PYRIMETHANIL

/static/temp/default.svg Search structure
Synonyms
UNII 6IA5HP6C8Z
Source Gaulton A, Kale N, van Westen GJ, Bellis LJ, Bento AP, Davies M, Hersey A, Papadatos G, Forster M, Wege P, Overington JP. A large-scale crop protection bioassay data set. Sci Data. 2015 Jul 7;2:150032. Read more ...

Structure

InChI Key ZLIBICFPKPWGIZ-UHFFFAOYSA-N
Smiles Cc1cc(C)nc(Nc2ccccc2)n1
InChI
InChI=1S/C12H13N3/c1-9-8-10(2)14-12(13-9)15-11-6-4-3-5-7-11/h3-8H,1-2H3,(H,13,14,15)

Physicochemical Descriptors

Property Name Value
Molecular Formula C12H13N3
Molecular Weight 199.25
AlogP 2.69
Hydrogen Bond Acceptor 3.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 2.0
Polar Surface Area 37.81
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 15.0
Assay Description Organism Bioactivity Reference
Fungicidal activity against Botryotinia fuckeliana infected in drug-pretreated cucumber two seeded leaves assessed as decrease in disease index at 40% SC formulation (acetone Rvb = 1.53 +/-0.21%) Botryotinia fuckeliana 69.57 %
Fungicidal activity against Botryotinia fuckeliana grown on compound pre-treated cucumber leaves assessed as control efficiency against gray mold disease on leaves at 31.25 ug/mL Botryotinia fuckeliana 76.53 %
Fungicidal activity against Botryotinia fuckeliana grown on compound pre-treated cucumber leaves assessed as control efficiency against gray mold disease on leaves at 125 ug/mL Botryotinia fuckeliana 82.98 %
Fungicidal activity against Botryotinia fuckeliana grown on compound pre-treated cucumber leaves assessed as control efficiency against gray mold disease on leaves at 500 ug/mL Botryotinia fuckeliana 100.0 %
Antifungal activity against Phomopsis asparagi by mycelium growth rate test Phomopsis asparagi None
Antifungal activity against Magnaporthe oryzae by mycelium growth rate test Magnaporthe oryzae None
Antifungal activity against Rhizoctonia solani Kuhn by mycelium growth rate test Rhizoctonia solani None
Antifungal activity against Sclerotinia sclerotiorum by mycelium growth rate test Sclerotinia sclerotiorum None
Antifungal activity against Botryotinia fuckeliana by mycelium growth rate test Botryotinia fuckeliana 0.14 ug.mL-1
Fungicidal activity against Botryotinia fuckeliana assessed as inhibition of spore germination at 25 degC after 6 hr by microscopic analysis Botryotinia fuckeliana 209.46 ug.mL-1
Fungicidal activity Fusarium oxysporum assessed as inhibition of mycelium growth at 50 mg/L at 24 degC measured after 2 days Fusarium oxysporum 48.9 %
Antifungal activity against Thanatephorus cucumeris at 50 ug/ml by poisoned food technique Thanatephorus cucumeris 98.0 %
Antifungal activity against Sclerotinia sclerotiorum at 50 ug/ml by poisoned food technique Sclerotinia sclerotiorum 86.7 %
Antifungal activity against Ceratobasidium cereale at 50 ug/ml by poisoned food technique Ceratobasidium cereale 40.0 %
Antifungal activity against Rhizoctonia solani at 50 ug/ml by poisoned food technique Rhizoctonia solani 77.8 %
Antifungal activity against Phytophthora infestans at 50 ug/ml by poisoned food technique Phytophthora infestans 22.7 %
Antifungal activity against Macrophoma kuwatsukai at 50 ug/ml by poisoned food technique Macrophoma 100.0 %
Antifungal activity against Fusarium fujikuroi at 50 ug/ml by poisoned food technique Fusarium fujikuroi 20.0 %
Antifungal activity against Fusarium graminearum at 50 ug/ml by poisoned food technique Fusarium graminearum 44.4 %
Antifungal activity against Mycosphaerella arachidis at 50 ug/ml by poisoned food technique Mycosphaerella arachidis 100.0 %
Antifungal activity against Cochliobolus heterostrophus at 50 ug/ml by poisoned food technique Cochliobolus heterostrophus 91.3 %
