13-03290. Dimetilan [Archived]

Nomenclature

CAS number: 644-64-4
Dimethylcarbamic acid 1-[(dimethylamino)carbonyl]-5-methyl-1H-pyrazol-3-yl ester; dimethylcarbamic acid ester with 3-hydroxy-N,N,5-trimethylpyrazole-1-carboxamide; 2-dimethylcarbamoyl-3-methyl-5-pyrazolyl dimethylcarbamate; G-22870; GS-13332.
C10H16N4O3; mol wt 240.26.
C 49.99%, H 6.71%, N 23.32%, O 19.98%.

Description and references

Prepn: T. Grauer, H. Urwyler, US 3452043 (1969 to Geigy). Toxicity data: E. F. Edson, Pharm. J. 185, 361 (1960). Insecticidal activity: B. H. Wilson, J. Econ. Entomol. 61, 1764 (1968). Persistence in water: O. M. Aly et al., Water Res. 5, 1191 (1971). HPLC determn: G. Blaicher et al., Chromatographia 13, 438 (1980).

Chemical structure

Properties

Colorless solid, mp 68-71° (tech: yellow to reddish-brown solid, mp 55-65°). Sol in water, chloroform, DMF, ethanol, acetone, xylene, other org solvents. Boiling range 200-210° (at 13 mm Hg). Hydrolyzed by acid and alkali. LD50 in rats (mg/kg): 25 orally; 600-700 dermally (Edson).

Use

Insecticide.

Status

This monograph has been retired and is no longer subject to revision or update.