Cas no 1261497-72-6 (2-(4-Bromo-2-hydroxyphenyl)acetic acid)

2-(4-Bromo-2-hydroxyphenyl)acetic acid is a brominated phenolic derivative with a carboxylic acid functional group, making it a versatile intermediate in organic synthesis. Its key structural features—a hydroxyl group at the ortho position and a bromine substituent at the para position—enhance its reactivity in electrophilic aromatic substitution and metal-catalyzed coupling reactions. This compound is particularly useful in pharmaceutical and agrochemical research, where it serves as a precursor for bioactive molecules. Its crystalline solid form and well-defined purity profile ensure consistent performance in synthetic applications. The presence of both electron-donating (-OH) and electron-withdrawing (-Br) groups allows for selective functionalization, broadening its utility in complex molecule construction.
2-(4-Bromo-2-hydroxyphenyl)acetic acid structure
1261497-72-6 structure
Product Name:2-(4-Bromo-2-hydroxyphenyl)acetic acid
CAS No:1261497-72-6
MF:C8H7BrO3
MW:231.043381929398
MDL:MFCD18391507
CID:4565687
PubChem ID:69786361
Update Time:2025-05-19

2-(4-Bromo-2-hydroxyphenyl)acetic acid Chemical and Physical Properties

Names and Identifiers

    • 2-(4-bromo-2-hydroxyphenyl)acetic acid
    • 4-BROMO-2-HYDROXYPHENYLACETIC ACID
    • 4-bromo-2-hydroxyphenyl acetic acid
    • CL9173
    • Benzeneacetic acid, 4-bromo-2-hydroxy-
    • Z1815157322
    • EN300-152451
    • Z1269204929
    • MFCD18391507
    • 2-(4-bromo-2-hydroxyphenyl)aceticacid
    • GIJMGBHHZPLOHP-UHFFFAOYSA-N
    • AS-46232
    • SCHEMBL6456130
    • 1261497-72-6
    • DB-167261
    • 4-Bromo-2-hydroxybenzeneacetic acid
    • AKOS022931825
    • CS-0089323
    • (4-BROMO-2-HYDROXYPHENYL)ACETIC ACID
    • 2-(4-Bromo-2-hydroxyphenyl)acetic acid
    • MDL: MFCD18391507
    • Inchi: 1S/C8H7BrO3/c9-6-2-1-5(3-8(11)12)7(10)4-6/h1-2,4,10H,3H2,(H,11,12)
    • InChI Key: GIJMGBHHZPLOHP-UHFFFAOYSA-N
    • SMILES: BrC1C=CC(=C(C=1)O)CC(=O)O

Computed Properties

  • Exact Mass: 229.95786g/mol
  • Monoisotopic Mass: 229.95786g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 2
  • Complexity: 172
  • 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: 1.7
  • Topological Polar Surface Area: 57.5

2-(4-Bromo-2-hydroxyphenyl)acetic acid Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
B681290-10mg
4-Bromo-2-hydroxyphenylacetic Acid
1261497-72-6
10mg
$ 50.00 2022-06-06
TRC
B681290-50mg
4-Bromo-2-hydroxyphenylacetic Acid
1261497-72-6
50mg
$ 115.00 2022-06-06
TRC
B681290-100mg
4-Bromo-2-hydroxyphenylacetic Acid
1261497-72-6
100mg
$ 160.00 2022-06-06
abcr
AB449428-250 mg
4-Bromo-2-hydroxyphenylacetic acid
1261497-72-6
250mg
€276.50 2023-04-22
abcr
AB449428-1 g
4-Bromo-2-hydroxyphenylacetic acid
1261497-72-6
1g
€410.30 2023-04-22
SHANG HAI XIAN DING Biotechnology Co., Ltd.
B-RE752-50mg
2-(4-Bromo-2-hydroxyphenyl)acetic acid
1261497-72-6 97%
50mg
183.0CNY 2021-07-14
SHANG HAI XIAN DING Biotechnology Co., Ltd.
B-RE752-200mg
2-(4-Bromo-2-hydroxyphenyl)acetic acid
1261497-72-6 97%
200mg
450.0CNY 2021-07-14
SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd.
B44405-250mg
2-(4-Bromo-2-hydroxyphenyl)aceticacid
1261497-72-6 97%
250mg
¥174.0 2024-07-16
SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd.
B44405-1g
2-(4-Bromo-2-hydroxyphenyl)aceticacid
1261497-72-6 97%
1g
¥606.0 2024-07-16
SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd.
B44405-100mg
2-(4-Bromo-2-hydroxyphenyl)aceticacid
1261497-72-6 97%
100mg
¥81.0 2024-07-16