Antifungal activity against Botryotinia fuckeliana at 50 ug/ml by poisoned food technique Botryotinia fuckeliana 96.3 %
Antifungal activity against Alternaria solani at 50 ug/ml by poisoned food technique Alternaria solani 100.0 %
Antifungal activity against Alternaria mali at 50 ug/ml by poisoned food technique Alternaria mali 21.4 %
Antifungal activity against Alternaria kikuchiana at 50 ug/ml by poisoned food technique Alternaria kikuchiana 100.0 %
Drug degradation in Solanum lycopersicum (tomato) plant leaves at 300 g/L treated under green house condition measured after 11 days relative to initial level Solanum lycopersicum 0.0 %
Drug degradation in Solanum lycopersicum (tomato) plant fruits at 300 g/L treated under green house condition measured after 11 days relative to initial level Solanum lycopersicum 30.0 %
Drug degradation in Solanum lycopersicum (tomato) plant leaves at 300 g/L treated under green house condition measured after 6 days relative to initial level Solanum lycopersicum 11.0 %
Drug degradation in Solanum lycopersicum (tomato) plant fruits at 300 g/L treated under green house condition measured after 6 days relative to initial level Solanum lycopersicum 70.0 %
Drug degradation in Solanum lycopersicum (tomato) plant leaves at 300 g/L treated under green house condition measured after 4 days relative to initial level Solanum lycopersicum 22.0 %
Drug degradation in Solanum lycopersicum (tomato) plant fruits at 300 g/L treated under green house condition measured after 4 days relative to initial level Solanum lycopersicum 95.0 %
Drug degradation in Solanum lycopersicum (tomato) plant leaves at 300 g/L treated under green house condition measured after 10 days relative to initial level Solanum lycopersicum 0.02 %
Drug degradation in Solanum lycopersicum (tomato) plant leaves at 300 g/L treated under green house condition measured after 7 days relative to initial level Solanum lycopersicum 11.0 %
Drug degradation in Solanum lycopersicum (tomato) plant fruits at 300 g/L treated under green house condition measured after 10 days relative to initial level Solanum lycopersicum 15.0 %
Drug degradation in Solanum lycopersicum (tomato) plant fruits at 300 g/L treated under green house condition measured after 7 days relative to initial level Solanum lycopersicum 15.0 %
Drug degradation in Solanum lycopersicum (tomato) plant leaves at 300 g/L treated under green house condition measured after 5 days relative to initial level Solanum lycopersicum 25.0 %
Drug degradation in Solanum lycopersicum (tomato) plant fruits at 300 g/L treated under green house condition measured after 5 days relative to initial level Solanum lycopersicum 43.0 %
Drug degradation in Solanum lycopersicum (tomato) plant fruits at 300 g/L treated under green house condition measured after 3 days relative to initial level Solanum lycopersicum 79.0 %
Drug degradation in Solanum lycopersicum (tomato) plant leaves at 300 g/L treated under green house condition measured after 3 days relative to initial level Solanum lycopersicum 41.0 %
Half life in Solanum lycopersicum (tomato) plant leaves at 300 g/L treated under green house condition Solanum lycopersicum 96.0 hr
Half life in Solanum lycopersicum (tomato) plant fruits at 300 g/L treated under green house condition Solanum lycopersicum 136.8 hr
Drug degradation in Solanum lycopersicum (tomato) plant leaves at 300 g/L treated under green house condition measured after 22 days relative to initial level Solanum lycopersicum 0.0 %
Drug degradation in Solanum lycopersicum (tomato) plant leaves at 300 g/L treated under green house condition measured after 15 days relative to initial level Solanum lycopersicum 0.0 %
Drug degradation in Solanum lycopersicum (tomato) plant leaves at 300 g/L treated under green house condition measured after 1 day relative to initial level Solanum lycopersicum 100.0 %
