Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C12H13N3 |
| Molecular Weight | 199.2517 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC1=CC(C)=NC(NC2=CC=CC=C2)=N1
InChI
InChIKey=ZLIBICFPKPWGIZ-UHFFFAOYSA-N
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)
| Molecular Formula | C12H13N3 |
| Molecular Weight | 199.2517 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Pyrimethanil is a a broad spectrum fungicide mostly applied in vineyards. In 2004, a new postharvest fungicide, pyrimethanil (Penbotec 400 SC, Janseen PMP, Beerse, Belgium) was registered for use in the United States to control blue mold on pome fruits. Pyrimethanil inhibits the biosynthesis of methionine and suggest that the primary target could be the cystathionine β‐lyase.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Effects of Common Pesticides on Prostaglandin D2 (PGD2) Inhibition in SC5 Mouse Sertoli Cells, Evidence of Binding at the COX-2 Active Site, and Implications for Endocrine Disruption. | 2016-04 |
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| Effect of nonpersistent pesticides on estrogen receptor, androgen receptor, and aryl hydrocarbon receptor. | 2014-10 |
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| A concentration addition model to assess activation of the pregnane X receptor (PXR) by pesticide mixtures found in the French diet. | 2014-09 |
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| A preliminary investigation into the impact of a pesticide combination on human neuronal and glial cell lines in vitro. | 2012 |
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| Widely used pesticides with previously unknown endocrine activity revealed as in vitro antiandrogens. | 2011-06 |
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| Coordination polymer adsorbent for matrix solid-phase dispersion extraction of pesticides during analysis of dehydrated Hyptis pectinata medicinal plant by GC/MS. | 2010-12-15 |
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| Reducing the impact of pesticides on biological control in Australian vineyards: pesticide mortality and fecundity effects on an indicator species, the predatory mite Euseius victoriensis (Acari: Phytoseiidae). | 2010-12 |
|
| Endocrine profiling and prioritization of environmental chemicals using ToxCast data. | 2010-12 |
|
| Interaction between vine pesticides and bovine serum albumin studied by nuclear spin relaxation data. | 2010-10-13 |
|
| A matrix solid-phase dispersion method for the extraction of seven pesticides from mango and papaya. | 2010-10 |
|
| The effect of fungicides on yeast communities associated with grape berries. | 2010-08-01 |
|
| Determination of natural resistance frequencies in Penicillium digitatum using a new air-sampling method and characterization of fludioxonil- and pyrimethanil-resistant isolates. | 2010-08 |
|
| Chemical, physical and biological approaches to prevent ochratoxin induced toxicoses in humans and animals. | 2010-07 |
|
| 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. | 2010-03-24 |
|
| Occurrence and removal of fungicides in municipal sewage treatment plant. | 2010-03-15 |
|
| Fungicides and herbicide removal in Scenedesmus cell suspensions. | 2010-03 |
|
| Solarization and biosolarization enhance fungicide dissipation in the soil. | 2010-03 |
|
| Bayesian modelling of long-term dietary intakes from multiple sources. | 2010-01 |
|
| Enhanced and irreversible sorption of pesticide pyrimethanil by soil amended with biochars. | 2010 |
|
| Photocatalytic degradation of eight pesticides in leaching water by use of ZnO under natural sunlight. | 2009-12-30 |
|
| Description of Cryptosporiopsis kienholzii and species profiles of Neofabraea in major pome fruit growing districts in the Pacific Northwest USA. | 2009-11 |
|
| Phytoremediation of fungicides by aquatic macrophytes: toxicity and removal rate. | 2009-11 |
|
| Effectiveness of control strategies against Botrytis cinerea in vineyard and evaluation of the residual fungicide concentrations. | 2009-05 |
|
| Removal of fenhexamid and pyrimethanil from aqueous solutions by clays and organoclays. | 2009-03 |
|
| Fate and distribution of pyrimethanil, metalaxyl, dichlofluanid and penconazol fungicides from treated grapes intended for winemaking. | 2009-02 |
|
