3217. Dimethirimol

Nomenclature

CAS number: 5221-53-4
5-Butyl-2-(dimethylamino)-6-methyl-4(1H)-pyrimidinone; 5-butyl-2-(dimethylamino)-6-methyl-4-pyrimidinol; 2-dimethylamino-4-methyl-5-n-butyl-6-hydroxypyrimidine; PP-675; Milcurb (Zeneca).
C11H19N3O; mol wt 209.29.
C 63.13%, H 9.15%, N 20.08%, O 7.64%.

Description and references

Prepn: B. K. Snell et al., ZA 6701373; eidem, US 3980781 (1968, 1976 both to ICI). Systemic fungicidal activity: R. S. Elias, Nature 219, 1160 (1968); K. J. Bent, Ann. Appl. Biol. 66, 103 (1970). Metabolism and mode of action: A. Calderbank, Acta Phytopathol. 6, 355 (1971). Metabolism: H. Bratt et al., Food Cosmet. Toxicol. 10, 489 (1972).

Chemical structure

Properties

Needles from ethanol, mp 102°. Vapor pressure at 30°: 1.1 × 10-5 mm Hg. uv max (methanol): 229, 304 nm (ε 15500, 7700). Soly in (g/l) at 25°: water 1.2; acetone 45; chloroform 1200; ethanol 65; xylene 360. LD50 in female rats (mg/kg): 200-400 i.p., >4000 orally (Elias).

Use

Fungicide.