<?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>FDB010660</accession>
  <name>Sulfadimidine</name>
  <description>Widely-used, short acting sulfonamide. Potential food contaminant in animal products arising from its veterinary use

Sulfadimidine or sulfamethazine, is a sulfonamide antibacterial.</description>
  <synonyms>
    <synonym>(p-Aminobenzolsulfonyl)-2-amino-4,6-dimethylpyrimidin</synonym>
    <synonym>(P-Aminobenzolsulphonyl)-2-amino-4,6-dimethylpyrimidin</synonym>
    <synonym>[(4-Aminophenyl)sulfonyl](4,6-dimethylpyrimidin-2-yl)amine</synonym>
    <synonym>2-(4-Aminobenzenesulfonamido)-4,6-dimethylpyrimidine</synonym>
    <synonym>2-(4-Aminobenzenesulphonamido)-4,6-dimethylpyrimidine</synonym>
    <synonym>2-(p-Aminobenzenesulfonamido)-4, 6-dimethylpyrimidine</synonym>
    <synonym>2-(p-Aminobenzenesulfonamido)-4,6-dimethylpyrimidine</synonym>
    <synonym>2-(P-Aminobenzenesulphonamido)-4,6-dimethylpyrimidine</synonym>
    <synonym>2-Sulfanilamido-4,6-dimethylpyrimidine</synonym>
    <synonym>2-Sulphanilamido-4,6-dimethylpyrimidine</synonym>
    <synonym>4-Amino-N- [4,6-dimethyl-2-pyrimidinyl]- benzenesulfonamide</synonym>
    <synonym>4-Amino-N-(2,6-dimethyl-4-pyrimidinyl)benzenesulfonamide</synonym>
    <synonym>4-amino-N-(2,6-Dimethyl-4-pyrimidinyl)benzenesulphonamide</synonym>
    <synonym>4-Amino-N-(4,6-dimethyl-2-pyrimidinyl)benzenesulfonamide</synonym>
    <synonym>4-Amino-N-(4,6-dimethyl-2-pyrimidinyl)benzenesulfonamide, 9CI</synonym>
    <synonym>4-amino-N-(4,6-Dimethyl-pyrimidin-2-yl)-benzenesulfonamide</synonym>
    <synonym>4-amino-N-(4,6-Dimethyl-pyrimidin-2-yl)-benzenesulphonamide</synonym>
    <synonym>4-amino-N-(4,6-dimethylpyrimidin-2-yl)benzenesulfonamide</synonym>
    <synonym>4-amino-N-(4,6-Dimethylpyrimidin-2-yl)benzenesulphonamide</synonym>
    <synonym>4, 6-Dimethyl-2-sulfanilamidopyrimidine</synonym>
    <synonym>4,6-Dimethyl-2-sulfanilamidopyrimidine</synonym>
    <synonym>4,6-Dimethyl-2-sulphanilamidopyrimidine</synonym>
    <synonym>4,6-Dimethylsulfadiazine</synonym>
    <synonym>57-68-1 (NEUTRAL)</synonym>
    <synonym>6-(4'-Aminobenzol-sulfonamido)-2,4-dimethylpyrimidin</synonym>
    <synonym>6-(4'-Aminobenzol-sulphonamido)-2,4-dimethylpyrimidin</synonym>
    <synonym>Azolmetazin</synonym>
    <synonym>Benzenesulfonamide, 4-amino-N-(2,6-dimethyl-4-pyrimidinyl)-</synonym>
    <synonym>Benzenesulfonamide, 4-amino-N-(4,6-dimethyl-2-pyrimidinyl)-</synonym>
    <synonym>Cremomethazine</synonym>
    <synonym>Diazil</synonym>
    <synonym>Diazil (the sulfanilamide)</synonym>
    <synonym>Diazilsulfadine</synonym>
    <synonym>Dimezathine</synonym>
    <synonym>Dimidim-r</synonym>
    <synonym>Dimidin-r</synonym>
    <synonym>Hava-span</synonym>
    <synonym>Intradine</synonym>
    <synonym>Kelametazine</synonym>
    <synonym>Mefenal</synonym>
    <synonym>Mermeth</synonym>
    <synonym>Metazin</synonym>
    <synonym>N-(4, 6-Dimethyl-2-pyrimidyl)sulfanilamide</synonym>
    <synonym>N-(4,6-Dimethyl-2-pyrimidinyl)-4-nitrobenzenesulfonamide</synonym>
    <synonym>N-(4,6-Dimethyl-2-pyrimidyl)sulfanilamide</synonym>
    <synonym>N-(4,6-Dimethyl-2-pyrimidyl)sulphanilamide</synonym>
    <synonym>N'-(4,6-Dimethyl-2-pyrimidinyl)sulfanilamide, 8CI</synonym>
    <synonym>N(1)-(4,6-Dimethyl-2-pyrimidinyl)sulfanilamide</synonym>
    <synonym>N(1)-(4,6-Dimethyl-2-pyrimidinyl)sulphanilamide</synonym>
    <synonym>N(1)-(4,6-Dimethyl-2-pyrimidyl)sulfanilamide</synonym>
    <synonym>N(1)-(4,6-Dimethyl-2-pyrimidyl)sulphanilamide</synonym>
    <synonym>N(sup 1)-(4,6-Dimethyl-2-pyrimidinyl)sulfanilamide</synonym>
    <synonym>N(sup 1)-(4,6-Dimethyl-2-pyrimidyl)sulfanilamide</synonym>
    <synonym>n(sup1)-(2,6-Dimethylpyrimid-4-yl)sulfanilamide</synonym>
    <synonym>n(sup1)-(4, 6-Dimethyl-2-pyrimidinyl)sulfanilamide</synonym>
    <synonym>n(sup1)-(4, 6-Dimethyl-2-pyrimidyl)sulfanilamide</synonym>
    <synonym>N(Sup1)-(4,6-Dimethyl-2-pyrimidinyl)sulfanilamide</synonym>
