Compound ID | 2082

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Sulfasalazine

Class: Sulfonamide

Agent Type: Synthetic; Small molecule; Indirect acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Anti-inflammatory 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
Highest development stage: Approved for other indications
Development status: Experimental
Chemical structure(s):
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Molecular weight: 398.39
Iso. SMILES: C1=CC=NC(=C1)NS(=O)(=O)C2=CC=C(C=C2)N=NC3=CC(=C(C=C3)O)C(=O)O
InChI Key: NCEXYHBECQHGNR-UHFFFAOYSA-N
Can. SMILES: C1=CC(=NC=C1)NS(=O)(=O)C2=CC=C(C=C2)N=NC3=CC=C(C(=C3)C(=O)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)
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/5339
Guide to Pharmacology: sulfasalazine
Citation: https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/007073s124lbl.pdf

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