Cas no 1403483-70-4 (Methyl 4-bromo-2-(2-methoxy-2-oxoethyl)benzoate)

Methyl 4-bromo-2-(2-methoxy-2-oxoethyl)benzoate is a brominated aromatic ester compound with versatile applications in organic synthesis and pharmaceutical intermediates. Its key advantages include a stable molecular structure, facilitating controlled reactions in complex transformations. The presence of both ester and bromo functional groups enhances its reactivity, making it a valuable precursor for cross-coupling reactions, such as Suzuki or Heck couplings. The methoxycarbonyl and methoxyethyl substituents contribute to its solubility in common organic solvents, improving handling and purification. This compound is particularly useful in the synthesis of fine chemicals and bioactive molecules, where precise functionalization is required. Its well-defined reactivity profile ensures consistent performance in multi-step synthetic routes.
Methyl 4-bromo-2-(2-methoxy-2-oxoethyl)benzoate structure
1403483-70-4 structure
Product Name:Methyl 4-bromo-2-(2-methoxy-2-oxoethyl)benzoate
CAS No:1403483-70-4
MF:C11H11BrO4
MW:287.106642961502
MDL:MFCD22549313
CID:3047785
PubChem ID:68696044
Update Time:2025-08-01

Methyl 4-bromo-2-(2-methoxy-2-oxoethyl)benzoate Chemical and Physical Properties

Names and Identifiers

    • Methyl 4-bromo-2-(2-methoxy-2-oxoethyl)benzoate
    • V3066
    • methyl4-bromo-2-(2-methoxy-2-oxoethyl)benzoate
    • 1403483-70-4
    • AKOS026673276
    • E83644
    • AS-67254
    • CS-0211082
    • Benzeneacetic acid, 5-bromo-2-(methoxycarbonyl)-, methyl ester
    • SCHEMBL3569905
    • DTXSID901177601
    • MDL: MFCD22549313
    • Inchi: 1S/C11H11BrO4/c1-15-10(13)6-7-5-8(12)3-4-9(7)11(14)16-2/h3-5H,6H2,1-2H3
    • InChI Key: HHGOFKSYBIJJTF-UHFFFAOYSA-N
    • SMILES: BrC1C=CC(C(=O)OC)=C(C=1)CC(=O)OC

Computed Properties

  • Exact Mass: 285.98407g/mol
  • Monoisotopic Mass: 285.98407g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 5
  • Complexity: 267
  • 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
  • Topological Polar Surface Area: 52.6
  • XLogP3: 2.3

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Methyl 4-bromo-2-(2-methoxy-2-oxoethyl)benzoate Related Literature

Additional information on Methyl 4-bromo-2-(2-methoxy-2-oxoethyl)benzoate

Methyl 4-bromo-2-(2-methoxy-2-oxoethyl)benzoate (CAS No. 1403483-70-4): An Overview

Methyl 4-bromo-2-(2-methoxy-2-oxoethyl)benzoate (CAS No. 1403483-70-4) is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound, characterized by its unique structural features, has shown promising potential in various applications, particularly in the development of novel therapeutic agents.

The molecular structure of Methyl 4-bromo-2-(2-methoxy-2-oxoethyl)benzoate consists of a benzene ring substituted with a bromine atom at the para position and a methoxyacetyl group at the meta position. The presence of these functional groups imparts distinct chemical and biological properties to the molecule, making it an attractive candidate for further investigation.

Recent studies have highlighted the importance of brominated compounds in drug discovery and development. The bromine atom in Methyl 4-bromo-2-(2-methoxy-2-oxoethyl)benzoate can serve as a key functional group for various chemical transformations, including cross-coupling reactions and electrophilic substitutions. These reactions are crucial for the synthesis of complex molecules with potential therapeutic applications.

In the context of medicinal chemistry, Methyl 4-bromo-2-(2-methoxy-2-oxoethyl)benzoate has been explored as a precursor for the synthesis of bioactive molecules. For instance, researchers have utilized this compound to develop novel inhibitors of specific enzymes involved in disease pathways. One notable example is its use in the synthesis of inhibitors targeting kinases, which are key regulators of cellular processes and are implicated in various diseases, including cancer and inflammatory disorders.

The methoxyacetyl group in Methyl 4-bromo-2-(2-methoxy-2-oxoethyl)benzoate also plays a crucial role in its biological activity. This group can enhance the lipophilicity and metabolic stability of the molecule, which are important factors for optimizing drug-like properties. Additionally, the methoxyacetyl moiety can participate in hydrogen bonding interactions with target proteins, thereby modulating their activity.

From a synthetic perspective, Methyl 4-bromo-2-(2-methoxy-2-oxoethyl)benzoate can be prepared through well-established organic synthesis routes. One common method involves the reaction of 4-bromobenzoic acid with methyl chloroacetate followed by methanolysis to introduce the methoxy group. This synthetic strategy provides a scalable and efficient approach to produce high-purity material suitable for further studies.

In addition to its potential as a drug candidate, Methyl 4-bromo-2-(2-methoxy-2-oxoethyl)benzoate has also been investigated for its utility as a probe molecule in biochemical assays. Its unique structural features make it suitable for labeling and tracking specific biomolecules, which can provide valuable insights into cellular processes and disease mechanisms.

Recent advancements in analytical techniques have further enhanced our understanding of the properties and behavior of Methyl 4-bromo-2-(2-methoxy-2-oxoethyl)benzoate. High-resolution mass spectrometry (HRMS), nuclear magnetic resonance (NMR), and X-ray crystallography have been employed to characterize this compound at the molecular level. These techniques have provided detailed information on its conformational flexibility, solubility, and interactions with biological targets.

The safety profile of Methyl 4-bromo-2-(2-methoxy-2-oxoethyl)benzoate is another important aspect that has been evaluated in preclinical studies. Toxicological assessments have shown that this compound exhibits low toxicity at relevant concentrations, making it a promising candidate for further development. However, ongoing research is necessary to fully elucidate its safety and efficacy profiles.

In conclusion, Methyl 4-bromo-2-(2-methoxy-2-oxoethyl)benzoate (CAS No. 1403483-70-4) is a multifaceted compound with significant potential in medicinal chemistry and pharmaceutical research. Its unique structural features and favorable properties make it an attractive candidate for the development of novel therapeutic agents and biochemical probes. Continued investigation into its applications will likely yield valuable insights and contribute to advancements in drug discovery and development.

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