<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">2934</id>
  <title>T3D2892</title>
  <common-name>Sulfasalazine</common-name>
  <description>Sulfasalazine is only found in individuals that have used or taken this drug. It is a drug that is used in the management of inflammatory bowel diseases. Its activity is generally considered to lie in its metabolic breakdown product, 5-aminosalicylic acid (see mesalamine) released in the colon. (From Martindale, The Extra Pharmacopoeia, 30th ed, p907)The mode of action of Sulfasalazine or its metabolites, 5-aminosalicylic acid (5-ASA) and sulfapyridine (SP), is still under investigation, but may be related to the anti-inflammatory and/or immunomodulatory properties that have been observed in animal and &lt;i&gt;in vitro&lt;/i&gt; models, to its affinity for connective tissue, and/or to the relatively high concentration it reaches in serous fluids, the liver and intestinal walls, as demonstrated in autoradiographic studies in animals. In ulcerative colitis, clinical studies utilizing rectal administration of Sulfasalazine, SP and 5-ASA have indicated that the major therapeutic action may reside in the 5-ASA moiety. The relative contribution of the parent drug and the major metabolites in rheumatoid arthritis is unknown.</description>
  <cas>599-79-1</cas>
  <pubchem-id>5359476</pubchem-id>
  <chemical-formula>C18H14N4O5S</chemical-formula>
  <weight>398.068490</weight>
  <appearance>White powder.</appearance>
  <melting-point>220 dec°C</melting-point>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility>4.64e-02 g/L</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Oral</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>The mode of action of Sulfasalazine or its metabolites, 5-aminosalicylic acid (5-ASA) and sulfapyridine (SP), is still under investigation, but may be related to the anti-inflammatory and/or immunomodulatory properties that have been observed in animal and &lt;i&gt;in vitro&lt;/i&gt; models, to its affinity for connective tissue, and/or to the relatively high concentration it reaches in serous fluids, the liver and intestinal walls, as demonstrated in autoradiographic studies in animals. In ulcerative colitis, clinical studies utilizing rectal administration of Sulfasalazine, SP and 5-ASA have indicated that the major therapeutic action may reside in the 5-ASA moiety. The relative contribution of the parent drug and the major metabolites in rheumatoid arthritis is unknown.</mechanism-of-toxicity>
  <metabolism>Route of Elimination: The majority of 5-ASA stays within the colonic lumen and is excreted as 5-ASA and acetyl-5-ASA with the feces.Half Life: 5-10 hours</metabolism>
  <toxicity nil="true"/>
  <lethaldose nil="true"/>
  <carcinogenicity>2B, possibly carcinogenic to humans. (L135)</carcinogenicity>
  <use-source>Used primarily as an anti-inflammatory agent in the treatment of inflammatory bowel disease as well as for rheumatoid arthritis.</use-source>
  <min-risk-level nil="true"/>
  <health-effects>Sulfasalazine in rare cases can cause severe depression in young males. Immune thrombocytopenia has been reported. [Wikipedia]</health-effects>
  <symptoms></symptoms>
  <treatment>Gastric lavage or emesis plus catharsis as indicated. Alkalinize urine. If kidney function is normal, force fluids. If anuria is present, restrict fluids and salt, and treat appropriately. Catheterization of the ureters may be indicated for complete renal blockage by crystals. The low molecular weight of sulfasalazine and its metabolites may facilitate their removal by dialysis. (L1712)</treatment>
  <created-at type="dateTime">2009-07-21T20:27:39Z</created-at>
  <updated-at type="dateTime">2014-12-24T20:25:52Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Sulfasalazine</wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id>C07316</kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id>9334</chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id nil="true"/>
  <stitch-id>Sulfasalazine</stitch-id>
  <drugbank-id>DB00795</drugbank-id>
  <pdb-id>SAS</pdb-id>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>OC(=O)C1=C(O)C=CC(=C1)\N=N\C1=CC=C(C=C1)S(=O)(=O)NC1=CC=CC=N1</moldb-smiles>
  <moldb-formula>C18H14N4O5S</moldb-formula>
  <moldb-inchi>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+</moldb-inchi>
  <moldb-inchikey>InChIKey=NCEXYHBECQHGNR-QZQOTICOSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">398.393</moldb-average-mass>
  <moldb-mono-mass type="decimal">398.068490268</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp>2.5</logp>
  <hmdb-id>HMDB14933</hmdb-id>
  <chembl-id>CHEMBL421</chembl-id>
  <chemspider-id>4510284</chemspider-id>
  <structure-image-file-name nil="true"/>
  <structure-image-content-type nil="true"/>
  <structure-image-file-size type="integer" nil="true"/>
  <structure-image-updated-at type="dateTime" nil="true"/>
  <biodb-id nil="true"/>
  <synthesis-reference></synthesis-reference>
  <structure-image-caption nil="true"/>
</compound>
