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MilliporeSigma

S0883

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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10 G

$75.30

50 G

$240.00

100 G

$412.00

$75.30


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About This Item

Empirical Formula (Hill Notation):
C18H14N4O5S
CAS Number:
Molecular Weight:
398.39
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
EC Number:
209-974-3
Beilstein/REAXYS Number:
356241
MDL number:

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Quality Level

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+

SMILES string

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

InChI key

NCEXYHBECQHGNR-QZQOTICOSA-N

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

Gene Information

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This Item
PHR32431636005BP779
assay

97.0-101.5%

assay

-

assay

-

assay

-

form

powder

form

-

form

-

form

crystalline

technique(s)

HPLC: suitable

technique(s)

-

technique(s)

-

technique(s)

-

mp

260-265 °C (dec.) (lit.)

mp

260-265 °C (dec.) (lit.)

mp

260-265 °C (dec.) (lit.)

mp

260-265 °C (dec.) (lit.)

application(s)

forensics and toxicology
pharmaceutical (small molecule)

application(s)

pharmaceutical

application(s)

pharmaceutical (small molecule)

application(s)

pharmaceutical
pharmaceutical small molecule

mode of action

DNA synthesis | interferes

mode of action

-

mode of action

-

mode of action

-

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).[1]
  • 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.[2]

It may also be used as an analytical reference standard for the quantification of the analyte in biological samples[3] and aqueous samples[4] using enzyme-linked immunosorbent assay (ELISA)[3] and spectrofluorimetic technique.[4]



General description

Chemical structure: sulfonamide
Sulfasalazine (SSZ) belongs to the sulfonamide class of drugs, which can be metabolized into 5-aminosalicylic acid and sulfapyridine.[5] SSZ is obtained as a reaction product of an antibacterial agent (sulfapyridine) and an anti-inflammatory agent (salicylic acid).[6]

pictograms

Health hazardEnvironment

signalword

Danger

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk

WGK 2

ppe

dust mask type N95 (US), Eyeshields, Faceshields, 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)
M van den Broek et al.
Clinical and experimental rheumatology, 30(4 Suppl 73), S35-S38 (2012-10-20)
Targeted treatment is effective in the short term in achieving low disease activity or even remission in patients with rheumatoid arthritis (RA). The benefits of long-term targeted treatment are discussed based on the BeSt study results. The BeSt study has
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

Questions

1–4 of 4 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  3. What are the suitable solvents for Sulfasalazine (Sigma-Aldrich, S0883) and at what concentrations is it soluble.

    1 answer
    1. This product is soluble at 50 mg/mL in 1 M Ammonium hydroxide, heating may be required. This material is insoluble in water, benzene, chloroform, and ether. The compound is reported soluble at a ratio of 1:2900 in ethanol, and 1:1500 in methanol, and is expected to be generally soluble in alkali hydroxides.

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  4. What is the powder color? Sulfasalazine is stable for how many time under the standard conditions (temperature around 25-celsius degree, protected from light)?

    1 answer
    1. The color of the powder is "Yellow to brown" as listed on the Certificate of Analysis. This product, in powdered format, should be stable for up to 7 years in room temperature.

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