Pyrimethanil

Title: Pyrimethanil
CAS Registry Number: 53112-28-0
CAS Name: 4,6-Dimethyl-N-phenyl-2-pyrimidinamine
Additional Names: 2-anilino-4,6-dimethylpyrimidine; N-(4,6-dimethylpyrimidin-2-yl)aniline
Trademarks: Scala (Bayer CropSci.)
Molecular Formula: C12H13N3
Molecular Weight: 199.25
Percent Composition: C 72.34%, H 6.58%, N 21.09%
Literature 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.
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).
Melting point: mp 96.3°
Log P: Log P (n-octanol/water): 2.48
Toxicity data: 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.
Pyrimidine Pyriminil Pyrimithate Pyrinoline Pyriproxyfen

Pyrimethanil
Pyrimethanil Structure V.1.svg
Identifiers
CAS number 53112-28-0 YesY
KEGG C11180 YesY
ChEMBL CHEMBL540677 N
Properties
Molecular formula C12H13N3
Molar mass 199.25 g mol−1
 N (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Pyrimethanil is a broad spectrum fungicide often applied to seeds. It inhibits methionine biosynthesis, thus affecting protein formation and subsequent cell division. Pyrimethanil works best on young fungus infestations.[citation needed]