7986. Pyrimethanil

Nomenclature

CAS number: 53112-28-0
4,6-Dimethyl-N-phenyl-2-pyrimidinamine; 2-anilino-4,6-dimethylpyrimidine; N-(4,6-dimethylpyrimidin-2-yl)aniline; Scala (Bayer CropSci.).
C12H13N3; mol wt 199.25.
C 72.34%, H 6.58%, N 21.09%.

Description and references

Anilino-pyrimidine fungicide for control of Botrytis and Venturia spp. in food crops; inhibits secretion of cell wall degrading enzymes required for fungal infection. Prepn: S. Angerstein, Ber. 34, 3956 (1901). Mode of action studies: A. Daniels et al., Brighton Crop Prot. Conf. - Pests Dis. 1994, 525; A. Daniels, J. A. Lucas, Pestic. Sci. 45, 33 (1995); R. J. Milling, C. J. Richardson, ibid. 43. Degradation study: A. Agüera et al., Environ. Sci. Technol. 34, 1563 (2000). Determn in soil by headspace solid-phase microextraction and GC/MS: A. Navalón et al., Anal. Bioanal. Chem. 379, 1100 (2004). Comprehensive review: G. L. Neumann et al., Brighton Crop Prot. Conf. - Pests Dis. 1992, 395-402.

Chemical structure

Properties

White crystalline solid, mp 96.3°. Soly in water (25°): 0.121 g/l. Sol in most organic solvents. Log P (n-octanol/water): 2.48. Vapor pressure (25°): 2.2×10-3 Pa. LD50 (mg/kg): 4061-5358 orally in mice; 4150-5971 orally in rats; >5000 dermally in rats. LC50 (96 hr) in mirror carp, rainbow trout (mg/l): 35.36, 10.56 (Neumann).

Use

Fungicide.