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S0883

Sigma-Aldrich

Sulfasalazine

97.0-101.5%

Synonyme(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

Formule empirique (notation de Hill):
C18H14N4O5S
Numéro CAS:
599-79-1
Poids moléculaire :
398.39
Numéro Beilstein :
356241
Numéro CE :
209-974-3
Numéro MDL:
MFCD00057363
Code UNSPSC :
41116107
ID de substance PubChem :
329824182
Nomenclature NACRES :
NA.24

Niveau de qualité

200

Pureté

97.0-101.5%

Forme

powder

Technique(s)

HPLC: suitable
gas chromatography (GC): suitable

Pf

260-265 °C (dec.) (lit.)

Application(s)

forensics and toxicology
pharmaceutical (small molecule)

Mode d’action

DNA synthesis | interferes
enzyme | inhibits

Chaîne SMILES 

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+

Clé InChI

NCEXYHBECQHGNR-QZQOTICOSA-N

Informations sur le gène

human ... ALOX5(240) , PTGS1(5742) , PTGS2(5743)

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Catégories apparentées

Description générale

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.



Pictogrammes

Health hazardEnvironment
GHS08,GHS09

Mention d'avertissement

Danger

Mentions de danger

H317,H334,H351,H361f,H411

Classification des risques

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificats d'analyse (COA)

Lot/Batch Number
0000400805
0000400805
0000322548
0000310553
0000336876

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USP

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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.
Johan A Karlsson et al.
Annals of the rheumatic diseases, 72(12), 1927-1933 (2012-12-01)
To compare EuroQol 5-Dimensions (EQ-5D) utility and quality-adjusted life-years (QALYs) in patients with early, methotrexate (MTX) refractory rheumatoid arthritis (RA), randomised to addition of infliximab (IFX) or sulfasalazine and hydroxychloroquine (SSZ+HCQ). RA-patients with symptoms <1 year were enrolled between 2002
Immunochemical method for sulfasalazine determination in human plasma
Pastor-Navarro N, et al.
Analytica Chimica Acta, 583(2), 377-383 (2007)
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