5982. Methomyl

Nomenclature

CAS number: 16752-77-5
N-[[(Methylamino)carbonyl]oxy]ethanimidothioic acid methyl ester; N-[(methylcarbamoyl)oxy]thioacetimidic acid methyl ester; S-methyl N-[(methylcarbamoyl)oxy]thioacetimidate; methyl O-(methylcarbamoyl)thiolacetohydroxamate; Insecticide 1179; Lannate (DuPont); Nudrin (Shell).
C5H10N2O2S; mol wt 162.21.
C 37.02%, H 6.21%, N 17.27%, O 19.73%, S 19.77%.

Description and references

Prepn: A. G. Jelinek, ZA 6800093; idem, US 3506698 (1968, 1970 both to du Pont). Metabolism studies: J. Harvey et al., J. Agric. Food Chem. 21, 769, 775, 781 (1973). Crystal structure: Sim, Waite, J. Chem. Soc. B 1971, 752. Acetylcholinesterase activity: Pickering, Pickering, Arch. Toxicol. 27, 292 (1971). Toxicity studies: A. M. Kaplan, H. Sherman, Toxicol. Appl. Pharmacol. 40, 1 (1977).

Chemical structure

Properties

Crystals, mp 78-79°. d424 1.2946. Soly at 25° (w/w): water 5.8; methanol 100; ethanol 42; isopropanol 22; acetone 73. LD50 orally in male rats: 17 mg/kg (Kaplan, Sherman).

Caution

Potential symptoms of overexposure are eye irritation; blurred vision, miosis; salivation; abdominal cramps, nausea, vomiting; dyspnea; weakness, muscle twitching; liver and kidney damage. See NIOSH Pocket Guide to Chemical Hazards (DHHS/NIOSH 97-140, 1997) p 194.

Use

Insecticide.