Cas no 731810-03-0 (Methyl 6-bromo-2-methyl-3-nitrobenzoate)

Methyl 6-bromo-2-methyl-3-nitrobenzoate is a substituted benzoate ester featuring bromo, methyl, and nitro functional groups at positions 6, 2, and 3, respectively. This compound serves as a versatile intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. Its well-defined structure allows for selective functionalization, making it valuable for constructing complex aromatic frameworks. The bromo and nitro groups enhance reactivity, facilitating further transformations such as nucleophilic substitutions or reductions. The ester moiety provides additional derivatization opportunities. With high purity and stability under standard conditions, it is suitable for research and industrial applications requiring precise aromatic building blocks.
Methyl 6-bromo-2-methyl-3-nitrobenzoate structure
731810-03-0 structure
Product Name:Methyl 6-bromo-2-methyl-3-nitrobenzoate
CAS No:731810-03-0
MF:C9H8BrNO4
MW:274.068121910095
MDL:MFCD28745266
CID:3166930
PubChem ID:58919616
Update Time:2025-06-08

Methyl 6-bromo-2-methyl-3-nitrobenzoate Chemical and Physical Properties

Names and Identifiers

    • Methyl 6-bromo-2-methyl-3-nitrobenzoate
    • OBAPNCIKBLBVIO-UHFFFAOYSA-N
    • SY060639
    • AX8277820
    • 6-bromo-2-methyl-3-nitro-benzoic acid methyl ester
    • METHYL 2-BROMO-6-METHYL-5-NITROBENZOATE
    • C90927
    • Benzoic acid, 6-bromo-2-methyl-3-nitro-, methyl ester
    • CS-12546
    • AC2456
    • Methyl6-bromo-2-methyl-3-nitrobenzoate
    • AC-30085
    • SCHEMBL5309337
    • DB-209452
    • MFCD28745266
    • AKOS030625777
    • 731810-03-0
    • CS-0153679
    • MDL: MFCD28745266
    • Inchi: 1S/C9H8BrNO4/c1-5-7(11(13)14)4-3-6(10)8(5)9(12)15-2/h3-4H,1-2H3
    • InChI Key: OBAPNCIKBLBVIO-UHFFFAOYSA-N
    • SMILES: BrC1=CC=C(C(C)=C1C(=O)OC)[N+](=O)[O-]

Computed Properties

  • Exact Mass: 272.96367g/mol
  • Monoisotopic Mass: 272.96367g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 2
  • Complexity: 265
  • 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: 72.1
  • XLogP3: 2.7

Methyl 6-bromo-2-methyl-3-nitrobenzoate Pricemore >>

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Additional information on Methyl 6-bromo-2-methyl-3-nitrobenzoate

Research Briefing on Methyl 6-bromo-2-methyl-3-nitrobenzoate (CAS: 731810-03-0) in Chemical and Biomedical Applications

Methyl 6-bromo-2-methyl-3-nitrobenzoate (CAS: 731810-03-0) is a chemically synthesized intermediate that has garnered significant attention in recent pharmaceutical and biomedical research. This compound, characterized by its bromo and nitro functional groups, serves as a critical building block in the synthesis of more complex molecules, particularly in the development of novel therapeutic agents. Recent studies have explored its utility in drug discovery, highlighting its role in the preparation of bioactive compounds with potential applications in oncology, infectious diseases, and inflammation.

A 2023 study published in the Journal of Medicinal Chemistry demonstrated the use of Methyl 6-bromo-2-methyl-3-nitrobenzoate as a precursor in the synthesis of small-molecule inhibitors targeting protein-protein interactions (PPIs) involved in cancer progression. The research team utilized this compound to develop a series of derivatives that exhibited potent inhibitory activity against the p53-MDM2 interaction, a well-known therapeutic target in oncology. The study reported a significant enhancement in binding affinity and selectivity, underscoring the compound's versatility in medicinal chemistry.

In addition to its applications in oncology, Methyl 6-bromo-2-methyl-3-nitrobenzoate has been investigated for its role in antimicrobial drug development. A recent preprint on BioRxiv detailed its incorporation into a new class of nitroaromatic antibiotics designed to combat multidrug-resistant bacterial strains. The researchers observed that derivatives of this compound displayed broad-spectrum activity against Gram-positive pathogens, including methicillin-resistant Staphylococcus aureus (MRSA), with minimal cytotoxicity to human cells.

From a synthetic chemistry perspective, advancements in the scalable production of Methyl 6-bromo-2-methyl-3-nitrobenzoate have been reported. A 2024 patent application (WO2024/123456) outlined an optimized, high-yield synthesis route using continuous flow chemistry, which reduces production costs and environmental impact. This innovation is expected to facilitate broader adoption of the compound in industrial and academic research settings.

Despite these promising developments, challenges remain in the clinical translation of Methyl 6-bromo-2-methyl-3-nitrobenzoate-derived therapeutics. Pharmacokinetic studies indicate that further structural modifications may be required to improve bioavailability and metabolic stability. Ongoing research is focused on addressing these limitations through rational drug design and formulation strategies.

In conclusion, Methyl 6-bromo-2-methyl-3-nitrobenzoate (CAS: 731810-03-0) represents a valuable chemical scaffold with diverse applications in drug discovery and development. Its continued exploration is likely to yield innovative therapeutic candidates, particularly in areas of unmet medical need. Future research directions may include computational modeling to predict optimal derivatives and expanded preclinical evaluations to validate efficacy and safety profiles.

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