<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2010-04-08 22:09:14 UTC</creation_date>
  <update_date>2015-07-20 22:34:36 UTC</update_date>
  <accession>FDB010661</accession>
  <name>Sulphadimethoxine</name>
  <description>Long-acting sulfonamide, antibacterial agent. Potential food contaminant in animal products arising from its veterinary use

Sulfadimethoxine (trade name Di-Methox) is a sulfonamide antibacterial.</description>
  <synonyms>
    <synonym>2,4-Dimethoxy-6-sulfanilamido-1,3-diazine</synonym>
    <synonym>2,4-Dimethoxy-6-sulphanilamido-1,3-diazine</synonym>
    <synonym>2,6-Dimethoxy-4-(p-aminobenzenesulfonamido)pyrimidine</synonym>
    <synonym>2,6-Dimethoxy-4-(P-aminobenzenesulphonamido)pyrimidine</synonym>
    <synonym>2,6-Dimethoxy-4-sulfanilamidopyrimidine</synonym>
    <synonym>2,6-Dimethoxy-4-sulphanilamidopyrimidine</synonym>
    <synonym>4-Amino-N-(2,6-dimethoxy-4-pyrimidinyl)benzenesulfonamide</synonym>
    <synonym>4-Amino-N-(2,6-dimethoxy-4-pyrimidinyl)benzenesulfonamide, 9CI</synonym>
    <synonym>4-amino-N-(2,6-Dimethoxy-4-pyrimidinyl)benzenesulphonamide</synonym>
    <synonym>4-Amino-N-(2,6-dimethoxy-4-pyrimidinyl)benzolsulfonamid</synonym>
    <synonym>4-Amino-N-(2,6-dimethoxy-pyrimidin-4-yl)-benzenesulfonamide</synonym>
    <synonym>4-amino-N-(2,6-dimethoxypyrimidin-4-yl)benzenesulfonamide</synonym>
    <synonym>4-Amino-N-[2,6-dimethoxy-4-pyrimidinyl]benzenesulfonamide</synonym>
    <synonym>4-p-Aminobenzenesulfonamido-2,6-dimethoxypyrimidine</synonym>
    <synonym>6-Sulfanilamido-2,4-dimethoxypyrimidine</synonym>
    <synonym>6-Sulphanilamido-2,4-dimethoxypyrimidine</synonym>
    <synonym>Abcid</synonym>
    <synonym>Abcid (TN)</synonym>
    <synonym>Agribon</synonym>
    <synonym>Agribon (TN)</synonym>
    <synonym>Albon</synonym>
    <synonym>Albon?</synonym>
    <synonym>Arnosulfan</synonym>
    <synonym>Bactrovet</synonym>
    <synonym>Chemiosalfa</synonym>
    <synonym>Deltin</synonym>
    <synonym>Deposul</synonym>
    <synonym>Diasulfa</synonym>
    <synonym>Diasulfyl</synonym>
    <synonym>Dimetazina</synonym>
    <synonym>Dimethoxysulfadiazine</synonym>
    <synonym>Dimex</synonym>
    <synonym>Dinosol</synonym>
    <synonym>Dorisul</synonym>
    <synonym>Fuxal</synonym>
    <synonym>Madribon</synonym>
    <synonym>Madrigid</synonym>
    <synonym>Madriqid</synonym>
    <synonym>Madroxin</synonym>
    <synonym>Madroxine</synonym>
    <synonym>Maxulvet</synonym>
    <synonym>Memcozine</synonym>
    <synonym>Metoxidon</synonym>
    <synonym>N'-(2,6-Dimethoxy-4-pyrimidinyl)sulfanilamide, 8CI</synonym>
    <synonym>N(1)-(2,6-dimethoxy-4-pyrimidinyl)sulfanilamide</synonym>
    <synonym>N(1)-(2,6-Dimethoxy-4-pyrimidinyl)sulphanilamide</synonym>
    <synonym>N(sup 1)-(2,6-Dimethoxy-4-pyrimidinyl)sulfanilamide</synonym>
    <synonym>N1-(2,6-Dimethoxy-4-pyrimidinyl)sulfanilamide</synonym>
    <synonym>Neostrepal</synonym>
    <synonym>Omnibon</synonym>
    <synonym>Persulfen</synonym>
    <synonym>Primor</synonym>
    <synonym>Radonin</synonym>
    <synonym>Redifal</synonym>
    <synonym>Risulpir</synonym>
    <synonym>Rofenaid</synonym>
    <synonym>Roscosulf</synonym>
    <synonym>Scandisil</synonym>
    <synonym>Solfadimetossina</synonym>
    <synonym>Solfadimetossina [dcit]</synonym>
    <synonym>Sudine</synonym>
    <synonym>Sulfadimethoxin</synonym>
    <synonym>Sulfadimethoxine</synonym>
    <synonym>Sulfadimethoxine (jan/usp)</synonym>
    <synonym>Sulfadimethoxine [jan]</synonym>
    <synonym>Sulfadimethoxinum</synonym>
    <synonym>Sulfadimethoxydiazine</synonym>
    <synonym>Sulfadimetossina</synonym>
    <synonym>Sulfadimetoxin</synonym>
    <synonym>Sulfadimetoxina</synonym>
    <synonym>Sulfadren</synonym>
    <synonym>Sulfanilamide, N(sup 1)-(2,6-dimethoxy-4-pyrimidinyl)-</synonym>
    <synonym>Sulfastop</synonym>
    <synonym>Sulfathox</synonym>
    <synonym>Sulfdimethoxine</synonym>
    <synonym>Sulfoplan</synonym>
    <synonym>Sulphadimethoxine</synonym>
    <synonym>Sulphadimethoxine, BAN</synonym>
    <synonym>Sulphadimethoxinum</synonym>
    <synonym>Sulphadimethoxydiazine</synonym>
