<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">4807</id>
  <title>T3D4752</title>
  <common-name>Nitrofural</common-name>
  <description>A topical anti-infective agent effective against gram-negative and gram-positive bacteria. It is used for superficial wounds, burns, ulcers, and skin infections. Nitrofurazone has also been administered orally in the treatment of trypanosomiasis. </description>
  <cas>59-87-0</cas>
  <pubchem-id>5447130</pubchem-id>
  <chemical-formula>C6H6N4O4</chemical-formula>
  <weight nil="true"/>
  <appearance>White powder.</appearance>
  <melting-point>238 dec°C</melting-point>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility>210 mg/L (at 25°C)</solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Well absorbed.</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>The exact mechanism of action is unknown. Nitrofurazone inhibits several bacterial enzymes, especially those involved in the aerobic and anaerobic degradation of glucose and pyruvate. This activity is believed also to affect pyruvate dehydrogenase, citrate synthetase, malate dehydrogenase, glutathione reductase, and pyruvate decarboxylase.</mechanism-of-toxicity>
  <metabolism>Nitrofurans, including nitrofural, undergo metabolic reduction at the nitro group to generate reactive species which can covalently bind to cellular macromolecules.Half Life: 5 hours</metabolism>
  <toxicity>Rat LD&lt;sub&gt;50&lt;/sub&gt; = 590 mg/kg</toxicity>
  <lethaldose nil="true"/>
  <carcinogenicity>3, not classifiable as to its carcinogenicity to humans. (L135)</carcinogenicity>
  <use-source>For the treatement of bacterial skin infections including pyodermas, infected dermatoses and infections of cuts, wounds, burns and ulcers due to susceptible organisms.</use-source>
  <min-risk-level nil="true"/>
  <health-effects nil="true"/>
  <symptoms>Allergic contact dermatitis is the most frequently reported adverse effect, occurring in approximately 1 % of patients treated.</symptoms>
  <treatment nil="true"/>
  <created-at type="dateTime">2014-09-11T05:14:52Z</created-at>
  <updated-at type="dateTime">2014-12-24T20:26:56Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia>Nitrofurazone</wikipedia>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C08042</kegg-compound-id>
  <omim-id nil="true"/>
  <chebi-id>170239</chebi-id>
  <biocyc-id nil="true"/>
  <ctd-id nil="true"/>
  <stitch-id nil="true"/>
  <drugbank-id>DB00336</drugbank-id>
  <pdb-id>NFZ</pdb-id>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>[H]\C(=N/NC(O)=N)C1=CC=C(O1)N(=O)=O</moldb-smiles>
  <moldb-formula>C6H6N4O4</moldb-formula>
  <moldb-inchi>InChI=1S/C6H6N4O4/c7-6(11)9-8-3-4-1-2-5(14-4)10(12)13/h1-3H,(H3,7,9,11)/b8-3+</moldb-inchi>
  <moldb-inchikey>InChIKey=IAIWVQXQOWNYOU-FPYGCLRLSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">198.1362</moldb-average-mass>
  <moldb-mono-mass type="decimal">198.0389047</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp>0.23</logp>
  <hmdb-id>HMDB14480</hmdb-id>
  <chembl-id>CHEMBL869</chembl-id>
  <chemspider-id>4566720</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>
