<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2010-04-08 22:04:46 UTC</creation_date>
  <update_date>2015-07-20 21:36:20 UTC</update_date>
  <accession>FDB000957</accession>
  <name>Furazolidone</name>
  <description>Poultry food additive

Furazolidone is an antibacterial. It is marketed by Roberts Laboratories under the brand name Furoxone and by GlaxoSmithKline as Dependal-M.; Furoxone has a broad antibacterial spectrum covering the majority of gastrointestinal tract pathogens including E. coli, staphylococci, Salmonella, Shigella, Proteus, Aerobacter aerogenes, Vibrio cholerae and Giardia lamblia. Its bactericidal activity is based upon its interference with DNA replication and protein production</description>
  <synonyms>
    <synonym>2-Furanmethanimine, 5-nitro-N-(2-oxo-3-oxazolidinyl)-</synonym>
    <synonym>2-Oxazolidinone, 3-((5-nitrofurfurylidene)amino)-</synonym>
    <synonym>2-Oxazolidinone, 3-((5-nitrofurfurylidine)amino)-</synonym>
    <synonym>2-Oxazolidinone, 3-[(5-nitrofurfurylidene)amino]-</synonym>
    <synonym>2-Oxazolidinone, 3-[(5-nitrofurfurylidine)amino]-</synonym>
    <synonym>2-Oxazolidinone, 3-[[(5-nitro-2-furanyl)methylene]amino]-</synonym>
    <synonym>3-(((5-Nitro-2-furanyl)methylene)amino)-2-oxazolidinone</synonym>
    <synonym>3-((5-Nitrofurfurylidene)amino)-2-oxazolidinone</synonym>
    <synonym>3-((5-Nitrofurfurylidene)amino)-2-oxazolidone</synonym>
    <synonym>3-((5-Nitrofurfurylidine)amino)-2-oxazolidinone</synonym>
    <synonym>3-((5-Nitrofurylidene)amino)-2-oxazolidone</synonym>
    <synonym>3-(5-Nitrofurfurylideneamino)-2-oxazolidinone</synonym>
    <synonym>3-(5'-Nitrofurfuralamino)-2-oxazolidone</synonym>
    <synonym>3-[(5-Nitrofurfurylidene)amino]-2-oxazolidinone</synonym>
    <synonym>3-[(5-Nitrofurfurylidene)amino]-2-oxazolidone</synonym>
    <synonym>3-[(5-Nitrofurfurylidine)amino]-2-oxazolidinone</synonym>
    <synonym>3-[(5-Nitrofurylidene)amino]-2-oxazolidone</synonym>
    <synonym>3-[(e)-(5-Nitrofuran-2-yl)methylideneamino]-1,3-oxazolidin-2-one</synonym>
    <synonym>3-[[(5-Nitro-2-furanyl)methylene]-amino]-2-oxazolidinone</synonym>
    <synonym>3-[[(5-Nitro-2-furanyl)methylene]amino]-2-oxazolidinone</synonym>
    <synonym>3-[[(5-Nitro-2-furanyl)methylene]amino]-2-oxazolidinone, 9CI</synonym>
    <synonym>3-{[(5-nitro-2-furanyl)methylene]amino}-2-oxazolidinone</synonym>
    <synonym>5-Nitro-N-(2-oxo-3-oxazolidinyl)-2-furanmethanimine</synonym>
    <synonym>Bifuron</synonym>
    <synonym>Corizium</synonym>
    <synonym>Coryzium</synonym>
    <synonym>Diafuron</synonym>
    <synonym>Enterotoxon</synonym>
    <synonym>Fiurox aerosol powder</synonym>
    <synonym>Furall</synonym>
    <synonym>Furaxon</synonym>
    <synonym>Furaxone</synonym>
    <synonym>Furazol</synonym>
    <synonym>Furazolidine</synonym>
    <synonym>Furazolidon</synonym>
    <synonym>Furazolidona</synonym>
    <synonym>Furazolidonum</synonym>
    <synonym>Furazon</synonym>
    <synonym>Furidon</synonym>
    <synonym>Furovag</synonym>
    <synonym>Furox</synonym>
    <synonym>Furoxal</synonym>
    <synonym>Furoxane</synonym>
    <synonym>Furoxon</synonym>
    <synonym>Furoxone</synonym>
    <synonym>Furoxone swine mix</synonym>
    <synonym>Furozolidine</synonym>
    <synonym>FZL</synonym>
    <synonym>Giardil</synonym>
    <synonym>Giarlam</synonym>
    <synonym>Medaron</synonym>
    <synonym>N-(5-Nitro-2-furfurylidene)-3-amino-2-oxazolidone</synonym>
    <synonym>N-(5-Nitro-2-furfurylidene)-3-aminooxazolidine-2-one</synonym>
    <synonym>Neftin</synonym>
    <synonym>NF 180 custom mix ten</synonym>
    <synonym>Nicolen</synonym>
    <synonym>Nifulidone</synonym>
    <synonym>Nifuran</synonym>
    <synonym>Nifurazolidone</synonym>
    <synonym>Nitrofurazolidone</synonym>
    <synonym>Nitrofurazolidonum</synonym>
    <synonym>Nitrofuroxon</synonym>
    <synonym>Optazol</synonym>
    <synonym>Ortazol</synonym>
    <synonym>Puradin</synonym>
    <synonym>Roptazol</synonym>
    <synonym>Sclaventerol</synonym>
    <synonym>Tikofuran</synonym>
    <synonym>Topazone</synonym>
    <synonym>Trichofuron</synonym>
    <synonym>Tricofuron</synonym>
    <synonym>Tricoron</synonym>
    <synonym>Trifurox</synonym>
    <synonym>USAF ea-1</synonym>
    <synonym>Viofuragyn</synonym>
  </synonyms>
  <chemical_formula>C8H7N3O5</chemical_formula>
  <average_molecular_weight>225.1583</average_molecular_weight>
  <monisotopic_moleculate_weight>225.038570349</monisotopic_moleculate_weight>
  <iupac_name>3-[(Z)-[(5-nitrofuran-2-yl)methylidene]amino]-1,3-oxazolidin-2-one</iupac_name>
  <traditional_iupac>3-[(Z)-[(5-nitrofuran-2-yl)methylidene]amino]-1,3-oxazolidin-2-one</traditional_iupac>
  <cas_registry_number>67-45-8</cas_registry_number>
  <smiles>O=C1OCCN1\N=C/C1=CC=C(O1)N(=O)=O</smiles>
  <inchi>InChI=1S/C8H7N3O5/c12-8-10(3-4-15-8)9-5-6-1-2-7(16-6)11(13)14/h1-2,5H,3-4H2/b9-5-</inchi>
  <inchikey>PLHJDBGFXBMTGZ-UITAMQMPSA-N</inchikey>
  <taxonomy>