    <synonym>Sulphadimetoxina</synonym>
    <synonym>Sulxin</synonym>
    <synonym>Symbio</synonym>
    <synonym>Theracanzan</synonym>
  </synonyms>
  <chemical_formula>C12H14N4O4S</chemical_formula>
  <average_molecular_weight>310.329</average_molecular_weight>
  <monisotopic_moleculate_weight>310.073575646</monisotopic_moleculate_weight>
  <iupac_name>4-amino-N-(2,6-dimethoxypyrimidin-4-yl)benzene-1-sulfonamide</iupac_name>
  <traditional_iupac>sulfadimethoxine</traditional_iupac>
  <cas_registry_number>122-11-2</cas_registry_number>
  <smiles>COC1=NC(OC)=NC(NS(=O)(=O)C2=CC=C(N)C=C2)=C1</smiles>
  <inchi>InChI=1S/C12H14N4O4S/c1-19-11-7-10(14-12(15-11)20-2)16-21(17,18)9-5-3-8(13)4-6-9/h3-7H,13H2,1-2H3,(H,14,15,16)</inchi>
  <inchikey>ZZORFUFYDOWNEF-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <description> belongs to the class of organic compounds known as aminobenzenesulfonamides. These are organic compounds containing a benzenesulfonamide moiety with an amine group attached to the benzene ring.</description>
    <direct_parent>Aminobenzenesulfonamides</direct_parent>
    <kingdom>Organic compounds</kingdom>
    <super_class>Benzenoids</super_class>
    <class>Benzene and substituted derivatives</class>
    <sub_class>Benzenesulfonamides</sub_class>
    <molecular_framework>Aromatic heteromonocyclic compounds</molecular_framework>
    <alternative_parents>
      <alternative_parent>Alkyl aryl ethers</alternative_parent>
      <alternative_parent>Aminosulfonyl compounds</alternative_parent>
      <alternative_parent>Aniline and substituted anilines</alternative_parent>
      <alternative_parent>Azacyclic compounds</alternative_parent>
      <alternative_parent>Benzenesulfonyl compounds</alternative_parent>
      <alternative_parent>Heteroaromatic compounds</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Imidolactams</alternative_parent>
      <alternative_parent>Organic oxides</alternative_parent>
      <alternative_parent>Organopnictogen compounds</alternative_parent>
      <alternative_parent>Organosulfonamides</alternative_parent>
      <alternative_parent>Primary amines</alternative_parent>
      <alternative_parent>Pyrimidines and pyrimidine derivatives</alternative_parent>
    </alternative_parents>
    <substituents>
      <substituent>Alkyl aryl ether</substituent>
      <substituent>Amine</substituent>
      <substituent>Aminobenzenesulfonamide</substituent>
      <substituent>Aminosulfonyl compound</substituent>
      <substituent>Aniline or substituted anilines</substituent>
      <substituent>Aromatic heteromonocyclic compound</substituent>
      <substituent>Azacycle</substituent>
      <substituent>Benzenesulfonyl group</substituent>
      <substituent>Ether</substituent>
      <substituent>Heteroaromatic compound</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Imidolactam</substituent>
      <substituent>Organic nitrogen compound</substituent>
      <substituent>Organic oxide</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organic sulfonic acid or derivatives</substituent>
      <substituent>Organoheterocyclic compound</substituent>
      <substituent>Organonitrogen compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>Organopnictogen compound</substituent>
      <substituent>Organosulfonic acid amide</substituent>
      <substituent>Organosulfonic acid or derivatives</substituent>
      <substituent>Organosulfur compound</substituent>
      <substituent>Primary amine</substituent>
      <substituent>Pyrimidine</substituent>
      <substituent>Sulfonyl</substituent>
    </substituents>
    <external_descriptors>
      <external_descriptor>aromatic ether</external_descriptor>
      <external_descriptor>pyrimidines</external_descriptor>
      <external_descriptor>substituted aniline</external_descriptor>
      <external_descriptor>sulfonamide</external_descriptor>
      <external_descriptor>sulfonamide antibiotic</external_descriptor>
    </external_descriptors>
  </taxonomy>
