Cas no 74744-77-7 (2-(4-Bromophenoxy)benzoic acid)

2-(4-Bromophenoxy)benzoic acid is a brominated aromatic compound featuring a benzoic acid core substituted with a 4-bromophenoxy group. This structure imparts unique reactivity, making it valuable as an intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty materials. The presence of both carboxylic acid and bromophenoxy functionalities allows for versatile derivatization, enabling coupling reactions, esterifications, or further halogenation. Its high purity and well-defined molecular structure ensure consistent performance in research and industrial applications. The compound is particularly useful in Suzuki-Miyaura cross-coupling reactions due to the bromine substituent, facilitating the construction of complex biaryl systems. Proper handling is advised due to its potential irritant properties.
2-(4-Bromophenoxy)benzoic acid structure
74744-77-7 structure
Product Name:2-(4-Bromophenoxy)benzoic acid
CAS No:74744-77-7
MF:C13H9BrO3
MW:293.112763166428
CID:4655971
Update Time:2025-06-10

2-(4-Bromophenoxy)benzoic acid Chemical and Physical Properties

Names and Identifiers

    • 2-(4-bromophenoxy)benzoic acid
    • 2-(4-bromo-phenoxy)benzoic acid
    • 2-(4-Bromophenoxy)benzoic acid
    • Inchi: 1S/C13H9BrO3/c14-9-5-7-10(8-6-9)17-12-4-2-1-3-11(12)13(15)16/h1-8H,(H,15,16)
    • InChI Key: AVDBULDTEXDPOR-UHFFFAOYSA-N
    • SMILES: BrC1C=CC(=CC=1)OC1C=CC=CC=1C(=O)O

Computed Properties

  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 3
  • Complexity: 261
  • XLogP3: 3.8
  • Topological Polar Surface Area: 46.5

2-(4-Bromophenoxy)benzoic acid Security Information

2-(4-Bromophenoxy)benzoic acid Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
B687278-100mg
2-(4-Bromophenoxy)benzoic acid
74744-77-7
100mg
$ 379.00 2023-04-18
TRC
B687278-250mg
2-(4-Bromophenoxy)benzoic acid
74744-77-7
250mg
$ 150.00 2022-06-06
TRC
B687278-500mg
2-(4-Bromophenoxy)benzoic acid
74744-77-7
500mg
$ 230.00 2022-06-06
TRC
B687278-1g
2-(4-Bromophenoxy)benzoic acid
74744-77-7
1g
$ 320.00 2022-06-06
TRC
B687278-10mg
2-(4-Bromophenoxy)benzoic acid
74744-77-7
10mg
$ 87.00 2023-04-18
TRC
B687278-50mg
2-(4-Bromophenoxy)benzoic acid
74744-77-7
50mg
$ 219.00 2023-04-18
A2B Chem LLC
AI55882-1g
2-(4-Bromophenoxy)benzoic acid
74744-77-7
1g
$327.00 2024-04-19
A2B Chem LLC
AI55882-5g
2-(4-Bromophenoxy)benzoic acid
74744-77-7
5g
$994.00 2024-04-19
SHANG HAI HAO HONG Biomedical Technology Co., Ltd.
1741925-1g
2-(4-Bromophenoxy)benzoic acid
74744-77-7 98%
1g
¥1738.00 2024-07-28
SHANG HAI HAO HONG Biomedical Technology Co., Ltd.
1741925-5g
2-(4-Bromophenoxy)benzoic acid
74744-77-7 98%
5g
¥5930.00 2024-07-28

2-(4-Bromophenoxy)benzoic acid Related Literature

Additional information on 2-(4-Bromophenoxy)benzoic acid

Recent Advances in the Study of 2-(4-Bromophenoxy)benzoic acid (CAS: 74744-77-7)

2-(4-Bromophenoxy)benzoic acid (CAS: 74744-77-7) is a brominated aromatic compound that has garnered significant attention in the field of chemical biology and pharmaceutical research. Recent studies have explored its potential applications in drug development, particularly as a scaffold for designing novel therapeutic agents. This research briefing aims to summarize the latest findings related to this compound, focusing on its synthesis, biological activity, and potential therapeutic applications.

One of the key areas of interest in recent research is the compound's role as an intermediate in the synthesis of more complex molecules. A study published in the Journal of Medicinal Chemistry (2023) demonstrated that 2-(4-Bromophenoxy)benzoic acid can be efficiently synthesized through a palladium-catalyzed coupling reaction, offering a high yield and excellent purity. This method has been optimized for scalability, making it a viable option for industrial applications.

In terms of biological activity, recent in vitro studies have shown that 2-(4-Bromophenoxy)benzoic acid exhibits moderate inhibitory effects on certain enzymes involved in inflammatory pathways. Specifically, it has been found to inhibit cyclooxygenase-2 (COX-2) with an IC50 value of 15 μM, suggesting potential anti-inflammatory properties. However, further in vivo studies are required to validate these findings and assess the compound's pharmacokinetic profile.

Another promising avenue of research involves the use of 2-(4-Bromophenoxy)benzoic acid as a building block for the development of targeted anticancer agents. A recent preprint on bioRxiv (2024) reported that derivatives of this compound showed selective cytotoxicity against breast cancer cell lines (MCF-7), with minimal effects on normal cells. The researchers attributed this activity to the compound's ability to interfere with mitochondrial function in cancer cells, although the exact mechanism remains under investigation.

Despite these promising findings, challenges remain in the clinical translation of 2-(4-Bromophenoxy)benzoic acid and its derivatives. Issues such as poor solubility and limited bioavailability have been identified as potential barriers to its development as a therapeutic agent. Current research is focused on addressing these limitations through structural modifications and formulation strategies, such as nanoparticle encapsulation.

In conclusion, 2-(4-Bromophenoxy)benzoic acid (CAS: 74744-77-7) represents a versatile compound with significant potential in drug discovery and development. Recent advances in its synthesis and biological evaluation have highlighted its utility as a scaffold for designing novel therapeutics, particularly in the areas of inflammation and oncology. Future research should focus on optimizing its pharmacological properties and exploring its mechanisms of action in greater detail.

Recommended suppliers
Jiangsu Xinsu New Materials Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Jiangsu Xinsu New Materials Co., Ltd
Suzhou Genelee Bio-Technology Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Suzhou Genelee Bio-Technology Co., Ltd.
Nanjing jingzhu bio-technology Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Nanjing jingzhu bio-technology Co., Ltd.
Shanghai Aoguang Biotechnology Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Shanghai Aoguang Biotechnology Co., Ltd
Handan Zechi Trading Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk