Chlordimeform

Title: Chlordimeform
CAS Registry Number: 6164-98-3
CAS Name: N¢-(4-Chloro-2-methylphenyl)-N,N-dimethylmethanimidamide
Additional Names: N¢-(4-chloro-o-tolyl)-N,N-dimethylformamidine; chlorophenamidine; chlorphenamidine; spanon; CDM
Manufacturers' Codes: Ciba 8514; Schering 36268
Trademarks: Fundal (Schering); Galecron
Molecular Formula: C10H13ClN2
Molecular Weight: 196.68
Percent Composition: C 61.07%, H 6.66%, Cl 18.03%, N 14.24%
Literature 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).
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).
Melting point: mp 35°
Boiling point: bp0.4 156-157°
Index of refraction: nD25 1.5885
Density: d425 1.105
Toxicity data: LD50 i.p. in rats: 238 mg/kg (Robinson, Smith)
Use: Acaricide, insecticide.
Chlorendic Anhydride Chlorfenac Chlorfenapyr Chlorfenethol Chlorfenson

Chlordimeform[1]
Chlordimeform.svg
Identifiers
CAS number 6164-98-3 YesY
PubChem 22544
ChemSpider 10468746 YesY
UNII GXA8FP6Y9C YesY
KEGG C14746 N
Jmol-3D images Image 1
Properties
Molecular formula C10H13ClN2
Molar mass 196.68 g mol−1
Appearance White crystalline solid
Melting point 32 °C
225-227 °C (hydrochloride)
Solubility in water 250 mg/L
 N (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Chlordimeform is an acaricide (pesticide) active mainly against motile forms of mites and ticks and against eggs and early instars of some Lepidoptera insects.[1] After the International Agency for Research on Cancer reported sufficient evidence that its major metabolite was a carcinogen, its use has ceased and its registration has been withdrawn in most countries.[1]