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S0883

Sigma-Aldrich

Sulfasalazine

97.0-101.5%

Synonym(s):

2-Hydroxy-5-{{4-[(2-pyridinylamino)sulfonyl]phenyl}azo}benzoic acid, 5-[4-(2-Pyridylsulfamoyl)phenylazo]salicylic acid, Salicylazosulfapyridine

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About This Item

Empirical Formula (Hill Notation):
C18H14N4O5S
CAS Number:
Molecular Weight:
398.39
Beilstein:
356241
EC Number:
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24

Quality Level

Assay

97.0-101.5%

form

powder

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

260-265 °C (dec.) (lit.)

application(s)

forensics and toxicology
pharmaceutical (small molecule)

Mode of action

DNA synthesis | interferes
enzyme | inhibits

SMILES string

OC(=O)c1cc(ccc1O)\N=N\c2ccc(cc2)S(=O)(=O)Nc3ccccn3

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)/b21-20+

InChI key

NCEXYHBECQHGNR-QZQOTICOSA-N

Gene Information

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General description

Chemical structure: sulfonamide
Sulfasalazine (SSZ) belongs to the sulfonamide class of drugs, which can be metabolized into 5-aminosalicylic acid and sulfapyridine. SSZ is obtained as a reaction product of an antibacterial agent (sulfapyridine) and an anti-inflammatory agent (salicylic acid).

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Sulfasalazine has been used as an analytical standard in clinical studies:
  • For investigating its therapeutic potential in patients suffering from multiple sclerosis (MS).
  • For studying its role as an antiarthritic agent via inhibition of the cartilage degeneration and pain associated with progression of osteoarthritis in the rat, which is used as the test animal.

It may also be used as an analytical reference standard for the quantification of the analyte in biological samples and aqueous samples using enzyme-linked immunosorbent assay (ELISA) and spectrofluorimetic technique.



Pictograms

Health hazardEnvironment

Signal Word

Danger

Hazard Statements

Hazard Classifications

Aquatic Chronic 2 - Carc. 2 - Repr. 2 - Resp. Sens. 1 - Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

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Sushil Kumar et al.
The Cochrane database of systematic reviews, 10, CD008424-CD008424 (2012-10-19)
Ulcerative colitis (UC) is a chronic inflammatory condition of the colon characterized by episodes of disease activity and symptom-free remission.There is paucity of evidence regarding the efficacy and safety of complementary or alternative medicines for the management of UC. Curcumin
Optimization of ionic liquid based dispersive liquid?liquid microextraction combined with dispersive micro-solid phase extraction for the spectrofluorimetric determination of sulfasalazine in aqueous samples by response surface methodology
Sadegh S and Oliaei S
Royal Society of Chemistry Advances, 6(114), 113551-113560 (2016)
Maarten Boers et al.
Annals of the rheumatic diseases, 72(3), 406-409 (2012-11-17)
Treatment of rheumatoid arthritis (RA) with tumour necrosis factor (TNF) antagonists changes the relationship between disease activity and progression of radiological joint damage ('disconnect'): patients who have little or no response of disease activity still show reductions in damage progression.
Immunochemical method for sulfasalazine determination in human plasma
Pastor-Navarro N, et al.
Analytica Chimica Acta, 583(2), 377-383 (2007)
A solid-phase luminescence sensor based on molecularly imprinted polymerCdSeS/ZnS quantum dots for selective extraction and detection of sulfasalazine in biological samples
Ahmadpour H, et al.
Talanta, 194, 534-541 (2019)

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