Cas no 35090-76-7 (5-Bromo-2-hydroxy-3-methoxybenzoic acid)

5-Bromo-2-hydroxy-3-methoxybenzoic acid is a brominated hydroxy-methoxybenzoic acid derivative with applications in organic synthesis and pharmaceutical research. Its distinct substitution pattern—combining bromo, hydroxy, and methoxy functional groups—makes it a versatile intermediate for constructing complex molecules, particularly in medicinal chemistry. The bromine atom enhances reactivity for further functionalization via cross-coupling reactions, while the hydroxy and methoxy groups contribute to hydrogen bonding and steric effects, influencing molecular interactions. This compound is valued for its purity and stability under standard conditions, ensuring reliable performance in synthetic workflows. Its structural features also make it useful in studying enzyme inhibition or as a precursor for bioactive compounds.
5-Bromo-2-hydroxy-3-methoxybenzoic acid structure
35090-76-7 structure
Product Name:5-Bromo-2-hydroxy-3-methoxybenzoic acid
CAS No:35090-76-7
MF:C8H7BrO4
MW:247.042782068253
MDL:MFCD02258870
CID:295329
PubChem ID:13596081
Update Time:2025-06-08

5-Bromo-2-hydroxy-3-methoxybenzoic acid Chemical and Physical Properties

Names and Identifiers

    • 5-Bromo-2-hydroxy-3-methoxybenzoic acid
    • Benzoic acid,5-bromo-2-hydroxy-3-methoxy-
    • 5-Brom-2-hydroxy-3-methoxy-benzoesaeure
    • 5-bromo-2-hydroxy-3-methoxy-benzoic acid
    • 5-Brom-o-vanillinsaeure
    • MFCD02258870
    • VQCPZBYERTTWDS-UHFFFAOYSA-N
    • AKOS005151395
    • EN300-116845
    • AS-64150
    • SY093337
    • 35090-76-7
    • 5-Bromo-2-hydroxy-3-methoxybenzoicacid
    • DTXSID10544642
    • W11122
    • Benzoic acid, 5-bromo-2-hydroxy-3-methoxy-
    • CS-0047225
    • 5-bromo-3-methoxysalicylic acid
    • SCHEMBL1894382
    • DB-368422
    • MDL: MFCD02258870
    • Inchi: 1S/C8H7BrO4/c1-13-6-3-4(9)2-5(7(6)10)8(11)12/h2-3,10H,1H3,(H,11,12)
    • InChI Key: VQCPZBYERTTWDS-UHFFFAOYSA-N
    • SMILES: BrC1C=C(C(=C(C(=O)O)C=1)O)OC

Computed Properties

  • Exact Mass: 245.95300
  • Monoisotopic Mass: 245.95277g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 197
  • 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: 2.6
  • Topological Polar Surface Area: 66.8?2

Experimental Properties

  • PSA: 66.76000
  • LogP: 1.86150

5-Bromo-2-hydroxy-3-methoxybenzoic acid Customs Data

  • HS CODE:2918990090
  • Customs Data:

    China Customs Code:

    2918990090

    Overview:

    2918990090. Other additional oxy carboxylic acids(Including anhydrides\Acyl halide\Peroxides, peroxyacids and derivatives of this tax number). VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2918990090. other carboxylic acids with additional oxygen function and their anhydrides, halides, peroxides and peroxyacids; their halogenated, sulphonated, nitrated or nitrosated derivatives. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

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5-Bromo-2-hydroxy-3-methoxybenzoic acid Production Method

Additional information on 5-Bromo-2-hydroxy-3-methoxybenzoic acid

5-Bromo-2-hydroxy-3-methoxybenzoic Acid: A Comprehensive Overview

5-Bromo-2-hydroxy-3-methoxybenzoic acid (CAS No. 35090-76-7) is a versatile organic compound with a wide range of applications in the fields of chemical and pharmaceutical research. This compound, also known as 5-bromo-3-methoxy-2-hydroxybenzoic acid, is characterized by its unique molecular structure, which includes a bromine atom, a hydroxyl group, and a methoxy group attached to a benzene ring. These functional groups contribute to its diverse chemical properties and potential biological activities.

The molecular formula of 5-Bromo-2-hydroxy-3-methoxybenzoic acid is C8H7BrO4, and its molecular weight is approximately 241.04 g/mol. The compound is typically a white to off-white crystalline solid with a melting point ranging from 168 to 170°C. Its solubility in water is limited, but it is more soluble in organic solvents such as ethanol, methanol, and dimethyl sulfoxide (DMSO).

In recent years, 5-Bromo-2-hydroxy-3-methoxybenzoic acid has garnered significant attention in the scientific community due to its potential therapeutic applications. Research has shown that this compound exhibits anti-inflammatory, antioxidant, and anticancer properties, making it a promising candidate for the development of novel drugs.

Anti-inflammatory Properties: Studies have demonstrated that 5-Bromo-2-hydroxy-3-methoxybenzoic acid can effectively inhibit the production of pro-inflammatory cytokines such as tumor necrosis factor-alpha (TNF-α) and interleukin-6 (IL-6). This makes it a potential candidate for the treatment of inflammatory diseases such as rheumatoid arthritis and inflammatory bowel disease (IBD).

Antioxidant Activity: The presence of the hydroxyl and methoxy groups in the structure of 5-Bromo-2-hydroxy-3-methoxybenzoic acid confers strong antioxidant properties. These groups can scavenge free radicals and prevent oxidative damage to cells and tissues. This property is particularly relevant in the context of preventing age-related diseases and reducing the risk of chronic conditions such as cardiovascular disease and neurodegenerative disorders.

Anticancer Potential: Emerging research has highlighted the anticancer potential of 5-Bromo-2-hydroxy-3-methoxybenzoic acid. Studies have shown that this compound can induce apoptosis (programmed cell death) in various cancer cell lines, including breast cancer, colon cancer, and lung cancer cells. The mechanism by which it exerts these effects involves the modulation of key signaling pathways such as the mitogen-activated protein kinase (MAPK) pathway and the phosphatidylinositol 3-kinase (PI3K)/Akt pathway.

Beyond its therapeutic applications, 5-Bromo-2-hydroxy-3-methoxybenzoic acid is also used as an intermediate in the synthesis of other organic compounds and pharmaceuticals. Its reactivity and functional groups make it a valuable starting material for various chemical transformations. For instance, it can be used in the synthesis of more complex molecules with enhanced biological activities or improved pharmacokinetic properties.

In terms of safety and handling, it is important to note that while 5-Bromo-2-hydroxy-3-methoxybenzoic acid is not classified as a hazardous material, appropriate precautions should be taken when working with this compound. This includes wearing personal protective equipment (PPE) such as gloves, goggles, and lab coats to prevent skin contact and inhalation. Additionally, proper storage conditions should be maintained to ensure stability and prevent degradation.

The future prospects for 5-Bromo-2-hydroxy-3-methoxybenzoic acid are promising. Ongoing research continues to uncover new applications and mechanisms of action for this compound. As more studies are conducted, it is likely that additional therapeutic uses will be identified, further expanding its potential impact on human health.

In conclusion, 5-Bromo-2-hydroxy-3-methoxybenzoic acid (CAS No. 35090-76-7) is a multifaceted organic compound with significant potential in both research and practical applications. Its unique chemical structure endows it with anti-inflammatory, antioxidant, and anticancer properties, making it an exciting area of focus for scientists and pharmaceutical researchers alike.

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