7962. Pyrazophos

Nomenclature

CAS number: 13457-18-6
2-[(Diethoxyphosphinothioyl)oxy]-5-methylpyrazolo[1,5-a]pyrimidine-6-carboxylic acid ethyl ester; O,O-diethyl O-6-ethoxycarbonyl-5-methylpyrazolo[1,5-a]pyrimidin-2-yl phosphorothioate; 2-hydroxy-5-methylpyrazolo[1,5-a]pyrimidine-6-carboxylic acid ethyl ester, O-ester with O,O-diethyl phosphorothioate; HOE-2873; Afugan; Curamil.
C14H20N3O5PS; mol wt 373.36.
C 45.04%, H 5.40%, N 11.25%, O 21.43%, P 8.30%, S 8.59%.

Description and references

Organophosphate fungicide. Prepn: NL 6602131; O. Scherer, H. Mildenberger, US 3632757 (1966, 1972 both to Hoechst). Fungicidal properties and toxicity: F. M. Smit, Meded. Rijksfac. Landbouwwet. Gent 34, 763 (1969). Degradation study in wines: P. Stavropoulos et al., Food Chem. 72, 473 (2001) DOI. Multiresidue determn in blood by GC-MS: E. Lacassie et al., J. Chromatogr. B 759, 109 (2001) DOI. Effectiveness against powdery mildew: D. J. Butt et al., Ann. Appl. Biol. 75, 217 (1973) DOI; R. T. Burchill, M. E. Cook, Plant Pathol. 24, 194 (1975) DOI. Absorption and metabolism by plants: S. Gorbach et al., Environ. Qual. Saf. Suppl. 3, 840 (1975) PubMed.

Chemical structure

Properties

Yellow oil, mp 38-40°C. LD50 in rats, marmots, rabbits (mg/kg): 140, 184, 435 orally (Smit).

Use

Fungicide.