Sulfasalazine structure, CAS 599-79-1

Sulfasalazine

CAS Number599-79-1

Synonymssalazosulfapyridine; reupirin; sulcolon; 2-Hydroxy-5-{[4-(2-pyridinylsulfamoyl)phenyl]diazenyl}benzoic acid; salisulf; EINECS 209-974-3; Salicylazosulfapyridine; 2-Hydroxy-5-{[4-(pyridin-2-ylsulfamoyl)phenyl]diazenyl}benzoic acid; azopyrin; sas-500; si-88; MFCD00057363; sulfasalazine; rorasul; accucol; SSZ; sasp

Molecular FormulaC18H14N4O5S

Molecular Weight398.39

Purity97.0-101.5%

Density1.5±0.1 g/cm3

Boiling Point689.3±65.0 °C at 760 mmHg

Melting Point260-265 °C (dec.) (lit.)

Flash Point

Appearancepowder

EINECS209-974-3

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Cat. No.: 2A-9012526 Purity: 97.0-101.5%
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Quality Control of [ 599-79-1 ] Purity: 97.0-101.5% SDS Specification MoL

Chemical & Physical Properties
CAS Number599-79-1
Catalog No.2A-9012526
Chinese Name柳氮磺胺吡啶
Synonymssalazosulfapyridine; reupirin; sulcolon; 2-Hydroxy-5-{[4-(2-pyridinylsulfamoyl)phenyl]diazenyl}benzoic acid; salisulf; EINECS 209-974-3; Salicylazosulfapyridine; 2-Hydroxy-5-{[4-(pyridin-2-ylsulfamoyl)phenyl]diazenyl}benzoic acid; azopyrin; sas-500; si-88; MFCD00057363; sulfasalazine; rorasul; accucol; SSZ; sasp
Molecular FormulaC18H14N4O5S
Molecular Weight398.39
Purity97.0-101.5
Density1.5±0.1 g/cm3
Boiling Point689.3±65.0 °C at 760 mmHg
Melting Point260-265 °C (dec.) (lit.)
Appearancepowder
Water SolubilityNH4OH 1 M: 50 mg/mL, clear, red | <0.1 g/100 mL at
Storage ConditionStorage: Seal the container and store it in a seal
ApplicationSulfasalazine is a drug used to treat rheumatoid arthritis and ulcerative colitis. Reports show that sulfasalazine can inhibit NF-κB activity.
EINECS209-974-3
HTC2935009090
PubChem ID329824182
MDL NumberMFCD00057363
SMILESOC(=O)c1cc(ccc1O)\N=N\c2ccc(cc2)S(=O)(=O)Nc3ccccn3
InChI1S/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 KeyNCEXYHBECQHGNR-QZQOTICOSA-N
Beilstein/REAXYS356241
NACRES CodeNA.24
UNSPSC41116107
Hazard SymbolsTransport
MSDSmsds/12526_1_599_79_1.pdf
BioactivitySulfasalazine is a drug for the treatment of rheumatoid arthritis and ulcerative colitis. Sulfasalazine is reported to suppress NF-κB activity. Related Catalog Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> NF-κB >> NF-κB Research Areas >> Inflammation/Immunology Target RelA Autophagy In Vitro Treatment of SW620 colon cells with sulfasalazine inhibits TNFα-, LPS-, or phorbol ester-induced NFκB activation. NFκB-dependent transcription is inhibited by sulfasalazine at micro- to millimolar concentrations. TNFα-induced nuclear translocation of NFκB is prevented by sulfasalazine through inhibition of IκBα degradation[1]. Pre‐incubation with 5 mM of sulfasalazine alone significantly increases basal mRNA expression of all pro‐inflammatory cytokines with levels of IL‐6 mRNA increased by 80‐fold compared with vehicle control[2]. Once digested, sulfasalazine is cleaved into sulfapyridine and 5-aminosalicylic acid by colonic bacteria, and the latter, too, is reported to suppress NF-kappaB activity[3]. In Vivo At low doses (0.25 mM), SAS is able to suppress glioma growth by over 60% compared to untreated controls[3]. Cell Assay Sulfasalazine is dissolved in culture medium. SW620 cells are grown in Dulbecco's modified Eagle medium, supplemented with 10% heat-inactivated FCS, 2 mmol/liter glutamine, and 1% (wt/vol) penicillin/streptomycin. SW620 cells are transfected with the 3xIgkBLuc reporter construct. After 18 h, cells are incubated with either medium alone or with sulfasalazine (0.1, 0.2, 0.5, 1, 2, 5 mM) before stimulation with TNFα, LPS, or PMA. Luciferase assay is