<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">894</id>
  <title>T3D0890</title>
  <common-name>Pendimethalin</common-name>
  <description>Pendimethalin is a preemergent herbicide used to prevent crabgrass from germinating. Pendimethalin was included in a biocide ban proposed by the Swedish Chemicals Agency and approved by the European Parliament in January 13, 2009 (L800).</description>
  <cas>40487-42-1</cas>
  <pubchem-id>38479</pubchem-id>
  <chemical-formula>C13H19N3O4</chemical-formula>
  <weight>281.137560</weight>
  <appearance>Orange-yellow crystals (T71).</appearance>
  <melting-point>56°C</melting-point>
  <boiling-point></boiling-point>
  <density></density>
  <solubility>0.0003 mg/mL at 20°C [TOMLIN,C (1997)]</solubility>
  <specific-gravity></specific-gravity>
  <flash-point></flash-point>
  <vapour-pressure></vapour-pressure>
  <route-of-exposure>Inhalation (L741)  ; oral (L741) ; dermal (L741).</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Inhibits cell division and cell elongation (L800). </mechanism-of-toxicity>
  <metabolism>Pendimethalin which does become absorbed into the bloodstream from the gastrointestinal tract is rapidly metabolized in the kidneys and liver and is then excreted in the urine. The major metabolic routes of pendimethalin involved hydroxylation of the 4-methyl and the N-1-ethyl group, oxidation of these alkyl groups to carboxylic acids, nitro reduction, cyclization, and conjugation based on the identification of the 12 metabolites in urine and tissues. Products of cyclization reactions giving rise to methylbenzimidazole carboxylic acids were unique to liver and kidney (A624, L1133).</metabolism>
  <toxicity>LD50: &gt;5000 mg/kg (Oral, Rat) (L1133)
LD50: &gt;5000 mg/kg (Dermal, Rabbit) (L1133)</toxicity>
  <lethaldose nil="true"/>
  <carcinogenicity>No indication of carcinogenicity to humans (not listed by IARC).</carcinogenicity>
  <use-source>Pendimethalin is a selective herbicide used to control most annual grasses and certain broadleaf weeds in field corn, potatoes, rice, cotton, soybeans, tobacco, peanuts and sunflowers. It is used both preemergence, that is before weed seeds have sprouted, and early postemergence (A183).</use-source>
  <min-risk-level nil="true"/>
  <health-effects>Poisoning can produce an allergic hypersensitivity dermatitis or asthma with bronchospasm and wheezing with chronic exposure. Moreover, abnormalities of the hematopoietic system, liver, and kidneys may follow (T36).</health-effects>
  <symptoms>Symptoms include  headache, dizziness, weakness, and nausea. Irritation of the eyes, skin, and respiratory tract, burns of the esophagus or gastrointestinal tract may follow, depending on the route of exposure (T36). 
</symptoms>
  <treatment>In case of oral exposure, administer charcoal as a slurry. Consider gastric lavage after ingestion of a potentially life-threatening amount of poison if it can be performed soon after ingestion (generally within 1 hour). Protect airway by placement in Trendelenburg and left lateral decubitus position or by endotracheal intubation. Control any seizures first. In case of inhalation, move patient to fresh air, monitor for respiratory distress. If the exposure occurred via eye contact, irrigate exposed eyes with copious amounts of room temperature water for at least 15 minutes. Remove contaminated clothing and wash exposed area thoroughly with soap and water if the exposure occurred via dermal contact. (T36)</treatment>
  <created-at type="dateTime">2009-06-17T21:02:15Z</created-at>
  <updated-at type="dateTime">2026-03-26T18:34:50Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia nil="true"/>
  <uniprot-id nil="true"/>
  <kegg-compound-id>C11019</kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id></chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id>C030856</ctd-id>
  <stitch-id>Pendimethalin</stitch-id>
  <drugbank-id nil="true"/>
  <pdb-id nil="true"/>
  <actor-id>6504</actor-id>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>CCC(CC)NC1=C(C=C(C)C(C)=C1[N+]([O-])=O)[N+]([O-])=O</moldb-smiles>
  <moldb-formula>C13H19N3O4</moldb-formula>
  <moldb-inchi>InChI=1S/C13H19N3O4/c1-5-10(6-2)14-12-11(15(17)18)7-8(3)9(4)13(12)16(19)20/h7,10,14H,5-6H2,1-4H3</moldb-inchi>
  <moldb-inchikey>CHIFOSRWCNZCFN-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">281.3077</moldb-average-mass>
  <moldb-mono-mass type="decimal">281.137556111</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Solid</state>
  <logp nil="true"/>
  <hmdb-id nil="true"/>
  <chembl-id>CHEMBL1256630</chembl-id>
  <chemspider-id>35265</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>CHEM000756</chemdb-id>
  <dsstox-id>DTXSID7024245</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id>NS00000529</susdat-id>
  <iupac>3,4-dimethyl-2,6-dinitro-N-(pentan-3-yl)aniline</iupac>
</compound>
