1044. Benomyl

Nomenclature

CAS number: 17804-35-2
[1-[(Butylamino)carbonyl]-1H-benzimidazol-2-yl]carbamic acid methyl ester; 1-(butylcarbamoyl)-2-benzimidazolecarbamic acid methyl ester; methyl 1-(butylcarbamoyl)-2-benzimidazolecarbamate; F-1991; Benlate (DuPont).
C14H18N4O3; mol wt 290.32.
C 57.92%, H 6.25%, N 19.30%, O 16.53%.

Description and references

Prepn: H. L. Klopping, FR 1523597; eidem, US 3631176 (1968, 1971 both to du Pont). The degradation product, methyl 2-benzimidazolecarbamate, is thought to be the active component; see carbendazim. Antifungal activity and mode of action studies: Kilgore, White, Bull. Environ. Contam. Toxicol. 5, 67 (1970); Maxwell, Brody, Appl. Microbiol. 21, 944 (1971); Bartels-Schooley, MacNeill, Phytopathology 61, 816 (1971). Activity as catalyst in biological oxidation of sewage and fertilizers: Kouba, US 3649530 (1972 to du Pont). Toxicity: E. W. Schafer, Toxicol. Appl. Pharmacol. 21, 315 (1972). Metabolism: J. A. Gardiner et al., J. Agric. Food Chem. 22, 419 (1974). Mutagenicity study: J. P. Seiler, Mutat. Res. 32, 151 (1975); H. Sherman et al., Toxicol. Appl. Pharmacol. 32, 305 (1975). Review: W. E. Bleidner et al., Anal. Methods Pestic. Plant Growth Regul. 10, 157-171 (1978).

Chemical structure

Properties

White crystalline solid. Sol in chloroform. Insol in water or oil. LD50 orally in rats: >9590 mg/kg (Schafer).

Caution

Potential symptoms of overexposure are irritation of eyes, skin and upper respiratory system; skin sensitization; possible reproductive and teratogenic effects. See NIOSH Pocket Guide to Chemical Hazards (DHHS/NIOSH 97-140, 1997) p 24.

Use

Fungicide; ascaricide.

Therapeutic Category (Veterinary)

Anthelmintic.