performed[1]. Animal Admin Mice: Sulfasalazine is dissolved in 0.1 M NaOH, and then neutralized by titrating with 0.1 M HCl. U-87MG glioma cells are implanted into the cranium of a SCID mouse. After 7 days, animals are randomized into three groups of five animals each. One group receives 1 mL i.p. saline injections twice daily for 3 weeks. The two test groups receives 8 mg of sulfasalazine in 1 mL saline twice daily for 3 weeks. Tumor growth and animal health were monitored. After perfusion with 4% paraformaldehyde, mouse brains were collected, rinsed, and placed in 30% sucrose[3]. References [1]. Wahl C, et al. Sulfasalazine: a potent and specific inhibitor of nuclear factor kappa B. J Clin Invest. 1998 Mar 1;101(5):1163-74. [2]. Sykes L, et al. Sulfasalazine augments a pro-inflammatory response in interleukin-1β-stimulated amniocytes and myocytes. Immunology. 2015 Dec;146(4):630-44. [3]. Chung WJ, et al. Sulfasalazine inhibits the growth of primary brain tumors independent of nuclear factor-kappaB. J Neurochem. 2009 Jul;110(1):182-93. Chemical & Physical Properties Density 1.5±0.1 g/cm3 Boiling Point 689.3±65.0 °C at 760 mmHg Melting Point 260-265 °C (dec.)(lit.) Molecular Formula C18H14N4O5S Molecular Weight 398.393 Flash Point 370.7±34.3 °C Exact Mass 398.068481 PSA 149.69000 LogP 3.18 Vapour Pressure 0.0±2.3 mmHg at 25°C Index of Refraction 1.691 InChIKey NCEXYHBECQHGNR-UHFFFAOYSA-N SMILES O=C(O)c1cc(N=Nc2ccc(S(=O)(=O)Nc3ccccn3)cc2)ccc1O Storage condition Refrigerator Water Solubility NH4OH 1 M: 50 mg/mL, clear, red | <0.1 g/100 mL at 25 ºC
Use ofSulfasalazine is a drug for the treatment of rheumatoid arthritis and ulcerative colitis. Sulfasalazine is reported to suppress NF-κB activity. Properties Articles70 Name sulfasalazine Synonym More Synonyms sulfasalazine Biological Activity Description Sulfasalazine is a drug for the treatment of rheumatoid arthritis and ulcerative colitis. Sulfasalazine is reported to suppress NF-κB activity. Related Catalog Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> NF-κB >> NF-κB Research Areas >> Inflammation/Immunology References [1]. Wahl C, et al. Sulfasalazine: a potent and specific inhibitor of nuclear factor kappa B. J Clin Invest. 1998 Mar 1;101(5):1163-74. [2]. Sykes L, et al. Sulfasalazine augments a pro-inflammatory response in interleukin-1β-stimulated amniocytes and myocytes. Immunology. 2015 Dec;146(4):630-44. [3]. Chung WJ, et al. Sulfasalazine inhibits the growth of primary brain tumors independent of nuclear factor-kappaB. J Neurochem. 2009 Jul;110(1):182-93. Chemical & Physical Properties Molecular Formula C18H14N4O5S Exact Mass 398.068481 PSA 149.69000 Index of Refraction 1.691 InChIKey NCEXYHBECQHGNR-UHFFFAOYSA-N Storage condition Refrigerator
Tax Rebate9.0%
SupervisionNone MFN tariff: 6.5% Ordinary tariff: 35.0%
Transport InfoProduct name: Purity: 98.0%
MSDS Transport InfoModule 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 Names specified by the United Nations (UN) European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Dangerous Regulations: No International Maritime Transport Dangerous Regulations Maritime Pollutants: No International Air Transport Risk Regulations: No 14.6 Special reminder to users No data available The above information is believed to be correct, but is not all-inclusive and should be used as a guide only. The information in this document is based on our current knowledge and is Correct safety instructions apply to this product. This information does not represent a warranty as to the properties of this product. See reverse side of invoice or packing slip.
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