sulfasalazine

Also known as Azulfidine®, Salazopyridin®, Salazopyrin®, SAS-500, Salicylazosulfapyridine, Salazosulfapyridine, 5-(p-(2-Pyridylsulfamyl)phenylazo)salicylic acid, 5-(4-(2-Pyridylsulfamoyl)phenylazo)-2-hydroxybenzoic acid

Sulfasalazine, sold under the brand name Azulfidine among others, is a medication used to treat rheumatoid arthritis, ulcerative colitis, and Crohn's disease. It is considered by some to be a first-line treatment in rheumatoid arthritis. It is taken by mouth or can be administered rectally.

In the Vinony graph

Within Vinony's link graph, sulfasalazine is referenced by 249 other articles, and connects out to kidney failure, World Health Organization Model List of Essential Medicines and sulfonamide drug.

Vinony files it under 2-Pyridyl compounds, Azo compounds and Codrugs.

Its subject is documented across 34 Wikipedia language editions.

Chemical data

Formula: C18H14N4O5S
Molecular weight: 398.4 g/mol
IUPAC name: (3E)-6-oxo-3-[[4-(pyridin-2-ylsulfamoyl)phenyl]hydrazinylidene]cyclohexa-1,4-diene-1-carboxylic acid
SMILES: C1=CC=NC(=C1)NS(=O)(=O)C2=CC=C(C=C2)N/N=C/3\C=CC(=O)C(=C3)C(=O)O
InChIKey: OQANPHBRHBJGNZ-FYJGNVAPSA-N
XLogP: 2.3
Polar surface area: 146 Å²
H-bond donors: 3
H-bond acceptors: 9
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 1950
Admin. routes: oral
Indications: ankylosing spondylitis, neuropathy, rheumatoid arthritis, osteomyelitis

via ChEMBL · EBI

Research

7,370 papers

[Sulfasalazine therapy in spondylarthritis ankylopoietica].Orvosi hetilap · 1989
Evolution of olsalazine.Scandinavian journal of gastroenterology. Supplement · 1988
[New and old therapeutic options in ankylosing spondylitis--is there an indication for sulfasalazine?].Zeitschrift fur Rheumatologie · 2002
[Inhibition of intestinal leukotriene formation as a possible mechanism of action of sulfasalazine, 5-aminosalicylic acid and 4-aminosalicylic acid].Klinische Wochenschrift · 1988
[Mode of action of sulfasalazine in chronic inflammatory enterocolonic diseases].Therapie · 1992

via PubMed

Wikidata facts

Has part: carbon
Mass: 398.0685
Has use: medication

Show 8 more facts

chemical formula: C₁₈H₁₄N₄O₅S
medical condition treated: arthritis
World Health Organisation international non-proprietary name: sulfasalazin
isomeric SMILES: C1=CC=NC(=C1)NS(=O)(=O)C2=CC=C(C=C2)/N=N/C3=CC=C(C(=C3)C(=O)O)O
canonical SMILES: C1=CC=NC(=C1)NS(=O)(=O)C2=CC=C(C=C2)N=NC3=CC=C(C(=C3)C(=O)O)O
Commons category: Sulfasalazine
subject has role: essential medicine
stylized name: sulfaSALAzine