4-Aminosalicylic Acid

4-Aminosalicylic acid is an antimetabolite of p-aminobenzoic acid (PABA, Cay-18659) that has antibacterial activity. It is active against streptomycin-sensitive and -resistant strains of M. tuberculosis (MICs = 0.78 and 0.39 µg/ml, respectively), an effect that can be reversed by PABA. 4-Aminosalicylic acid is an alternative substrate for mycobacterial dihydropteroate synthase (FolP1) and misincorporation into the folate pathway leads to accumulation of several folate-dependent metabolites including serine, homocysteine, dUMP, and AICAR, markers of folate pathway inhibition, in a concentration-dependent manner. It reverses manganese-induced increases in rat hippocampal levels of NOD-like receptor protein 3 (NLRP3), cleaved caspase-1, and phosphorylated p65, markers of NLRP3 inflammasome-dependent pyroptosis, when administered at a dose of 300 mg/kg. 4-Aminosalycilic acid is also a building block that has been used in the synthesis of luminescent lanthanide complexes. Formulations containing 4-aminosalicylic acid have been used in the treatment of tuberculosis.Formal Name: 4-amino-2-hydroxy-benzoic acid. CAS Number: 65-49-6. Synonyms: p-Aminosalicylic Acid, 4-ASA, NSC 2083, NSC 211698, PAS, Sanipirol-4. Molecular Formula: C7H7NO3. Formula Weight: 153.1. Purity: >95%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 30 mg/ml, DMSO: 30 mg/ml, Ethanol: 30 mg/ml. lambdamax: 240, 284, 306 nm. SMILES: O=C(C1=CC=C(C=C1O)N)O. InChi Code: InChI=1S/C7H7NO3/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3,9H,8H2,(H,10,11). InChi Key: WUBBRNOQWQTFEX-UHFFFAOYSA-N.