13-03478. Drazoxolon [Archived]

Nomenclature

CAS number: 5707-69-7
3-Methyl-4-[(2-chlorophenyl)hydrazone]-4,5-isoxazoledione; 4-(2-chlorophenylhydrazono)-3-methyl-5(4H)-isoxazolone; 3-methyl-4-(o-chlorophenylhydrazono)-5-isoxazolone; PP-781; Ganocide (Zeneca); Mil-Col (Zeneca).
C10H8ClN3O2; mol wt 237.64.
C 50.54%, H 3.39%, Cl 14.92%, N 17.68%, O 13.47%.

Description and references

Prepn: Green, Roberts, GB 1049103 (1966 to ICI). Structure: Summers, Shields, Chem. Ind. (London) 1964, 1264. Soil degradation studies: Anderson, Horsgood, Soil Biol. Biochem. 3, 271 (1971). Hydrolysis: Lehtonen et al., Pestic. Sci. 3, 357 (1972). Toxicology: D. G. Clark, T. F. McElligott, Food Cosmet. Toxicol. 7, 481 (1969). Review: Yuen, Anal. Methods Pestic. Plant Growth Regul. 7, 665-673 (1973).

Chemical structure

Properties

Yellow crystals, possessing faint odor, from methanol-benzene, mp 168°. Practically insol in water, acids, and aliphatic hydrocarbons. Sol in alkali, aromatic hydrocarbons (4%), chloroform (about 10%), ethanol (1%), ketones (5%). Stable to dilute acids and forms stable salts with alkalies. LD50 orally in female rats, mice: 126, 129 mg/kg (Clark, McElligott).

Use

Fungicide.

Status

This monograph has been retired and is no longer subject to revision or update.