4605. Haloxon

Nomenclature

CAS number: 321-55-1
Phosphoric acid bis(2-chloroethyl) 3-chloro-4-methyl-2-oxo-2H-1-benzopyran-7-yl ester; 7-[[bis(2-chloroethoxy)phosphinyl]oxy]-3-chloro-4-methyl-2H-1-benzopyran-2-one; 3-chloro-7-hydroxy-4-methylcoumarin bis(2-chloroethyl) phosphate; O,O-bis(β-chloroethyl) O-(3-chloro-4-methyl-7-coumarinyl) phosphate; 3-chloro-7-hydroxy-4-methyl-2H-1-benzopyran-2-one bis(chloroethyl) phosphate; 3-chloro-4-methylumbelliferone di(2-chloroethyl) phosphate; galoxone; helmirone; 96-H-60; Galloxon; Loxon; Luxon.
C14H14Cl3O6P; mol wt 415.59.
C 40.46%, H 3.40%, Cl 25.59%, O 23.10%, P 7.45%.

Description and references

Organophosphate cholinesterase inhibitor. Prepn: BE 610896 (1962 to Cooper, McDougall & Robertson), C.A. 57, 13729g (1962). Toxicity data: Brown et al., Nature 194, 379 (1962) DOI PubMed. Antiparasitic activity in horses: E. T. Lyons et al., Am. J. Vet. Res. 42, 1043 (1981) PubMed.

Chemical structure

Properties

Crystals from ethanol, mp 91°. LD50 orally in rats: 900 mg/kg (Brown).

Therapeutic Category (Veterinary)

Anthelmintic.