4-Aminosalicylic acid

4-Aminosalicylic acid
Clinical data
Trade namesPaser, Granupas, others
AHFS/Drugs.comMonograph
License data
Routes of
administration
By mouth
ATC code
Legal status
Legal status
  • US: ℞-only
  • EU: Rx-only[1]
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Protein binding50–60%
Metabolismliver
Excretionkidney
Identifiers
  • 4-Amino-2-hydroxybenzoic acid
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
NIAID ChemDB
PDB ligand
CompTox Dashboard (EPA)
ECHA InfoCard100.000.557 Edit this at Wikidata
Chemical and physical data
FormulaC7H7NO3
Molar mass153.137 g·mol−1
3D model (JSmol)
Melting point150.5 °C (302.9 °F)
  • OC(=O)c1ccc(N)cc1O
  • InChI=1S/C7H7NO3/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3,9H,8H2,(H,10,11) checkY
  • Key:WUBBRNOQWQTFEX-UHFFFAOYSA-N checkY
  (verify)

4-Aminosalicylic acid, also known as para-aminosalicylic acid (PAS) and sold under the brand name Paser among others, is an antibiotic primarily used to treat tuberculosis.[2] Specifically it is used to treat active drug resistant tuberculosis together with other antituberculosis medications.[3] It has also been used as a second line agent to sulfasalazine in people with inflammatory bowel disease such as ulcerative colitis and Crohn's disease.[3] It is typically taken by mouth.[3]

Common side effects include nausea, abdominal pain, and diarrhea.[3] Other side effects may include liver inflammation and allergic reactions.[3] It is not recommended in people with end stage kidney disease.[3] While there does not appear to be harm with use during pregnancy it has not been well studied in this population.[3] 4-Aminosalicylic acid is believed to work by blocking the ability of bacteria to make folic acid.[3]

4-Aminosalicylic acid was first made in 1902, and came into medical use in 1943.[4] It is on the World Health Organization's List of Essential Medicines.[5]

  1. ^ Cite error: The named reference Granupas EPAR was invoked but never defined (see the help page).
  2. ^ World Health Organization (2009). Stuart MC, Kouimtzi M, Hill SR (eds.). WHO Model Formulary 2008. World Health Organization. p. 140. hdl:10665/44053. ISBN 9789241547659.
  3. ^ a b c d e f g h "Aminosalicylic Acid". The American Society of Health-System Pharmacists. Archived from the original on 20 December 2016. Retrieved 8 December 2016.
  4. ^ Donald PR, Diacon AH (September 2015). "Para-aminosalicylic acid: the return of an old friend". The Lancet. Infectious Diseases. 15 (9): 1091–1099. doi:10.1016/s1473-3099(15)00263-7. PMID 26277036.
  5. ^ World Health Organization (2019). World Health Organization model list of essential medicines: 21st list 2019. Geneva: World Health Organization. hdl:10665/325771. WHO/MVP/EMP/IAU/2019.06. License: CC BY-NC-SA 3.0 IGO.