Additional information on 2-(4-Bromo-2-hydroxyphenyl)acetic acid

2-(4-Bromo-2-hydroxyphenyl)acetic acid: An Overview of a Promising Compound (CAS No. 1261497-72-6)

2-(4-Bromo-2-hydroxyphenyl)acetic acid (CAS No. 1261497-72-6) is a versatile organic compound that has garnered significant attention in the fields of medicinal chemistry and pharmaceutical research. This compound, also known as Bromohydroxyphenylacetic acid, is characterized by its unique structural features, which include a bromine atom and a hydroxyl group attached to a phenyl ring, along with an acetic acid moiety. These structural elements contribute to its diverse biological activities and potential therapeutic applications.

The chemical structure of 2-(4-Bromo-2-hydroxyphenyl)acetic acid is represented by the molecular formula C9H9BrO3. The presence of the bromine atom and the hydroxyl group imparts specific chemical properties that make this compound an attractive candidate for various medicinal applications. The acetic acid group further enhances its solubility and reactivity, making it suitable for use in both in vitro and in vivo studies.

Recent research has focused on the potential of 2-(4-Bromo-2-hydroxyphenyl)acetic acid as an anti-inflammatory agent. Studies have shown that this compound exhibits significant anti-inflammatory activity by inhibiting the production of pro-inflammatory cytokines such as interleukin-6 (IL-6) and tumor necrosis factor-alpha (TNF-α). These findings suggest that 2-(4-Bromo-2-hydroxyphenyl)acetic acid could be a valuable candidate for the development of new anti-inflammatory drugs, particularly for conditions such as rheumatoid arthritis and inflammatory bowel disease.

In addition to its anti-inflammatory properties, 2-(4-Bromo-2-hydroxyphenyl)acetic acid has also been investigated for its potential as an anticancer agent. Preclinical studies have demonstrated that this compound can induce apoptosis in various cancer cell lines, including breast cancer, colon cancer, and leukemia cells. The mechanism of action involves the modulation of key signaling pathways such as the mitogen-activated protein kinase (MAPK) pathway and the phosphatidylinositol 3-kinase (PI3K)/Akt pathway. These pathways are known to play crucial roles in cell proliferation, survival, and metastasis.

The pharmacokinetic properties of 2-(4-Bromo-2-hydroxyphenyl)acetic acid have also been studied to evaluate its suitability for drug development. Research has shown that this compound exhibits favorable absorption, distribution, metabolism, and excretion (ADME) properties. It is rapidly absorbed after oral administration and has a moderate half-life, which allows for sustained therapeutic effects. Furthermore, the compound shows low toxicity in animal models, making it a promising candidate for further clinical evaluation.

In the context of drug discovery and development, 2-(4-Bromo-2-hydroxyphenyl)acetic acid has been used as a lead compound for structure-activity relationship (SAR) studies. By modifying the chemical structure through synthetic chemistry techniques, researchers have identified several derivatives with enhanced biological activities and improved pharmacological profiles. These derivatives are currently being evaluated for their potential as novel therapeutic agents.

The safety profile of 2-(4-Bromo-2-hydroxyphenyl)acetic acid is another important aspect that has been extensively studied. Toxicological assessments have shown that this compound is well-tolerated at therapeutic doses and does not exhibit significant adverse effects on major organs such as the liver and kidneys. However, as with any new drug candidate, further safety studies are required to ensure its long-term safety and efficacy.

In conclusion, 2-(4-Bromo-2-hydroxyphenyl)acetic acid (CAS No. 1261497-72-6) is a promising compound with a wide range of potential applications in medicinal chemistry and pharmaceutical research. Its unique chemical structure confers multiple biological activities, including anti-inflammatory and anticancer properties. Ongoing research continues to explore its therapeutic potential and optimize its pharmacological profile for future clinical use.

Recommended suppliers
Zhangzhou Sinobioway Peptide Co.,Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Zhangzhou Sinobioway Peptide Co.,Ltd.
Inner Mongolia Xinhong Biological Technology Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Inner Mongolia Xinhong Biological Technology Co., Ltd
Hebei Liye chemical Co.,Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Hebei Liye chemical Co.,Ltd
Wuhan ChemNorm Biotech Co.,Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Wuhan ChemNorm Biotech Co.,Ltd.
Nanjing jingzhu bio-technology Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Nanjing jingzhu bio-technology Co., Ltd.