<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2010-04-08 22:09:22 UTC</creation_date>
  <update_date>2025-11-18 23:23:08 UTC</update_date>
  <accession>FDB010928</accession>
  <name>Diazinon</name>
  <description>Nonsystemic insecticide for rice and fruit trees. Cholinesterase inhibitor. It is used against animal ectoparasites.</description>
  <synonyms>
    <synonym>Agridin 60</synonym>
    <synonym>Alfa-tox</synonym>
    <synonym>Antigal</synonym>
    <synonym>Antlak</synonym>
    <synonym>Bassadinon</synonym>
    <synonym>Basudin</synonym>
    <synonym>Bazuden</synonym>
    <synonym>Bazudin</synonym>
    <synonym>Bazudine</synonym>
    <synonym>Ciazinon</synonym>
    <synonym>Compass</synonym>
    <synonym>Dacutox</synonym>
    <synonym>Dassitox</synonym>
    <synonym>Dazzel</synonym>
    <synonym>Delzinon</synonym>
    <synonym>Diagran</synonym>
    <synonym>Dianon</synonym>
    <synonym>Diazide</synonym>
    <synonym>Diazinon</synonym>
    <synonym>Diazinone</synonym>
    <synonym>Diazitol</synonym>
    <synonym>Diazol</synonym>
    <synonym>Dicid</synonym>
    <synonym>Diethyl 2-isopropyl-4-methyl-6-pyrimidyl thionoate</synonym>
    <synonym>Diethyl 2-isopropyl-4-methyl-6-pyrimidyl thionophosphate</synonym>
    <synonym>Diethyl dimpylatum</synonym>
    <synonym>Dimpylate</synonym>
    <synonym>Dimpylate, INN</synonym>
    <synonym>Dimpylic acid</synonym>
    <synonym>Dipofene</synonym>
    <synonym>Disonex</synonym>
    <synonym>Dizictol</synonym>
    <synonym>Diziktol</synonym>
    <synonym>Dizinil</synonym>
    <synonym>Dizinon</synonym>
    <synonym>Drawizon</synonym>
    <synonym>Dyzol</synonym>
    <synonym>Ektoband</synonym>
    <synonym>Exodin</synonym>
    <synonym>Fezudin</synonym>
    <synonym>Flytrol</synonym>
    <synonym>Galesan</synonym>
    <synonym>Gardentox</synonym>
    <synonym>Isopropylmethylpyrimidyl diethyl thioate</synonym>
    <synonym>Isopropylmethylpyrimidyl diethyl thiophosphate</synonym>
    <synonym>Kayazinon</synonym>
    <synonym>Kayazol</synonym>
    <synonym>Knox-out</synonym>
    <synonym>Meodinon</synonym>
    <synonym>Nedcidol</synonym>
    <synonym>Neocidol</synonym>
    <synonym>Neodinon</synonym>
    <synonym>Neotsidol</synonym>
    <synonym>Nipsan</synonym>
    <synonym>Nucidol</synonym>
    <synonym>O,O-Diethyl 2-isopropyl-4-methylpyrimidyl-6-thioate</synonym>
    <synonym>O,O-Diethyl 2-isopropyl-4-methylpyrimidyl-6-thioic acid</synonym>
    <synonym>O,O-Diethyl 2-isopropyl-4-methylpyrimidyl-6-thiophosphate</synonym>
    <synonym>O,O-Diethyl O-(2-isopropyl-4-methyl-6-pyrimidyl) thionoate</synonym>
    <synonym>O,O-Diethyl O-(2-isopropyl-4-methyl-6-pyrimidyl) thionoic acid</synonym>
    <synonym>O,O-Diethyl O-(2-isopropyl-6-methyl-4-pyrimidinyl) orothioate</synonym>
    <synonym>O,O-Diethyl O-(2-isopropyl-6-methyl-4-pyrimidinyl) orothioic acid</synonym>
    <synonym>O,O-Diethyl O-[6-methyl-2-(1-methylethyl)pyrimidin-4-yl] thioate</synonym>
    <synonym>O,O-Diethyl O-[6-methyl-2-(1-methylethyl)pyrimidin-4-yl] thioic acid</synonym>
    <synonym>Oleodiazinon</synonym>
    <synonym>Optimizer</synonym>
    <synonym>Orothioate, O,O-diethyl O-(6-methyl-2-(1-methylethyl)-4-pyrimidinyl) ester</synonym>
    <synonym>Orothioic acid, O,O-diethyl O-(6-methyl-2-(1-methylethyl)-4-pyrimidinyl) ester</synonym>
    <synonym>Root guard</synonym>
    <synonym>Sarolex</synonym>
    <synonym>Spectracide</synonym>
    <synonym>Spertacide</synonym>
    <synonym>Srolex</synonym>
    <synonym>Terminator</synonym>
  </synonyms>
  <chemical_formula>C12H21N2O3PS</chemical_formula>
  <average_molecular_weight>304.346</average_molecular_weight>
  <monisotopic_moleculate_weight>304.10104975</monisotopic_moleculate_weight>
  <iupac_name>O,O-diethyl O-6-methyl-2-(propan-2-yl)pyrimidin-4-yl phosphorothioate</iupac_name>
  <traditional_iupac>diazinon</traditional_iupac>
  <cas_registry_number>333-41-5</cas_registry_number>
  <smiles>CCOP(=S)(OCC)OC1=NC(=NC(C)=C1)C(C)C</smiles>
  <inchi>InChI=1S/C12H21N2O3PS/c1-6-15-18(19,16-7-2)17-11-8-10(5)13-12(14-11)9(3)4/h8-9H,6-7H2,1-5H3</inchi>
  <inchikey>FHIVAFMUCKRCQO-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <description> belongs to the class of organic compounds known as pyrimidinyl phosphorothioates. These are organic compounds containing the thiophosphoric acid functional group or a derivative thereof, with the general structure ROP(OR')(OR'')=S, where R= pyrimidine, R' = organyl group , and R\" = any atom.</description>
    <direct_parent>Pyrimidinyl phosphorothioates</direct_parent>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organic acids and derivatives</super_class>
    <class>Organic thiophosphoric acids and derivatives</class>
    <sub_class>Thiophosphoric acid esters</sub_class>
    <molecular_framework>Aromatic heteromonocyclic compounds</molecular_framework>
    <alternative_parents>
      <alternative_parent>Azacyclic compounds</alternative_parent>
      <alternative_parent>Heteroaromatic compounds</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>Organonitrogen compounds</alternative_parent>
      <alternative_parent>Organooxygen compounds</alternative_parent>
      <alternative_parent>Organopnictogen compounds</alternative_parent>
      <alternative_parent>Pyrimidines and pyrimidine derivatives</alternative_parent>
      <alternative_parent>Thiophosphate triesters</alternative_parent>
    </alternative_parents>
    <substituents>
      <substituent>Aromatic heteromonocyclic compound</substituent>
      <substituent>Azacycle</substituent>
