Sulfasalazine

Sulfasalazine is a prodrug form of the anti-inflammatory agent 5-aminosalicylic acid (Cay-70265) that is covalently linked to the antibiotic sulfapyridine by an azo bond. This bond is rapidly cleaved by bacteria in the terminal ileum and colon, releasing the active anti-inflammatory component. Sulfasalazine (0.1-5 mM) inhibits TNF-alpha and LPS-induced NF-kappaB activation in SW620 colon cancer cells. It also inhibits degradation of IkappaBalpha and prevents nuclear translocation of NF-kappaB induced by TNF-alpha. Sulfasalazine (0.25 mM) inhibits cystine uptake through the system xc- cysteine-glutamate transporter and inhibits the growth of U-87MG glioma cells in an NF-kappaB independent manner when used at concentrations ranging from 0.25 to 1 mM. Sulfasalazine (100 mg/kg) decreases diarrhea, increases food intake, and reverses body weight decreases in a mouse model of colitis. It is also suppresses antigen-induced arthritis in mice. Formulations containing sulfasalazine have been used in the treatment of ulcerative colitis and rheumatoid arthritis.Formal Name: 2-hydroxy-5-[2-[4-[(2-pyridinylamino)sulfonyl]phenyl]diazenyl]-benzoic acid. CAS Number: 599-79-1. Synonyms: Azopyrin, NSC 203730, NSC 667219. Molecular Formula: C18H14N4O5S. Formula Weight: 398.4. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 30 mg/ml, DMSO: >100 mg/ml, PBS (pH 7.2): 0.2 mg/ml. lambdamax: 355 nm. SMILES: OC(C(C(O)=O)=C1)=CC=C1/N=N/C2=CC=C(S(NC3=CC=CC=N3)(=O)=O)C=C2. InChi Code: InChI=1S/C18H14N4O4S/c23-12-13-11-15(6-9-17(13)24)21-20-14-4-7-16(8-5-14)27(25,26)22-18-3-1-2-10-19-18/h1-12,24H,(H,19,22)/b21-20+. InChi Key: XOVOVHWJSOEKGZ-QZQOTICOSA-N.