Drug degradation in Solanum lycopersicum (tomato) plant leaves at 300 g/L treated under green house condition measured after 8 days relative to initial level Solanum lycopersicum 0.0 %
Drug degradation in Solanum lycopersicum (tomato) plant fruits at 300 g/L treated under green house condition measured after 22 days relative to initial level Solanum lycopersicum 0.0 %
Drug degradation in Solanum lycopersicum (tomato) plant fruits at 300 g/L treated under green house condition measured after 8 days relative to initial level Solanum lycopersicum 16.0 %
Drug degradation in Solanum lycopersicum (tomato) plant fruits at 300 g/L treated under green house condition measured after 15 days relative to initial level Solanum lycopersicum 5.0 %
Drug degradation in Solanum lycopersicum (tomato) plant fruits at 300 g/L treated under green house condition measured after 1 day relative to initial level Solanum lycopersicum 100.0 %
Drug recovery in Solanum lycopersicum (tomato) plant leaves at 1.83 ug/cm'2 of spiking level Solanum lycopersicum 91.0 %
Drug recovery in Solanum lycopersicum (tomato) plant fruits at 0.14 ug/g of spiking level Solanum lycopersicum 99.0 %
Resistance index, ratio of EC50 for sterol 14alpha-demethylation inhibitor-resistant Oculimacula yallundae MDR to EC50 for sterol 14alpha-demethylation inhibitor-resistant Oculimacula yallundae TriR1 by germ tube elongation assay Oculimacula yallundae 12.0
Resistance index, ratio of EC50 for sterol 14alpha-demethylation inhibitor-resistant Oculimacula yallundae MDR to EC50 for wild type Oculimacula yallundae TriS by germ tube elongation assay Oculimacula yallundae 12.0
Resistance index, ratio of EC50 for sterol 14alpha-demethylation inhibitor-resistant Oculimacula yallundae TriR2 to EC50 for sterol 14alpha-demethylation inhibitor-resistant Oculimacula yallundae TriR1 by germ tube elongation assay Oculimacula yallundae 1.2
Resistance index, ratio of EC50 for sterol 14alpha-demethylation inhibitor-resistant Oculimacula yallundae TriR2 to EC50 for wild type Oculimacula yallundae TriS by germ tube elongation assay Oculimacula yallundae 1.2
Resistance index, ratio of EC50 for sterol 14alpha-demethylation inhibitor-resistant Oculimacula yallundae TriR1 to EC50 for wild type Oculimacula yallundae TriS by germ tube elongation assay Oculimacula yallundae 1.0
Fungicidal activity against Oculimacula yallundae assessed as inhibition of germ tube elongation incubated at 19 degC in dark for 48 hr Oculimacula yallundae 0.1 ug.mL-1
Fungicidal activity against Aspergillus niger assessed as time required for hyphae to burst at 2.5 ug/ml Aspergillus niger 12.0 s
Fungicidal activity against Aspergillus niger assessed as time required for hyphae to burst at 5 ug/ml Aspergillus niger 21.0 s
Fungicidal activity against Aspergillus niger assessed as time required for hyphae to burst at 7.5 ug/ml Aspergillus niger 39.0 s
Fungicidal activity against Aspergillus niger assessed as time required for hyphae to burst at 10 ug/ml Aspergillus niger 56.0 s
Fungicidal activity against Aspergillus niger assessed as growth inhibition at 1000 ug/ml after 7 days Aspergillus niger 4.0 mm
Fungicidal activity against Aspergillus niger assessed as growth inhibition at 100 ug/ml after 7 days Aspergillus niger 3.2 mm
Fungicidal activity against Aspergillus niger assessed as growth inhibition at 50 ug/ml after 7 days Aspergillus niger 2.9 mm
Fungicidal activity against Aspergillus niger assessed as growth inhibition at 10 ug/ml after 7 days Aspergillus niger 2.6 mm

Cross References

Resources Reference
ChEMBL CHEMBL540677
FDA SRS 6IA5HP6C8Z
PubChem 91650
SureChEMBL SCHEMBL20817
ZINC ZINC00967734
CONTENTS