  <state>Solid</state>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>1.08</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-3.05</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>2.78e-01 g/l</value>
      <source>ALOGPS</source>
    </property>
  </predicted_properties>
  <experimental_properties>
    <property>
      <kind>melting_point</kind>
      <value>Mp 201-203°</value>
    </property>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>1.26</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_acidic</kind>
    <value>6.91</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_basic</kind>
    <value>1.95</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>4-amino-N-(2,6-dimethoxypyrimidin-4-yl)benzene-1-sulfonamide</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>310.329</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>310.073575646</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>COC1=NC(OC)=NC(NS(=O)(=O)C2=CC=C(N)C=C2)=C1</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>C12H14N4O4S</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/C12H14N4O4S/c1-19-11-7-10(14-12(15-11)20-2)16-21(17,18)9-5-3-8(13)4-6-9/h3-7H,13H2,1-2H3,(H,14,15,16)</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>ZZORFUFYDOWNEF-UHFFFAOYSA-N</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polar_surface_area</kind>
    <value>116.43</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>refractivity</kind>
    <value>77.75</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>29.6</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>rotatable_bond_count</kind>
    <value>4</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>acceptor_count</kind>
    <value>7</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>donor_count</kind>
    <value>2</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>physiological_charge</kind>
    <value>-1</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formal_charge</kind>
    <value>0</value>
    <source>ChemAxon</source>
  </property>
  <pathways>
  </pathways>
  <spectra>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>21330</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>164891</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>57978</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>57979</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>57980</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>113805</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>113806</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>113807</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>374670</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>435574</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>435575</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>435576</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>435577</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>435578</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>435579</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>435580</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>435581</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>435582</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>435583</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>435584</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>435585</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>435586</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>435587</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>440612</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>440727</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>440728</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>440729</spectrum_id>
    </spectrum>
  </spectra>
  <hmdb_id>HMDB15621</hmdb_id>
  <pubchem_compound_id/>
  <chemspider_id/>
  <kegg_id/>
  <chebi_id>32161</chebi_id>
  <biocyc_id/>
  <het_id/>
  <wikipidia/>
  <vmh_id/>
  <fbonto_id/>
  <foodb_id/>
  <general_references>
  </general_references>
  <foods>
  </foods>
  <flavors>
  </flavors>
  <enzymes>
  </enzymes>
  <health_effects>
  </health_effects>
</compound>
