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<compound>
  <id type="integer">3957</id>
  <title>T3D3902</title>
  <common-name>Primisulfuron-methyl</common-name>
  <description>Primisulfuron-methyl is an exogenous organic compound with the formula C15H12F4N4O7S and an average molecular weight of 468.34 g/mol. At room temperature, this substance exists as a solid. Primisulfuron-methyl belongs to the sulfonylureas, a subclass of organonitrogen compounds within the organic compounds.

This compound is used as a selective postemergence systemic herbicide on crop and non-crop areas to control grass weeds and various broad-leaved weeds. It is rapidly absorbed by plants and transported through the foliage and roots. Its mechanism of action involves inhibiting photosynthesis and blocking cell growth in the active growing regions of the plant.

Primisulfuron-methyl has been recorded as being released from or found in building and construction floors. Regarding its biological activity, there are six recorded protein targets for the compound, including Cytochrome P450 1A2 (CYP1A2), Cytochrome P450 2B6 (CYP2B6), C-C motif chemokine 2 (CCL2), and C-X-C motif chemokine 10 (CXCL10), along with two other proteins.</description>
  <cas>86209-51-0</cas>
  <pubchem-id>101525</pubchem-id>
  <chemical-formula>C15H12F4N4O7S</chemical-formula>
  <weight>468.3</weight>
  <appearance>White powder.</appearance>
  <melting-point nil="true"/>
  <boiling-point nil="true"/>
  <density nil="true"/>
  <solubility nil="true"/>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure nil="true"/>
  <target nil="true"/>
  <mechanism-of-toxicity nil="true"/>
  <metabolism nil="true"/>
  <toxicity nil="true"/>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>This is a man-made compound that is used as a pesticide.</use-source>
  <min-risk-level nil="true"/>
  <health-effects nil="true"/>
  <symptoms nil="true"/>
  <treatment nil="true"/>
  <created-at type="dateTime">2013-04-25T07:56:53Z</created-at>
  <updated-at type="dateTime">2026-08-19T09:13:12Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia nil="true"/>
  <uniprot-id nil="true"/>
  <kegg-compound-id nil="true"/>
  <omim-id nil="true"/>
  <chebi-id nil="true"/>
  <biocyc-id nil="true"/>
  <ctd-id nil="true"/>
  <stitch-id nil="true"/>
  <drugbank-id nil="true"/>
  <pdb-id nil="true"/>
  <actor-id nil="true"/>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>COC(=O)C1=C(C=CC=C1)S(=O)(=O)NC(=O)NC1=NC(OC(F)F)=CC(OC(F)F)=N1</moldb-smiles>
  <moldb-formula>C15H12F4N4O7S</moldb-formula>
  <moldb-inchi>InChI=1S/C15H12F4N4O7S/c1-28-11(24)7-4-2-3-5-8(7)31(26,27)23-15(25)22-14-20-9(29-12(16)17)6-10(21-14)30-13(18)19/h2-6,12-13H,1H3,(H2,20,21,22,23,25)</moldb-inchi>
  <moldb-inchikey>ZTYVMAQSHCZXLF-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">468.337</moldb-average-mass>
  <moldb-mono-mass type="decimal">468.036282268</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp>3.6</logp>
  <hmdb-id nil="true"/>
  <chembl-id>CHEMBL1875740</chembl-id>
  <chemspider-id>91738</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"/>
  <chemdb-id>CHEM002863</chemdb-id>
  <dsstox-id>DTXSID8032463</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00009471</susdat-id>
  <iupac>methyl 2-[[4,6-bis(difluoromethoxy)pyrimidin-2-yl]carbamoylsulfamoyl]benzoate</iupac>
  <moldb-polar-surface-area>145.81</moldb-polar-surface-area>
  <moldb-refractivity>95.12040000000002</moldb-refractivity>
  <moldb-polarizability>38.156276074915446</moldb-polarizability>
  <moldb-rotatable-bond-count>8</moldb-rotatable-bond-count>
  <moldb-acceptor-count>8</moldb-acceptor-count>
  <moldb-donor-count>2</moldb-donor-count>
  <moldb-pka-strongest-acidic>3.456544481717573</moldb-pka-strongest-acidic>
  <moldb-pka-strongest-basic>0.3915788369888521</moldb-pka-strongest-basic>
  <moldb-physiological-charge>-1</moldb-physiological-charge>
  <moldb-number-of-rings>2</moldb-number-of-rings>
  <moldb-alogps-logp>2.50</moldb-alogps-logp>
  <moldb-alogps-logs>-3.97</moldb-alogps-logs>
  <moldb-alogps-solubility>4.96e-02 g/l</moldb-alogps-solubility>
  <kingdom>Organic compounds</kingdom>
  <superklass>Organic nitrogen compounds</superklass>
  <klass>Organonitrogen compounds</klass>
  <subklass>Sulfonylureas</subklass>
  <paper-count type="integer">9</paper-count>
  <sync-id>CED0025816</sync-id>
  <structure-inchikey>ZTYVMAQSHCZXLF-UHFFFAOYSA-N</structure-inchikey>
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  <structure-indexed-at type="dateTime">2026-09-19T04:01:00Z</structure-indexed-at>
</compound>
