Sulfasalazine

Licensed by Pfizer Catalog No.S1576 Synonyms: Azulfidine

Sulfasalazine Chemical Structure

Molecular Weight(MW): 398.39

Sulfasalazine is a sulfa derivative of mesalazine, used as an anti-inflammatory agent to treat bowel disease and rheumatoid arthritis.

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In DMSO USD 130 In stock
USD 97 In stock
USD 970 In stock
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Biological Activity

Description Sulfasalazine is a sulfa derivative of mesalazine, used as an anti-inflammatory agent to treat bowel disease and rheumatoid arthritis.
In vitro

Sulfasalazine, like methotrexate, enhances adenosine release at an inflamed site and that adenosine diminishes inflammation via occupancy of A2 receptors on inflammatory cells. [1] Sulfasalazine treatment for 4 hours inhibits kappaB-dependent transcription with an IC50 value of approximately 0.625 mM. Sulfasalazine (2.5 mM) results in cell death of T-lymphocytes in a dose- and time-dependent manner. Sulfasalazine but not 5ASA or sulfapyridine, strongly inhibits NF-kappaB activation and potently induces apoptosis in T-lymphocytes. [2] Sulfasalazine is cleaved into sulfapyridine and 5-aminosalicylic acid (5-ASA; mesalamine) by colonic bacteria, and the latter, too, is reported to suppress NF-kappaB activity. Sulfasalazine but not its cleaved form 5-ASA causes a dose-dependent inhibition of glioma growth, this effect is entirely attributable to the inhibition of cystine uptake via the system x(c)(-) cystine-glutamate transporter. Sulfasalazine inhibits cystine uptake causing a chronic depletion of intracellular GSH and consequently compromised cellular redox defense which stymied tumor growth. [3]

In vivo Sulfasalazine markedly decreases the number of leukocytes that accumulated in the inflamed (carrageenan, 2 mg/ml) air pouch in the murine air pouch model of inflammation. Sulfasalazine treatment promotes a marked increase in splenocyte 5-aminoimidazole-4-carboxamidoribonucleotide (AICAR) concentration, which is consistent with the in vitro observation that sulfasalazine inhibits AICAR transformylase. [1]

Protocol

Solubility (25°C)

In vitro DMSO 80 mg/mL (200.8 mM)
Water Insoluble
Ethanol Insoluble

* Please note that Selleck tests the solubility of all compounds in-house, and the actual solubility may differ slightly from published values. This is normal and is due to slight batch-to-batch variations.

Chemical Information

Molecular Weight 398.39
Formula

C18H14N4O5S

CAS No. 599-79-1
Storage powder
Synonyms Azulfidine

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Clinical Trial Information

NCT Number Recruitment Conditions Sponsor/Collaborators Start Date Phases
NCT02930343 Recruiting Rheumatoid Arthritis Jawaharlal Institute of Postgraduate Medical Education & Research September 2016 Phase 4
NCT02374021 Recruiting Arthritis, Rheumatoid Brigham and Womens Hospital|Columbia University July 2016 Phase 4
NCT03012763 Completed Pharmacokinetics|Magnetic Resonance Imaging|Administration, Oral University Medicine Greifswald April 2016 Phase 1
NCT02638896 Not yet recruiting Ankylosing Spondylitis Zhixiang Huang|Health and Family Planning Commission of Guangdong January 2016 Phase 4
NCT02434861 Completed Chemotherapy-induced Nausea and Vomiting Tesaro, Inc. May 2015 Phase 1
NCT02373202 Completed Rheumatoid Arthritis Sanofi|Regeneron Pharmaceuticals February 2015 Phase 3

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Cell Lines Assay Type Concentration Incubation Time Formulation Activity Description PMID