Sulfasalazine

Class: Antibacterial sulfonamide (sulfa drug)

Spectrum of activity:	Gram-positive  &  Gram-negative
Details of activity:	Antiinflammatory action
Description:	Synthetic sufanilamide derivative. Prodrug with active metabolites 5-aminosalicylic acid and sulfapyridine. Oral use as antiinflammatory drug for ulcerative colitis, Crohn's disease and rheumatoid arthritis.
Year first mentioned:	1959
Development status:	Approved, off-patent

Chemical structure(s):
Canonical SMILES:	C1=CC(=NC=C1)NS(=O)(=O)C2=CC=C(C=C2)N=NC3=CC=C(C(=C3)C(=O)O)O
Isomeric SMILES:	C1=CC=NC(=C1)NS(=O)(=O)C2=CC=C(C=C2)N=NC3=CC(=C(C=C3)O)C(=O)O
InChI:	InChI=1S/C18H14N4O5S/c23-16-9-6-13(11-15(16)18(24)25)21-20-12-4-7-14(8-5-12)28(26,27)22-17-3-1-2-10-19-17/h1-11,23H,(H,19,22)(H,24,25)
InChI Key:	NCEXYHBECQHGNR-UHFFFAOYSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/5339

External links:
Guide to Pharmacology:	sulfasalazine
Main Source:	https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/007073s124lbl.pdf