Coumatetralyl is an anticoagulant of the 4-hydroxycoumarin vitamin K antagonist type used as a rodenticide.[2]

Coumatetralyl
Chemical structure of coumatetralyl
Names
IUPAC name
(RS)-2-Hydroxy-3-(1,2,3,4-tetrahydronaphthalen-1-yl)-4H-chromen-4-one
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.024.931 Edit this at Wikidata
KEGG
UNII
  • InChI=1S/C19H16O3/c20-18-15-9-3-4-11-16(15)22-19(21)17(18)14-10-5-7-12-6-1-2-8-13(12)14/h1-4,6,8-9,11,14,20H,5,7,10H2 checkY
    Key: ULSLJYXHZDTLQK-UHFFFAOYSA-N checkY
  • InChI=1/C19H16O3/c20-18-15-9-3-4-11-16(15)22-19(21)17(18)14-10-5-7-12-6-1-2-8-13(12)14/h1-4,6,8-9,11,14,20H,5,7,10H2
    Key: ULSLJYXHZDTLQK-UHFFFAOYAA
  • OC=1c4ccccc4OC(=O)C=1C3CCCc2ccccc23
Properties
C19H16O3
Molar mass 292.334 g·mol−1
Hazards
GHS labelling:
GHS06: ToxicGHS08: Health hazardGHS09: Environmental hazard[1]
Danger[1]
H300, H311, H330, H360D, H372, H410[1]
P201, P202, P260, P264, P270, P271, P273, P280, P281, P284, P301+P310, P302+P352, P304+P340, P308+P313, P310, P312, P314, P320, P321, P322, P330, P361, P363, P391, P403+P233, P405, P501[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Common applications

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Coumatetralyl is commonly used with grains and other cereals as a rodent poison in conjunction with a tracking powder to monitor feeding activity in a particular area. Tracking powder also clings to fur, which allows more poison to be ingested from grooming. Concentrations of the chemical are usually 500 mg per 1 kg of bait.

 
Rat poison grains

Toxicity to humans

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Symptoms of overexposure relate to failure of the blood clotting mechanism and include bleeding gums and failure of blood clotting after skin wounds. After one exposure the toxicity of coumatetralyl is relatively low; however, if overexposure continues for several days the product becomes more toxic. The product must therefore be constantly present in the bloodstream for more than one to two days in order to be highly toxic. A single exposure, even though relatively large, may not produce toxic symptoms as the compound is quite rapidly metabolized.

Chronic animal studies show no evidence of carcinogenic or teratogenic effects.

Treatment

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Vitamin K1 (phylloquinone) is antidotal.

See also

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References

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  1. ^ a b c d "Coumatetralyl". PubChem. National Center for Biotechnology Information. Retrieved 2021-11-25.
  2. ^ J. Routt Reigart and James R. Roberts, ed. (2013). "Chapter 18: Rodenticides". Recognition and Management of Pesticide Poisonings (PDF) (6th ed.).