    <synonym>N(Sup1)-(4,6-Dimethyl-2-pyrimidyl)sulfanilamide</synonym>
    <synonym>N1-(4,6-Dimethyl-2-pyrimidinyl)sulfanilamide</synonym>
    <synonym>N1-(4,6-Dimethyl-2-pyrimidyl)sulfanilamide</synonym>
    <synonym>Neasina</synonym>
    <synonym>Neazina</synonym>
    <synonym>Pirmazin</synonym>
    <synonym>Primazin</synonym>
    <synonym>S-dimidine</synonym>
    <synonym>S-mez</synonym>
    <synonym>Sa III</synonym>
    <synonym>SMZ</synonym>
    <synonym>Solfadimidina</synonym>
    <synonym>Solfadimidina [dcit]</synonym>
    <synonym>Spanbolet</synonym>
    <synonym>Sulfa-isodimerazine</synonym>
    <synonym>Sulfadimerazine</synonym>
    <synonym>Sulfadimesin</synonym>
    <synonym>Sulfadimesine</synonym>
    <synonym>Sulfadimethyldiazine</synonym>
    <synonym>Sulfadimethylpyrimidine</synonym>
    <synonym>Sulfadimetine</synonym>
    <synonym>Sulfadimezin</synonym>
    <synonym>Sulfadimezine</synonym>
    <synonym>Sulfadimezinum</synonym>
    <synonym>Sulfadimidin</synonym>
    <synonym>Sulfadimidina</synonym>
    <synonym>Sulfadimidine (inn)</synonym>
    <synonym>Sulfadimidine [inn:ban]</synonym>
    <synonym>Sulfadimidinum</synonym>
    <synonym>Sulfadine</synonym>
    <synonym>Sulfaisodimidine</synonym>
    <synonym>Sulfametazina</synonym>
    <synonym>Sulfametazyny</synonym>
    <synonym>Sulfamethazine</synonym>
    <synonym>Sulfamethazine (usp)</synonym>
    <synonym>Sulfamethiazine</synonym>
    <synonym>Sulfamethin</synonym>
    <synonym>Sulfamexathine</synonym>
    <synonym>Sulfamezathine</synonym>
    <synonym>Sulfamezathine (TN)</synonym>
    <synonym>Sulfamidine</synonym>
    <synonym>Sulfanilamide, N(1)-(4,6-dimethyl-2-pyrimidinyl)-</synonym>
    <synonym>Sulfanilamide, N(sup 1)-(4,6-dimethyl-2-pyrimidinyl)-</synonym>
    <synonym>Sulfanilamide, n(sup1)-(2, 6-dimethyl-4-pyrimidinyl)-</synonym>
    <synonym>Sulfanilamide, n(sup1)-(2,6-dimethyl-4-pyrimidinyl)-</synonym>
    <synonym>Sulfanilamide, n(sup1)-(4, 6-dimethyl-2-pyrimidinyl)-</synonym>
    <synonym>Sulfanilamide, N(sup1)-(4,6-dimethyl-2-pyrimidinyl)-</synonym>
    <synonym>Sulfanilamide, N1-(4, 6-dimethyl-2-pyrimidinyl)-</synonym>
    <synonym>Sulfanilamide, N1-(4,6-dimethyl-2-pyrimidinyl)-</synonym>
    <synonym>Sulfasure SR bolus</synonym>
    <synonym>Sulfatech SR bolus</synonym>
    <synonym>Sulfisomidin</synonym>
    <synonym>Sulfisomidine</synonym>
    <synonym>Sulfodimesin</synonym>
    <synonym>Sulfodimezine</synonym>
    <synonym>Sulka k boluses</synonym>
    <synonym>Sulka s boluses</synonym>
    <synonym>Sulmet</synonym>
    <synonym>Sulphadimethyldiazine</synonym>
    <synonym>Sulphadimethylpyrimidine</synonym>
    <synonym>Sulphadimidina</synonym>
    <synonym>Sulphadimidine</synonym>
    <synonym>Sulphadimidine, BAN</synonym>
    <synonym>Sulphadimidinum</synonym>
    <synonym>Sulphametazina</synonym>
    <synonym>Sulphametazyny</synonym>
    <synonym>Sulphamethasine</synonym>
    <synonym>Sulphamethazine</synonym>
    <synonym>Sulphamezathine</synonym>
    <synonym>Sulphamidine</synonym>
    <synonym>Sulphix</synonym>
    <synonym>Sulphodimezine</synonym>
    <synonym>Superseptil</synonym>
    <synonym>Superseptyl</synonym>
    <synonym>Triple sulfa</synonym>
    <synonym>Vertolan</synonym>
    <synonym>Zineb</synonym>
    <synonym>Zineb 80</synonym>
    <synonym>Zinosan n</synonym>
  </synonyms>
  <chemical_formula>C12H14N4O2S</chemical_formula>
  <average_molecular_weight>278.33</average_molecular_weight>
  <monisotopic_moleculate_weight>278.083746402</monisotopic_moleculate_weight>
  <iupac_name>4-amino-N-(4,6-dimethylpyrimidin-2-yl)benzene-1-sulfonamide</iupac_name>
  <traditional_iupac>sulfamethazine</traditional_iupac>
  <cas_registry_number>57-68-1</cas_registry_number>
  <smiles>CC1=CC(C)=NC(NS(=O)(=O)C2=CC=C(N)C=C2)=N1</smiles>
  <inchi>InChI=1S/C12H14N4O2S/c1-8-7-9(2)15-12(14-8)16-19(17,18)11-5-3-10(13)4-6-11/h3-7H,13H2,1-2H3,(H,14,15,16)</inchi>