| Simultaneous determination of seven pesticides in waters using multi-walled carbon nanotube SPE and NACE. | 2008-11 |
|
| Determination of 23 pesticide residues in leafy vegetables using gas chromatography-ion trap mass spectrometry and analyte protectants. | 2008-07-04 |
|
| The effect of pyrimethanil on the growth of wine yeasts. | 2008-07 |
|
| Evaluation of anilinopyrimidine and other fungicides for control of grey mould (Botrytis cinerea) in container-grown Calluna vulgaris. | 2008-07 |
|
| Degradation of alachlor and pyrimethanil by combined photo-Fenton and biological oxidation. | 2008-06-30 |
|
| Characterization of fludioxonil-resistant and pyrimethanil-resistant phenotypes of Penicillium expansum from apple. | 2008-04 |
|
| Pesticide residues in grapes from vineyards included in integrated pest management in Slovenia. | 2008-04 |
|
| Pesticide analysis in tomatoes by solid-phase microextraction and micellar electrokinetic chromatography. | 2008-03-21 |
|
| Combining TiO2-photocatalysis and wetland reactors for the efficient treatment of pesticides. | 2008-03 |
|
| Characterization of genetic and biochemical mechanisms of fludioxonil and pyrimethanil resistance in field isolates of Penicillium digitatum. | 2008-02 |
|
| [Occurrence of plant protection product residues in apples in 2007]. | 2008 |
|
| 2-Anilino-4,6-dimethyl-pyrimidinium chloro-acetate. | 2007-12-21 |
|
| Determination of field-incurred pyrimethanil residues in persimmon (Diospyros kaki Linn) by liquid chromatography. | 2007-12 |
|
| Multiple pesticide analysis in wine by MEKC combined with solid-phase microextraction and sample stacking. | 2007-11 |
|
| Modification and re-validation of the ethyl acetate-based multi-residue method for pesticides in produce. | 2007-11 |
|
| Pesticide residues in Italian Ready-Meals and dietary intake estimation. | 2007-09-01 |
|
| MEKC combined with SPE and sample stacking for multiple analysis of pesticides in water samples at the ng/L level. | 2007-06 |
|
| Determination of several pesticides in water by solid-phase extraction, liquid chromatography and electrospray tandem mass spectrometry. | 2007-05-25 |
|
| Molecularly imprinted solid-phase extraction method for the high-performance liquid chromatographic analysis of fungicide pyrimethanil in wine. | 2007-02-09 |
|
| Management of apple scab (Venturia inaequalis) in Romania based on electronic warnings. | 2007 |
|
| Screening preharvest/postharvest strategies to prevent fruit rot decay. | 2007 |
|
| [Occurrence of pesticide residues in raspberries in 2000-2005]. | 2007 |
|
| Evaluation of solid sorbents for the determination of fenhexamid, metalaxyl-M, pyrimethanil, malathion and myclobutanil residues in air samples: application to monitoring malathion and fenhexamid dissipation in greenhouse air using C-18 or Supelpak-2 for sampling. | 2006-07-28 |
|
| Biological control of Botrytis gray mould on tomato cultivated in greenhouse. | 2006 |
|
| Pyrimethanil residues on table grapes Italia after field treatment. | 2006 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 19:02:30 GMT 2025
by
admin
on
Mon Mar 31 19:02:30 GMT 2025
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| Record UNII |
6IA5HP6C8Z
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| Record Status |
Validated (UNII)
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| Record Version |
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EPA PESTICIDE CODE |
288201
Created by
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| Code System | Code | Type | Description | ||
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91650
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PYRIMETHANIL
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6IA5HP6C8Z
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pyrimethanil
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53112-28-0
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8674
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m9369
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PRIMARY | Merck Index | ||
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C108337
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DTXSID8034877
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6916
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