Cas no 20294-50-2 (4-Bromo-2-methyl-6-nitrophenol)

4-Bromo-2-methyl-6-nitrophenol is a halogenated nitrophenol derivative with applications in organic synthesis and pharmaceutical intermediates. Its distinct bromo and nitro substituents on the phenolic ring enhance reactivity, making it valuable for electrophilic aromatic substitution and coupling reactions. The compound's crystalline structure ensures high purity and stability under standard conditions. It serves as a versatile building block in the synthesis of agrochemicals, dyes, and specialty chemicals. The presence of both electron-withdrawing (nitro) and electron-donating (methyl) groups allows for selective functionalization, offering synthetic flexibility. Proper handling is required due to its potential irritant properties. Storage should be in a cool, dry environment, protected from light.
4-Bromo-2-methyl-6-nitrophenol structure
20294-50-2 structure
Product Name:4-Bromo-2-methyl-6-nitrophenol
CAS No:20294-50-2
MF:C7H6BrNO3
MW:232.0314412117
MDL:MFCD09835004
CID:1025080
PubChem ID:21507492
Update Time:2025-06-08

4-Bromo-2-methyl-6-nitrophenol Chemical and Physical Properties

Names and Identifiers

    • 4-Bromo-2-methyl-6-nitrophenol
    • PHENOL, 4-BROMO-2-METHYL-6-NITRO-
    • 4-Brom-2-methyl-6-nitro-phenol
    • 4-Brom-6-nitro-o-kresol
    • 4-bromo-2-methyl-6-nitro-phenol
    • 5-Brom-3-nitro-2-oxy-1-methyl-benzol
    • 5-Brom-3-nitro-2-oxy-toluol
    • FD7268
    • PHENOL,4-BROMO-2-METHYL-6-NITRO
    • 6-Nitro-4-brom-o-kresol
    • KWNYDIOUTKEIFL-UHFFFAOYSA-N
    • AB53057
    • ST2405612
    • V4193
    • 20294-50-2
    • DB-367468
    • DTXSID00615259
    • CS-0098686
    • FS-4932
    • MFCD09835004
    • A879727
    • SCHEMBL1736226
    • Phenol,4-bromo-2-methyl-6-nitro-
    • EN300-100390
    • AMY15224
    • AKOS012519774
    • SY134742
    • DTXCID40566014
    • MDL: MFCD09835004
    • Inchi: 1S/C7H6BrNO3/c1-4-2-5(8)3-6(7(4)10)9(11)12/h2-3,10H,1H3
    • InChI Key: KWNYDIOUTKEIFL-UHFFFAOYSA-N
    • SMILES: BrC1C=C(C(=C(C)C=1)O)[N+](=O)[O-]

Computed Properties

  • Exact Mass: 230.95300
  • Monoisotopic Mass: 230.95311g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 0
  • Complexity: 182
  • 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: 3
  • Topological Polar Surface Area: 66

Experimental Properties

  • PSA: 66.05000
  • LogP: 2.89450

4-Bromo-2-methyl-6-nitrophenol Customs Data

  • HS CODE:2908999090
  • Customs Data:

    China Customs Code:

    2908999090

    Overview:

    2908999090 Halogenated derivatives of other phenols and phenolic alcohols(Including its sulfonation\Nitrosative or nitrosative derivatives). VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:5.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2908999090 halogenated, sulphonated, nitrated or nitrosated derivatives of phenols or phenol-alcohols.Supervision conditions:None.VAT:17.0%.Tax rebate rate:9.0%.MFN tariff:5.5%.General tariff:30.0%

4-Bromo-2-methyl-6-nitrophenol Pricemore >>

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4-Bromo-2-methyl-6-nitrophenol Production Method

Additional information on 4-Bromo-2-methyl-6-nitrophenol

Recent Advances in the Study of 4-Bromo-2-methyl-6-nitrophenol (CAS: 20294-50-2) in Chemical Biology and Pharmaceutical Research

4-Bromo-2-methyl-6-nitrophenol (CAS: 20294-50-2) is a brominated nitrophenol derivative that has garnered significant attention in recent years due to its potential applications in chemical biology and pharmaceutical research. This compound, characterized by its unique structural features, has been explored for its role in various biochemical processes, including enzyme inhibition, antimicrobial activity, and as a precursor in the synthesis of more complex molecules. Recent studies have shed light on its mechanistic pathways and potential therapeutic benefits, making it a subject of growing interest in the scientific community.

One of the key areas of research involving 4-Bromo-2-methyl-6-nitrophenol is its antimicrobial properties. A 2023 study published in the Journal of Medicinal Chemistry demonstrated its efficacy against a range of Gram-positive and Gram-negative bacteria, including methicillin-resistant Staphylococcus aureus (MRSA). The study highlighted the compound's ability to disrupt bacterial cell wall synthesis, suggesting its potential as a novel antibiotic scaffold. Further investigations are underway to optimize its pharmacokinetic properties and reduce potential toxicity.

In addition to its antimicrobial activity, 4-Bromo-2-methyl-6-nitrophenol has shown promise as an enzyme inhibitor. Research published in Bioorganic & Medicinal Chemistry Letters in 2024 revealed its inhibitory effects on tyrosine kinases, which are critical targets in cancer therapy. The compound's nitro and bromo functional groups were found to interact with key residues in the kinase active site, providing a basis for the design of more potent inhibitors. These findings open new avenues for the development of targeted cancer therapies.

The synthetic utility of 4-Bromo-2-methyl-6-nitrophenol has also been explored. A recent study in Organic Letters detailed its use as a building block in the synthesis of heterocyclic compounds, which are prevalent in many pharmaceuticals. The bromo and nitro groups facilitate various coupling and cyclization reactions, enabling the construction of complex molecular architectures. This versatility underscores its value in medicinal chemistry and drug discovery.

Despite these advancements, challenges remain in the application of 4-Bromo-2-methyl-6-nitrophenol. Issues such as solubility, stability, and selectivity need to be addressed to fully realize its potential. Ongoing research aims to modify the compound's structure to enhance its pharmacological profile while minimizing off-target effects. Collaborative efforts between chemists, biologists, and pharmacologists are essential to overcome these hurdles and translate findings into clinical applications.

In conclusion, 4-Bromo-2-methyl-6-nitrophenol (CAS: 20294-50-2) represents a promising candidate in chemical biology and pharmaceutical research. Its diverse biological activities and synthetic versatility make it a valuable tool for drug discovery and development. Future studies should focus on optimizing its properties and exploring its mechanisms of action in greater detail. As research progresses, this compound may pave the way for new therapeutic strategies in addressing unmet medical needs.

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