2085. Chlordimeform

Nomenclature

CAS number: 6164-98-3
N′-(4-Chloro-2-methylphenyl)-N,N-dimethylmethanimidamide; N′-(4-chloro-o-tolyl)-N,N-dimethylformamidine; chlorophenamidine; chlorphenamidine; spanon; CDM; Ciba 8514; Schering 36268; Fundal (Schering); Galecron.
C10H13ClN2; mol wt 196.68.
C 61.07%, H 6.66%, Cl 18.03%, N 14.24%.

Description and references

Member of a class of insecticides possessing the formamidine moiety, effective vs many organophosphate and carbamate resistant pests. Prepn: H. Arndt, W. Steinhausen, DE 1172081; eidem, US 3502720 (1964, 1970, both to Schering AG). Acts by interfering with amine regulatory mechanisms: Beeman, Matsumura, Nature 242, 273 (1973); Aziz, Knowles, ibid. 417. Review of metabolism: Knowles, J. Agric. Food Chem. 18, 1038 (1970). Degradation products: Witkonton, Ercegovich, ibid. 20, 569 (1972). Toxicity data: C. P. Robinson, P. W. Smith, J. Toxicol. Environ. Health 3, 565 (1977). Toxicological studies: D. S. Folland et al., J. Am. Med. Assoc. 13, 1052 (1978); K. T. Maddy et al., Toxicol. Lett. 33, 37 (1986). Review of carcinogenicity studies: IARC Monographs 30, 61-72 (1983).

Chemical structure

Properties

Colorless crystals, mp 35°. bp0.4 156-157°. nD25 1.5885. d425 1.105. Vapor pressure at 20°: 3.5 × 10-4 mm. Slightly sol in water; easily sol in organic solvents. LD50 i.p. in rats: 238 mg/kg (Robinson, Smith).

Use

Acaricide, insecticide.