<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <id type="integer">3841</id>
  <title>T3D3943</title>
  <common-name>2,5-Pyridinedicarboxylic acid, dipropyl ester</common-name>
  <description>2,5-Pyridinedicarboxylic acid, dipropyl ester is also known as Repellent MGK 326. It was initially registered by the USDA in 1957 as an insect repellent for livestock.  MGK Repellent 326 works to broaden the spectrum of repellency of insect repellents, such as DEET (N,N-diethyl-m-toluamide) or pyrethrins, to repel flies, gnats, and other flying and biting insects. It functions as an insect attractant, an insect repellent and chemosterilant.  It is still widely used as an insect repellent.</description>
  <cas>136-45-8</cas>
  <pubchem-id>8693</pubchem-id>
  <chemical-formula>C13H17NO4</chemical-formula>
  <weight nil="true"/>
  <appearance></appearance>
  <melting-point></melting-point>
  <boiling-point>278 °C </boiling-point>
  <density nil="true"/>
  <solubility></solubility>
  <specific-gravity nil="true"/>
  <flash-point nil="true"/>
  <vapour-pressure nil="true"/>
  <route-of-exposure>Dermal</route-of-exposure>
  <target nil="true"/>
  <mechanism-of-toxicity>Not known.</mechanism-of-toxicity>
  <metabolism>Rapidly hydrolyzed to 2,5-pyridinedicarboxylic acid.
</metabolism>
  <toxicity>LD50: 5230 mg/kg (Oral, Rat)
LD50 9500 mg/kg (Dermal, Rat)
</toxicity>
  <lethaldose></lethaldose>
  <carcinogenicity>Not listed by IARC. The EPA classifies it as a Tentative Class B Carcinogen.</carcinogenicity>
  <use-source>Insect repellent, found in many commercial insect repellents and mosquito sprays.
</use-source>
  <min-risk-level></min-risk-level>
  <health-effects>May cause respiratory tract irritation and skin irritation. May also cause eye irritation.  Harmful if swallowed.  Rats tolerated MGK-326 in the diet for two years up to 100 mg/kg/day. MGK-326 increased the incidence of liver tumors (males and females) in the 100 mg/kg/day group. The tumor rates in both sexes in the 65 and 250 mg/kg/day groups were comparable to those of the control group. The insect repellent produced increases in the incidence of benign interstitial cell tumors in the testis and benign uterine tumors. Group mean body weights were significantly decreased for males and females at the 1000 mg/kg/day dosage level when compared to the controls. There was no observed teratogenicity.</health-effects>
  <symptoms></symptoms>
  <treatment>EYES: Hold eye open and rinse slowly and gently with water for 15-20 minutes. Remove contact lenses, if present, after the first 5 minutes, then continue rinsing eye. Call a poison control center or doctor for treatment advice.
SKIN: Take off contaminated clothing. Rinse skin immediately with plenty of water for 15-20 minutes. Call a poison control center or doctor for treatment advice.
INHALATION: Move person to fresh air. If person is not breathing, call 911 or an ambulance, then give artificial respiration, preferably by mouth-to-mouth if possible. Call a poison control center or doctor for further treatment advice.
INGESTION: Call a poison control center or doctor immediately for treatment advice. Have person sip a glass of water if able to swallow. Do not induce vomiting unless told to do so by a physicican or poison control centre.</treatment>
  <created-at type="dateTime">2013-04-25T07:28:09Z</created-at>
  <updated-at type="dateTime">2026-03-27T00:29:33Z</updated-at>
  <interacting-proteins nil="true"/>
  <wikipedia></wikipedia>
  <uniprot-id></uniprot-id>
  <kegg-compound-id></kegg-compound-id>
  <omim-id></omim-id>
  <chebi-id></chebi-id>
  <biocyc-id></biocyc-id>
  <ctd-id></ctd-id>
  <stitch-id></stitch-id>
  <drugbank-id></drugbank-id>
  <pdb-id></pdb-id>
  <actor-id></actor-id>
  <organism nil="true"/>
  <export type="boolean">true</export>
  <metabolizing-proteins nil="true"/>
  <transporting-proteins nil="true"/>
  <moldb-smiles>CCCOC(=O)C1=CC=C(N=C1)C(=O)OCCC</moldb-smiles>
  <moldb-formula>C13H17NO4</moldb-formula>
  <moldb-inchi>InChI=1S/C13H17NO4/c1-3-7-17-12(15)10-5-6-11(14-9-10)13(16)18-8-4-2/h5-6,9H,3-4,7-8H2,1-2H3</moldb-inchi>
  <moldb-inchikey>IITCWRFYJWUUPC-UHFFFAOYSA-N</moldb-inchikey>
  <moldb-average-mass type="decimal">251.2784</moldb-average-mass>
  <moldb-mono-mass type="decimal">251.115758037</moldb-mono-mass>
  <origin>Exogenous</origin>
  <state>Liquid</state>
  <logp></logp>
  <hmdb-id></hmdb-id>
  <chembl-id>CHEMBL1899338</chembl-id>
  <chemspider-id>8369</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>CHEM002747</chemdb-id>
  <dsstox-id>DTXSID8032544</dsstox-id>
  <toxcast-id nil="true"/>
  <stoff-ident-origin nil="true"/>
  <stoff-ident-id nil="true"/>
  <susdat-id nil="true"/>
  <iupac>2,5-dipropyl pyridine-2,5-dicarboxylate</iupac>
</compound>