  <inchikey>ASWVTGNCAZCNNR-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>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>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>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>Heteroaromatic compound</substituent>
      <substituent>Hydrocarbon derivative</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>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>pyrimidines</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>0.43</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-3.08</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>2.30e-01 g/l</value>
      <source>ALOGPS</source>
    </property>
  </predicted_properties>
  <experimental_properties>
    <property>
      <kind>melting_point</kind>
      <value>Mp 176° (197.8-198.8°)</value>
    </property>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>0.65</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_acidic</kind>
    <value>6.99</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_basic</kind>
    <value>2.04</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>4-amino-N-(4,6-dimethylpyrimidin-2-yl)benzene-1-sulfonamide</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>278.33</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>278.083746402</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>CC1=CC(C)=NC(NS(=O)(=O)C2=CC=C(N)C=C2)=N1</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>C12H14N4O2S</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/C12H14N4O2S/c1-8-7-9(2)15-12(14-8)16-19(17,18)11-5-3-10(13)4-6-11/h3-7H,13H2,1-2H3,(H,14,15,16)</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>ASWVTGNCAZCNNR-UHFFFAOYSA-N</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polar_surface_area</kind>
    <value>97.97</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>refractivity</kind>
    <value>73.38</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>28.8</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>rotatable_bond_count</kind>
    <value>2</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>acceptor_count</kind>
    <value>5</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>22111</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>152913</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>57933</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>57934</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>57935</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>113745</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>113746</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>113747</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>440721</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>440722</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>440723</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>440724</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>440725</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>440726</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>441629</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>441630</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>441631</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>441632</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>441633</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>441634</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>441635</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>441636</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>441637</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>441638</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>441639</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>441640</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>441641</spectrum_id>
    </spectrum>
  </spectra>
  <hmdb_id>HMDB15522</hmdb_id>
  <pubchem_compound_id/>
  <chemspider_id/>
  <kegg_id/>
  <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>
