Cas no 439937-55-0 (5-Bromo-2-ethylbenzoic acid)

5-Bromo-2-ethylbenzoic acid is a brominated aromatic carboxylic acid derivative with the molecular formula C9H9BrO2. This compound features a benzoic acid core substituted with a bromine atom at the 5-position and an ethyl group at the 2-position, imparting distinct electronic and steric properties. It serves as a versatile intermediate in organic synthesis, particularly in pharmaceutical and agrochemical applications, where its functional groups enable further derivatization. The bromine moiety facilitates cross-coupling reactions, while the carboxylic acid group allows for esterification or amidation. Its well-defined structure and reactivity make it valuable for constructing complex molecules in medicinal chemistry and material science research.
5-Bromo-2-ethylbenzoic acid structure
5-Bromo-2-ethylbenzoic acid structure
Product Name:5-Bromo-2-ethylbenzoic acid
CAS No:439937-55-0
MF:C9H9BrO2
MW:229.070562124252
CID:1028208
PubChem ID:44597228
Update Time:2025-06-11

5-Bromo-2-ethylbenzoic acid Chemical and Physical Properties

Names and Identifiers

    • 5-Bromo-2-ethylbenzoic acid
    • 2-ethyl-5-bromobenzoic acid
    • 5-Brom-2-ethyl-benzoesaeure
    • AK-35173
    • ANW-58031
    • CTK8B7643
    • KB-244961
    • CL9468
    • CS-0139707
    • DB-368413
    • SCHEMBL23243427
    • 439937-55-0
    • AKOS016002967
    • Z1269239111
    • DTXSID90659622
    • MFCD16619423
    • EN300-396772
    • AS-46357
    • 5-BROMO-2-ETHYLBENZOICACID
    • DTXCID10610371
    • MDL: MFCD16619423
    • Inchi: 1S/C9H9BrO2/c1-2-6-3-4-7(10)5-8(6)9(11)12/h3-5H,2H2,1H3,(H,11,12)
    • InChI Key: RJJFAACSONNSDX-UHFFFAOYSA-N
    • SMILES: BrC1C=CC(=C(C(=O)O)C=1)CC

Computed Properties

  • Exact Mass: 227.97857
  • Monoisotopic Mass: 227.97859g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 170
  • 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: 2.9
  • Topological Polar Surface Area: 37.3?2

Experimental Properties

  • PSA: 37.3

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Additional information on 5-Bromo-2-ethylbenzoic acid

Recent Advances in the Application of 5-Bromo-2-ethylbenzoic acid (CAS: 439937-55-0) in Chemical Biology and Pharmaceutical Research

5-Bromo-2-ethylbenzoic acid (CAS: 439937-55-0) has emerged as a compound of significant interest in chemical biology and pharmaceutical research due to its versatile applications in drug discovery and development. Recent studies have highlighted its potential as a key intermediate in the synthesis of bioactive molecules, particularly in the development of novel anti-inflammatory and anticancer agents. This research brief aims to provide an overview of the latest advancements related to this compound, focusing on its synthesis, biological activity, and therapeutic potential.

In a 2023 study published in the Journal of Medicinal Chemistry, researchers explored the use of 5-Bromo-2-ethylbenzoic acid as a precursor for the synthesis of small-molecule inhibitors targeting protein-protein interactions (PPIs) involved in cancer progression. The study demonstrated that derivatives of this compound exhibited potent inhibitory effects on specific oncogenic pathways, with IC50 values in the low micromolar range. These findings suggest that 5-Bromo-2-ethylbenzoic acid could serve as a valuable scaffold for the development of next-generation anticancer therapeutics.

Another significant advancement was reported in ACS Chemical Biology, where scientists investigated the compound's role in modulating inflammatory responses. The research team synthesized a series of analogs based on 5-Bromo-2-ethylbenzoic acid and evaluated their effects on key inflammatory mediators. Several derivatives showed promising activity in reducing the production of pro-inflammatory cytokines, indicating potential applications in the treatment of chronic inflammatory diseases such as rheumatoid arthritis and inflammatory bowel disease.

From a synthetic chemistry perspective, recent work published in Organic Letters has focused on developing more efficient and sustainable methods for producing 5-Bromo-2-ethylbenzoic acid and its derivatives. The study introduced a novel catalytic system that significantly improved the yield and purity of the compound while reducing environmental impact. This methodological advancement is particularly relevant for large-scale pharmaceutical production, where efficiency and sustainability are critical considerations.

In the realm of drug delivery, researchers have explored the use of 5-Bromo-2-ethylbenzoic acid as a building block for prodrug development. A 2024 study in Molecular Pharmaceutics demonstrated that conjugating this compound with various therapeutic agents could enhance their pharmacokinetic properties, including improved solubility and targeted delivery. This approach has shown particular promise in addressing challenges associated with poorly water-soluble drugs.

Looking forward, the unique chemical properties of 5-Bromo-2-ethylbenzoic acid continue to inspire innovative research directions. Current investigations are exploring its potential in areas such as targeted protein degradation, covalent inhibitor design, and as a molecular probe for studying biological systems. As our understanding of this compound's versatility grows, it is likely to play an increasingly important role in bridging chemical synthesis with biological applications in pharmaceutical development.

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