pyrimethanil

Names

[ Name ]:
pyrimethanil

[Synonym ]:
4,6-Dimethyl-N-phenyl-2-pyrimidinamine
4,6-dimethyl-n-phenyl-2-pyrimidinamin
N-(4,6-dimethylpyrimidin-2-yl)aniline
EINECS 414-220-3
2-Pyrimidinamine,4,6-dimethyl-N-phenyl
4,6-dimethyl-N-phenylpyrimidin-2-amine
4,6-dimethylpyrimidine-N-phenylimine
2-anilino-4,6-dimethylpyrimidine
MFCD00172113
Pyrimethanil

Biological Activity

[Description]:

Pyrimethanil is an anilinopyrimidine and broad-spectrum contact fungicide for the control of Botrytis spp. on a wide variety of crops[1]. Pyrimethanil inhibits the biosynthesis of methionine and other amino acids in Botrytis cinerea. Pyrimethanil can be used for the research of fungal diseases prevention on fruit, vegetable and ornamental plants with mold infection[3].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Anti-infection >> Fungal

[In Vitro]

Pyrimethanil is a strobilurin fungicide belonging to the anilinopyrimidine class. Pyrimethanil (5 and 50 µg/L) elicits a range of toxic responses, has the potential to induce histological alterations in tissues of the Italian tree frog H. intermedia after a long term exposure to two environmentally relevant concentrations of Pyrimethanil[2]. Pyrimethanil decreases polygalacturonase, cellulase, proteinase and laccase activities in the medium of three day‐old cultures. The pyrimethanil results in 50% reduction (IC50) in total enzyme activities are approximately 0.25 μM for polygalacturonase, cellulase and proteinase, and approximately 1.0 μM for laccase[3].

[References]

[1]. Petr Masner, et al. Possible methionine biosynthesis inhibition by pyrimidinamine fungicides. Pesticide Science

[2]. L Kanetis, et al. Characterization of genetic and biochemical mechanisms of fludioxonil and pyrimethanil resistance in field isolates of Penicillium digitatum. Phytopathology

[3]. Richard J. Milling, et al. Mode of action of the anilino‐pyrimidine fungicide pyrimethanil. 2. Effects on enzyme secretion in Botrytis cinerea. Volume45, Issue1, September 1995.

[4]. Salvatore D'Aquino, et al. Residue levels and effectiveness of pyrimethanil vs imazalil when using heated postharvest dip treatments for control of Penicillium decay on citrus fruit. J Agric Food Chem. 2006 Jun 28;54(13):4721-6.

Chemical & Physical Properties

[ Density]:
1.1±0.1 g/cm3

[ Boiling Point ]:
362.8±45.0 °C at 760 mmHg

[ Melting Point ]:
96°C

[ Molecular Formula ]:
C₁₂H₁₃N₃

[ Molecular Weight ]:
199.252

[ Flash Point ]:
173.2±28.7 °C

[ Exact Mass ]:
199.110947

[ PSA ]:
37.81000

[ LogP ]:
2.84

[ Vapour Pressure ]:
0.0±0.8 mmHg at 25°C

[ Index of Refraction ]:
1.622

[ Storage condition ]:
0-6°C

[ Water Solubility ]:
0.121 g/L (25 ºC)

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS09

[ Hazard Statements ]:
H411

[ Precautionary Statements ]:
P273

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
N:Dangerousfortheenvironment;

[ Risk Phrases ]:
R51/53

[ Safety Phrases ]:
S60

[ RIDADR ]:
UN 3077

[ HS Code ]:
2942000000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2933599014

[ Summary ]:
2933599014 6-nitroso-7h-purine。supervision conditions:s(import or export registration certificate for pesticides)。VAT:17.0%。tax rebate rate:9.0%。MFN tarrif:6.5%。general tariff:20.0%

Articles

Solarization and biosolarization enhance fungicide dissipation in the soil.

Chemosphere 79(2) , 216-20, (2010)

Although there is some evidence regarding the effect of solarization and biosolarization on pesticide degradation, information is still scarce. The aim of this study was to determine the effect of the...

Postinfection activity, residue levels, and persistence of azoxystrobin, fludioxonil, and pyrimethanil applied alone or in combination with heat and imazalil for green mold control on inoculated oranges.

J. Agric. Food Chem. 58(6) , 3661-6, (2010)

The postinfection activity of azoxystrobin (AZX), fludioxonil (FLU), and pyrimethanil (PYR), applied alone or in combination with imazalil (IMZ), in controlling postharvest green mold in 'Salustiana' ...

Determination of natural resistance frequencies in Penicillium digitatum using a new air-sampling method and characterization of fludioxonil- and pyrimethanil-resistant isolates.

Phytopathology 100(8) , 738-46, (2010)

ABSTRACT Fungicide resistance was identified in natural populations of Penicillium digitatum, the causal agent of green mold of citrus, to two of three new postharvest fungicides before their commerci...