3D-FB167558 - 2-bromo-4-hydroxybenzoic-acid | 28547-28-6

2-Bromo-4-hydroxyphenylacetic acid (2-BHPAA) is a phenolic hydroxyl compound that is synthesized from acrylic acid. It has been used in the synthesis of other compounds, such as 4-hydroxybenzoic acid, 2-[2-(2,6-dichlorophenoxy)ethoxy]phenol, and 3,4-dihydroxyphenylacetic acid. 2-BHPAA can be synthesized by dehydrogenative bromination of phenol with bromine and acetic acid in an organic solvent. The yield of this reaction is typically high because the product does not contain any functional groups that can act as a catalyst for competing reactions.

Applications 3-Bromo-2-hydroxybenzoic Acid is a potential an intermediate formed in the synthesis of 3-[4-(2-Pyridylsulfamoyl)phenyl] Sulfasalazine (P995810), an impurity of Sulfasalazine (S699084), an anti-inflammatory (gastrointestinal). Sulfasalazine has been used in granulomatous colitis.
References Schroder, H., et al.: Clin. Pharmacol. Ther.,13, 539 (1972); McDonnell, J.P., et al.: Anal. Profiles Drug Subs., 5, 515 (1976); Klotz, U., et al.: Clin. Pharmacokinet.,10, 285 (1985)

4-Bromo-2-hydroxybenzoic acid is a viscometric, anticancer drug that is used in the treatment of cancer. It inhibits the production of dioxane and cyclic peptide, which are important for cancer cell proliferation. 4-Bromo-2-hydroxybenzoic acid has also been shown to have antimycobacterial activity against Mycobacterium tuberculosis and antitubercular activity against Mycobacterium avium complex. This drug has a potent inhibitory effect on u87 cells and has a significant antitumor activity. The mechanism of action involves inhibiting the synthesis of p-hydroxybenzoic acid by hydrogen peroxide in the oxidation of salicylic acid.

5-Bromosalicylic acid methyl ester is a hydroxylated bromo derivative of salicylic acid. It is a synthetic chemical that has been shown to be stable in various conditions and reactive with other compounds. 5-Bromosalicylic acid methyl ester has been shown to inhibit the activity of cholinergic receptors, which are involved in regulation of heart rate and contractions. This compound also binds to fatty acids and hydrogen bonds with functional groups on biomolecules.