    <description> belongs to the class of organic compounds known as nitrofurans. Nitrofurans are compounds containing a furan ring which bears a nitro group.</description>
    <direct_parent>Nitrofurans</direct_parent>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organoheterocyclic compounds</super_class>
    <class>Furans</class>
    <sub_class>Nitrofurans</sub_class>
    <molecular_framework>Aromatic heteromonocyclic compounds</molecular_framework>
    <alternative_parents>
      <alternative_parent>Azacyclic compounds</alternative_parent>
      <alternative_parent>Carbonyl compounds</alternative_parent>
      <alternative_parent>Heteroaromatic compounds</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Nitroaromatic compounds</alternative_parent>
      <alternative_parent>Organic carbonic acids and derivatives</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
      <alternative_parent>Organic oxoazanium compounds</alternative_parent>
      <alternative_parent>Organonitrogen compounds</alternative_parent>
      <alternative_parent>Organopnictogen compounds</alternative_parent>
      <alternative_parent>Oxacyclic compounds</alternative_parent>
      <alternative_parent>Oxazolidinones</alternative_parent>
      <alternative_parent>Propargyl-type 1,3-dipolar organic compounds</alternative_parent>
    </alternative_parents>
    <substituents>
      <substituent>2-nitrofuran</substituent>
      <substituent>Allyl-type 1,3-dipolar organic compound</substituent>
      <substituent>Aromatic heteromonocyclic compound</substituent>
      <substituent>Azacycle</substituent>
      <substituent>C-nitro compound</substituent>
      <substituent>Carbonic acid derivative</substituent>
      <substituent>Carbonyl group</substituent>
      <substituent>Heteroaromatic compound</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Nitroaromatic compound</substituent>
      <substituent>Organic 1,3-dipolar compound</substituent>
      <substituent>Organic nitro compound</substituent>
      <substituent>Organic nitrogen compound</substituent>
      <substituent>Organic oxide</substituent>
      <substituent>Organic oxoazanium</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organonitrogen compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>Organopnictogen compound</substituent>
      <substituent>Oxacycle</substituent>
      <substituent>Oxazolidine</substituent>
      <substituent>Oxazolidinone</substituent>
      <substituent>Propargyl-type 1,3-dipolar organic compound</substituent>
    </substituents>
    <external_descriptors>
    </external_descriptors>
  </taxonomy>
  <state>Solid</state>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>0.49</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-2.79</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>3.64e-01 g/l</value>
      <source>ALOGPS</source>
    </property>
  </predicted_properties>
  <experimental_properties>
    <property>
      <kind>melting_point</kind>
      <value>Mp 275° dec.</value>
    </property>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>0.87</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_basic</kind>
    <value>-2.4</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>3-[(Z)-[(5-nitrofuran-2-yl)methylidene]amino]-1,3-oxazolidin-2-one</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>225.1583</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>225.038570349</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>O=C1OCCN1\N=C/C1=CC=C(O1)N(=O)=O</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>C8H7N3O5</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/C8H7N3O5/c12-8-10(3-4-15-8)9-5-6-1-2-7(16-6)11(13)14/h1-2,5H,3-4H2/b9-5-</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>PLHJDBGFXBMTGZ-UITAMQMPSA-N</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polar_surface_area</kind>
    <value>100.86</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>refractivity</kind>
    <value>51.09</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>18.8</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>rotatable_bond_count</kind>
    <value>3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>acceptor_count</kind>
    <value>4</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>donor_count</kind>
    <value>0</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>physiological_charge</kind>
    <value>0</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formal_charge</kind>
    <value>0</value>
    <source>ChemAxon</source>
  </property>
  <pathways>
  </pathways>
  <spectra>
  </spectra>
  <hmdb_id>HMDB14752</hmdb_id>
  <pubchem_compound_id/>
  <chemspider_id/>
  <kegg_id/>
  <chebi_id/>
  <biocyc_id/>
  <het_id/>
  <wikipidia/>
  <vmh_id/>
  <fbonto_id/>
  <foodb_id/>
  <general_references>
    <reference>#&lt;Reference:0x000055ce3217d3f0&gt;</reference>
    <reference>#&lt;Reference:0x000055ce3217d238&gt;</reference>
  </general_references>
  <foods>
  </foods>
  <flavors>
  </flavors>
  <enzymes>
  </enzymes>
  <health_effects>
  </health_effects>
</compound>
