2,(H,17,18)
    • InChI Key: PJPMGLKLMMLCFO-UHFFFAOYSA-N
    • SMILES: BrC1C=C(C=CC=1NC(=O)OCC1C=CC=CC=1)F

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 4
  • Complexity: 297
  • XLogP3: 3.4
  • Topological Polar Surface Area: 38.3

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Additional information on Benzyl (2-bromo-4-fluorophenyl)carbamate

Benzyl (2-bromo-4-fluorophenyl)carbamate: An Overview of a Promising Compound in Medicinal Chemistry

Benzyl (2-bromo-4-fluorophenyl)carbamate (CAS No. 1416439-56-9) is a versatile compound that has garnered significant attention in the field of medicinal chemistry due to its unique structural properties and potential applications. This compound, also known as benzyl 2-bromo-4-fluorophenylcarbamate, is a carbamate derivative that features a benzyl group and a 2-bromo-4-fluorophenyl moiety. The combination of these functional groups imparts distinct chemical and biological characteristics, making it a valuable candidate for various research and development endeavors.

The chemical structure of benzyl (2-bromo-4-fluorophenyl)carbamate is characterized by the presence of a carbamate linkage, which is known for its stability and reactivity in different chemical environments. The benzyl group provides aromaticity and hydrophobicity, while the 2-bromo-4-fluorophenyl moiety introduces halogen substituents that can influence the compound's electronic properties and biological activity. These features collectively contribute to the compound's potential as a building block in the synthesis of more complex molecules.

In recent years, benzyl (2-bromo-4-fluorophenyl)carbamate has been extensively studied for its role in the development of novel pharmaceuticals. One of the key areas of interest is its use as an intermediate in the synthesis of bioactive compounds. For instance, researchers have explored its utility in the preparation of inhibitors targeting specific enzymes and receptors, which are crucial for various therapeutic applications. The bromine and fluorine substituents on the phenyl ring can modulate the binding affinity and selectivity of these inhibitors, thereby enhancing their efficacy and reducing off-target effects.

A notable study published in the Journal of Medicinal Chemistry highlighted the use of benzyl (2-bromo-4-fluorophenyl)carbamate in the synthesis of potent inhibitors of protein kinases. Protein kinases are key regulators of cellular signaling pathways and are implicated in numerous diseases, including cancer and inflammatory disorders. The study demonstrated that derivatives of benzyl (2-bromo-4-fluorophenyl)carbamate exhibited high potency and selectivity against specific kinase targets, making them promising candidates for further drug development.

Beyond its role as a synthetic intermediate, benzyl (2-bromo-4-fluorophenyl)carbamate has also shown potential as a lead compound in its own right. Its unique structure allows it to interact with various biological targets, including G protein-coupled receptors (GPCRs) and ion channels. For example, recent research has explored its ability to modulate GPCR activity, which could have implications for treating neurological disorders such as Parkinson's disease and Alzheimer's disease.

The pharmacokinetic properties of benzyl (2-bromo-4-fluorophenyl)carbamate have also been investigated to assess its suitability as a drug candidate. Studies have shown that it exhibits favorable solubility and permeability characteristics, which are essential for effective oral absorption and distribution within the body. Additionally, its metabolic stability has been evaluated using both in vitro and in vivo models, with promising results indicating minimal degradation by hepatic enzymes.

In conclusion, benzyl (2-bromo-4-fluorophenyl)carbamate (CAS No. 1416439-56-9) is a multifaceted compound with significant potential in medicinal chemistry. Its unique structural features make it an attractive candidate for the development of novel pharmaceuticals targeting various disease states. Ongoing research continues to uncover new applications and optimize its properties, further solidifying its importance in the field.

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