1865. Cartap

Nomenclature

CAS number: 15263-53-3
Carbamothioic acid, S,S′-[2-(dimethylamino)-1,3-propanediyl] ester; 1,3-bis(carbamoylthio)-2-N,N-(dimethylamino)propane.
C7H15N3O2S2; mol wt 237.34.
C 35.42%, H 6.37%, N 17.70%, O 13.48%, S 27.02%.

Description and references

Insecticide modeled on a toxin isolated from the marine annelid Lumbrineris heteropoda. Prepn and insecticidal activity: K. Konishi et al., FR 1452338; eidem, US 3332943 (1966, 1968 both to Takeda); K. Konishi, Agric. Biol. Chem. 34, 935 (1970). Crystal structure of hydrochloride: C. J. Cheer, F. J. Pickles, J. Chem. Soc. Perkin Trans. 2 1980, 1805. Comparative study of insecticidal activity: B. Gumey, N. W. Hussey, Plant Pathol. 23, 127 (1974). Effect on soil enzyme activity: T. Endo et al., J. Pestic. Sci. 7, 101 (1982). Aquatic toxicity study: S. Lakota et al., Acta Hydrobiol. 23, 183 (1981). Chronic toxicity study in mice: Y. Tsubura et al., Nara Igaku Zasshi 26, 368 (1975), C.A. 84, 174837c (1976). Review: Y. Kono, Jpn. Pestic. Inf. 34, 22 (1978).

Chemical structure

Properties

Colorless prisms from ethyl acetate, mp 130.5-131° (dec).

Derivative

Monohydrochloride.

Nomenclature

NTD-2; Padan (Takeda).
C7H16ClN3O2S2; mol wt 273.80.
C 30.71%, H 5.89%, Cl 12.95%, N 15.35%, O 11.69%, S 23.42%.

Properties

Colorless rods from methanol, mp 176° (dec). Sol in water. LD50 in mice, rats (mg/kg): 165, 250 orally (Konishi, 1970).

Use

Insecticide.