2556. Coumachlor

Nomenclature

CAS number: 81-82-3
3-[1-(4-Chlorophenyl)-3-oxobutyl]-4-hydroxy-2H-1-benzopyran-2-one; 3-(α-acetonyl-p-chlorobenzyl)-4-hydroxycoumarin; 3-(α-p-chlorophenyl-β-acetylethyl)-4-hydroxycoumarin; G-21133.
C19H15ClO4; mol wt 342.77.
C 66.58%, H 4.41%, Cl 10.34%, O 18.67%.

Description and references

Structural analog of warfarin. Prepn: F. Litvan, W. Stoll, US 2648682 (1953 to J. R. Geigy). Anticoagulant activity: M. Reiff, R. Weismann, Acta Trop. 8, 97 (1951), C.A. 50, 10976d (1956). Review of comparative toxicology: H. Wanntorp, Acta Pharmacol. Toxicol. 16, Suppl. 2, 123 pp (1959).

Chemical structure

Properties

Crystals, mp 169-171°. Sol in alc, acetone, chloroform. Slightly sol in benzene, ether. Practically insol in water. MLD in dog, swine (mg/kg): <5, <5 orally (Wanntorp).

Caution

Similar to warfarin, with delayed actions on prothrombin level and blood clotting, resulting in death by hemorrhage. See Clinical Toxicology of Commercial Products, R.E. Gosselin et al., Eds. (Williams & Wilkins, Baltimore, 5th ed., 1984) Section II, pp 348.

Use

Rodenticide.