CAS 133331-79-0

4-Amino-3-hydroxybenzeneacetic acid

Description:

4-Amino-3-hydroxybenzeneacetic acid, also known as para-aminosalicylic acid (PAS), is an aromatic compound characterized by the presence of both amino and hydroxyl functional groups attached to a benzene ring, along with an acetic acid moiety. This compound typically appears as a white to off-white crystalline powder and is soluble in water, reflecting its polar nature due to the functional groups. It exhibits properties such as being a weak acid, with the ability to form salts and esters. The amino group contributes to its basicity, while the hydroxyl group can participate in hydrogen bonding, enhancing its solubility in polar solvents. 4-Amino-3-hydroxybenzeneacetic acid is primarily recognized for its pharmaceutical applications, particularly in the treatment of tuberculosis, where it acts as an antitubercular agent. Its mechanism of action involves inhibiting the synthesis of folic acid in bacteria, thereby impeding their growth. Additionally, it may have antioxidant properties, making it of interest in various biochemical research contexts.

Formula: C₈H₉NO₃

InChI: InChI=1S/C8H9NO3/c9-6-2-1-5(3-7(6)10)4-8(11)12/h1-3,10H,4,9H2,(H,11,12)

InChI key: InChIKey=PZBRNLKXQFPHIP-UHFFFAOYSA-N

SMILES: C(C(O)=O)C1=CC(O)=C(N)C=C1

Synonyms:

• Benzeneacetic acid, 4-amino-3-hydroxy-
• 4-Amino-3-hydroxybenzeneacetic acid
• 3-Hydroxy-4-aminophenylacetic acid
• 2-(4-Amino-3-hydroxyphenyl)acetic acid

2-(4-Amino-3-hydroxyphenyl)acetic acid

CAS: 133331-79-0

Formula: C₈H₉NO₃

Molecular weight: 167.162

Ref: IN-DA0014NK