      <substituent>Heteroaromatic compound</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Organic nitrogen compound</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organoheterocyclic compound</substituent>
      <substituent>Organonitrogen compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>Organopnictogen compound</substituent>
      <substituent>Pyrimidine</substituent>
      <substituent>Pyrimidinyl phosphorothioate</substituent>
      <substituent>Thiophosphate triester</substituent>
    </substituents>
    <external_descriptors>
      <external_descriptor>Organophosphorus insecticides</external_descriptor>
      <external_descriptor>a small molecule</external_descriptor>
      <external_descriptor>organic thiophosphate</external_descriptor>
      <external_descriptor>pyrimidines</external_descriptor>
    </external_descriptors>
  </taxonomy>
  <state/>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>4.45</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-3.94</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>3.49e-02 g/l</value>
      <source>ALOGPS</source>
    </property>
  </predicted_properties>
  <experimental_properties>
    <property>
      <kind>melting_point</kind>
      <value>&lt; 25 oC</value>
    </property>
  </experimental_properties>
  <property>
    <kind>logp</kind>
    <value>4.19</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>pka_strongest_basic</kind>
    <value>4.19</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>iupac</kind>
    <value>O,O-diethyl O-6-methyl-2-(propan-2-yl)pyrimidin-4-yl phosphorothioate</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>average_mass</kind>
    <value>304.346</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>mono_mass</kind>
    <value>304.10104975</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>smiles</kind>
    <value>CCOP(=S)(OCC)OC1=NC(=NC(C)=C1)C(C)C</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>formula</kind>
    <value>C12H21N2O3PS</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchi</kind>
    <value>InChI=1S/C12H21N2O3PS/c1-6-15-18(19,16-7-2)17-11-8-10(5)13-12(14-11)9(3)4/h8-9H,6-7H2,1-5H3</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>inchikey</kind>
    <value>FHIVAFMUCKRCQO-UHFFFAOYSA-N</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polar_surface_area</kind>
    <value>53.47</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>refractivity</kind>
    <value>80.76</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>polarizability</kind>
    <value>31.48</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>rotatable_bond_count</kind>
    <value>7</value>
    <source>ChemAxon</source>
  </property>
  <property>
    <kind>acceptor_count</kind>
    <value>2</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>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>53742</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>53743</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>53744</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>140529</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>140530</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>140531</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>441411</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>441412</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>441413</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>441414</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>441415</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>442017</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>442018</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>442019</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>442020</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>442021</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>442022</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>442023</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>442024</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>442025</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>442026</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>442027</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>442028</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>442029</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::MsMs</type>
      <spectrum_id>442030</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::EiMs</type>
      <spectrum_id>154</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>2345</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::NmrOneD</type>
      <spectrum_id>3458</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>13459</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>29694</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>101279</spectrum_id>
    </spectrum>
    <spectrum>
      <type>Specdb::CMs</type>
      <spectrum_id>160198</spectrum_id>
    </spectrum>
  </spectra>
  <hmdb_id>HMDB32943</hmdb_id>
  <pubchem_compound_id/>
  <chemspider_id/>
  <kegg_id/>
  <chebi_id>34682</chebi_id>
  <biocyc_id/>
  <het_id/>
  <wikipidia/>
  <vmh_id/>
  <fbonto_id/>
  <foodb_id/>
  <general_references>
    <reference>#&lt;Reference:0x000055ce32498ee0&gt;</reference>
    <reference>#&lt;Reference:0x000055ce32498d28&gt;</reference>
    <reference>#&lt;Reference:0x000055ce32498b70&gt;</reference>
  </general_references>
  <foods>
  </foods>
  <flavors>
  </flavors>
  <enzymes>
  </enzymes>
  <health_effects>
  </health_effects>
</compound>
