1787. Carbaryl

Nomenclature

CAS number: 63-25-2
1-Naphthalenol methylcarbamate; methyl carbamic acid 1-naphthyl ester; 1-naphthyl N-methylcarbamate; ENT-23969; OMS-29; UC-7744; Carylderm (Mundipharma); Derbac (Mundipharma); Ravyon (Bayer CropSci.); Sevin (Bayer CropSci.).
C12H11NO2; mol wt 201.22.
C 71.63%, H 5.51%, N 6.96%, O 15.90%.

Description and references

Cholinesterase inhibitor. Prepn and description: Haynes et al., Contrib. Boyce Thompson Inst. 18, 507 (1957); Lambrech, US 2903478 (1959 to Union Carbide). Metabolism: W. E. Whitehurst et al., J. Agric. Food Chem. 11, 167 (1963); J. B. Houston et al., Xenobiotica 5, 637 (1975). Degradation: D. G. Crosby et al., J. Agric. Food Chem. 13, 204 (1965); D. L. Heywood, Environ. Qual. Saf. 4, 128 (1975). Toxicology: I. Nisbet, D. Miner, Environment 13, 10 (1971). Toxicity: M. Vandekar et al., Bull. WHO 44, 241 (1971). Clinical trial in pediculosis: J. W. Maunder, Clin. Exp. Dermatol. 6, 605 (1981). Review: Carbamate Insecticides: Chemistry, Biochemistry and Toxicology, R. J. Kuhr, H. W. Dorough, Eds. (CRC Press, Cleveland, 1976) 301 pp.

Chemical structure

Properties

Crystals, mp 142°. d2020 1.232. Moderately sol in DMF, acetone, isophorone, cyclohexanone. Soly in water at 30°: 120 mg/l. Vapor pressure at 25°: <4 × 10-5 mm Hg. Stable to heat, light, acids; hydrolyzed in alkalies; noncorrosive. LD50 orally in rats: 250 mg/kg (Vandekar).

Caution

Potential symptoms of overexposure are skin irritation; miosis, blurred vision, tearing; rhinorrhea, excessive salivation, sweating; abdominal cramps, nausea, vomiting, diarrhea; tremor, muscle twitching, slurred speech; cyanosis, convulsions; coma, respiratory failure; possible reproductive effects. See NIOSH Pocket Guide to Chemical Hazards (DHHS/NIOSH 97-140, 1997) p 50; Clinical Toxicology of Commercial Products, R. E. Gosselin et al., Eds. (Williams & Wilkins, Baltimore, 5th ed., 1984) Section II p 305, Section III, pp 86-90.

Use

Contact insecticide.

Therapeutic Category

Ectoparasiticide.

Therapeutic Category (Veterinary)

Ectoparasiticide.

Keywords

Ectoparasiticide