Sulfasalazine |
Last updated: 12/01/2024 |
(Also known as: salicylazosulfapyridine; sulphasalazine) |
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A widely used human and veterinary sulfonamide antibacterial and immunosuppressive medication | |
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Current | |
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1930s, developed; 1950s, first approved USA | |
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Used to treat rheumatoid arthritis, inflammatory bowl disease, colitis & Crohn's disease | |
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Dogs; Cats |
Approval status |
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Not approved | |
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Not approved |
Chemical structure |
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C₁₈H₁₄N₄O₅S | |
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C1=CC=NC(=C1)NS(=O)(=O)C2=CC=C(C=C2)NN=C3C=CC(=O)C(=C3)C(=O)O | |
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No data | |
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OQANPHBRHBJGNZ-UHFFFAOYSA-N | |
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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/h1-11,20H,(H,19,22)(H,24,25) | |
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Yes |
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Common Name | Relationship | Link |
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sulfasalazine | - |
General status |
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Medicinal drug: anti-bacterial; anti-inflammatory | |
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Aminosalicylate | |
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Synthetic | |
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Works by reducing the production of chemicals that mediate inflammation such as inflammatory cytokines and eicosanoids. | |
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[Arachidonate 5-lipoxygenase, Inhibitor], [Prostaglandin G/H synthase 2, Inhibitor], [Prostaglandin G/H synthase 1, Inhibitor], [Peroxisome proliferator-activated receptor gamma, Agonist], [Inhibitor of nuclear factor kappa-B kinase subunit alpha, Inhibitor], [Inhibitor of nuclear factor kappa-B kinase subunit beta, Inhibitor], [Cystine/glutamate transporter, Inhibitor] | |
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599-79-1 | |
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209-974-3 | |
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Intestinal antiinflammatory agents: Aminosalicylic acid and similar agents | |
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QA07EC01 | |
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No | |
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398.39 | |
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2-hydroxy-5-((E)-2-(4-((pyridin-2-yl)sulfamoyl)phenyl)diazen-1-yl)benzoic acid | |
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2-hydroxy-5-((E)-2-(4-((pyridin-2-yl)sulfamoyl)phenyl)diazen-1-yl)benzoic acid | |
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5-((para-(2-pyridylsulfamoyl)phenyl)azo)-salicylic acid | |
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Brown to orange coloured powder |
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Salazopyrin | Pharmacia | Not licensed | Not licensed | ||||||
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Decomposes on melting | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) 3 = Unverified data of known source |
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220 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) 3 = Unverified data of known source |
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3.16 X 1002 | Calculated | - | |||||||
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2.5 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) 3 = Unverified data of known source |
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Degradation |
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As this parameter is not normally measured directly, a surrogate measure is used: ‘Photochemical oxidative DT₅₀’. Where data is available, this can be found in the Fate Indices section below. | ||||||||||
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Soil adsorption and mobility |
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Fate indices |
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Known soil and groundwater metabolites |
None
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5-aminosalicylic acid Note: Active substance |
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Terrestrial ecotoxicology |
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15600 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Rat3 = Unverified data of known source |
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Aquatic ecotoxicology |
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General |
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15600 | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Rat3 = Unverified data of known source |
Low | ||||||||
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Intravenous LD₅₀ = 1096 mg kg⁻¹ | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Mouse3 = Unverified data of known source |
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Subcutaneous LD₅₀ = 3000 mg kg⁻¹ | V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID ) Mouse3 = Unverified data of known source |
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Mainly eliminated in the urine either as free metabolites or as glucuronide conjugates | Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source |
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Health issues |
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May cause vomiting, loss of appetite and jaundice May cause dry eyes Studies suggest substance may act as a co-carcinogen |
Handling issues |
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Will emit toxic gases when heated to decomposition | |||
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Not listed (Not listed) | |||
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sulfasalazine | ||
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sulfasalazine | ||
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Sulfasalazin | ||
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sulfasalazina | ||
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Record last updated: | 12/01/2024 |
Contact: | aeru@herts.ac.uk |
Please cite as: | Lewis, K.A., Tzilivakis, J., Warner, D. and Green, A. (2016) An international database for pesticide risk assessments and management. Human and Ecological Risk Assessment: An International Journal, 22(4), 1050-1064. DOI: 10.1080/10807039.2015.1133242 |