Pyrimethanil (CHEM003492)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesTargets (11)XML
Record Information
Version1.0
Creation Date2014-08-29 06:51:45 UTC
Update Date2026-04-17 17:34:13 UTC
Accession NumberCHEM003492
Identification
Common NamePyrimethanil
ClassSmall Molecule
DescriptionPyrimethanil is a fungicide used on grape vines.
Contaminant Sources
  • FooDB Chemicals
  • HPV EPA Chemicals
  • My Exposome Chemicals
  • STOFF IDENT Compounds
  • T3DB toxins
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Amine
  • Food Toxin
  • Fungicide
  • Metabolite
  • Organic Compound
  • Pesticide
  • Synthetic Compound
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
2-Anilino-4,6-dimethylpyrimidineChEBI
4,6-Dimethyl-N-phenyl-2-pyrimidinamineChEBI
N-(4,6-Dimethylpyrimidin-2-yl)anilineChEBI
4,6-Dimethyl-N-phenylpyrimidin-2-amineHMDB
MythosHMDB
Pyrimethanil, bsiHMDB
ScalaHMDB
sn 100309HMDB
ZK 100309HMDB
Chemical FormulaC12H13N3
Average Molecular Mass199.252 g/mol
Monoisotopic Mass199.111 g/mol
CAS Registry Number53112-28-0
IUPAC Name4,6-dimethyl-N-phenylpyrimidin-2-amine
Traditional Namepyrimethanil
SMILESCC1=CC(C)=NC(NC2=CC=CC=C2)=N1
InChI IdentifierInChI=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)
InChI KeyZLIBICFPKPWGIZ-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as aniline and substituted anilines. These are organic compounds containing an aminobenzene moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassAniline and substituted anilines
Direct ParentAniline and substituted anilines
Alternative Parents
Substituents
  • Aniline or substituted anilines
  • Aminopyrimidine
  • Pyrimidine
  • Heteroaromatic compound
  • Azacycle
  • Organoheterocyclic compound
  • Secondary amine
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Amine
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Membrane
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateSolid
AppearanceWhite powder.
Experimental Properties
PropertyValue
Melting Point88 - 89°C
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.19 g/LALOGPS
logP3.02ALOGPS
logP2.43ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)13.67ChemAxon
pKa (Strongest Basic)3.96ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.81 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity60.34 m³·mol⁻¹ChemAxon
Polarizability22.5 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0002-1900000000-4b0cb7339929ffa02ac8Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0udi-0090000000-7ca5cc1b1c35b22f7dc3Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0udi-0090000000-83ad88f41cf4bc843614Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0udi-0090000000-4e103d8f4058e6462671Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0udi-0090000000-644a67080dfe74d55e41Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0udi-0290000000-88a9aeb5cea06df01de0Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0ue9-2970000000-83af0d0c39c56882d466Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-001i-4910000000-88591601e20138eee183Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0udi-0090000000-83ad88f41cf4bc843614Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0udi-0090000000-53514b314176957dfd9eSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0udi-0090000000-9209a4ea27b42fbd221fSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0udi-0290000000-b59daab4e3eaa8c87409Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0ue9-3970000000-f99b2b63a753e63a865bSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-001i-3910000000-ef2eca1e1127cb490584Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0udi-0090000000-5e02939e6276fab09964Spectrum
LC-MS/MSLC-MS/MS Spectrum - 90V, Positivesplash10-001i-3910000000-b25fba0c5f6d45c0b811Spectrum
LC-MS/MSLC-MS/MS Spectrum - 75V, Positivesplash10-0ue9-2970000000-668498f0440254ebd7f7Spectrum
LC-MS/MSLC-MS/MS Spectrum - 90V, Positivesplash10-001i-8900000000-2d941a45b5a99164825dSpectrum
LC-MS/MSLC-MS/MS Spectrum - 75V, Positivesplash10-001i-6930000000-1c12aac163cd0d9a024cSpectrum
LC-MS/MSLC-MS/MS Spectrum - 75V, Positivesplash10-001i-6930000000-4e92f134cdb6c19ec7e5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0090000000-29c4e3514bdd692794d4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-1190000000-e799070cd9a1024271a9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0159-9810000000-2b1fbe279e9b99a7076aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0900000000-eff2ef638577e6122732Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0900000000-fe848ee0e9cf8673bf0eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00lr-2900000000-e6787cdef29a20daffeaSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)No indication of carcinogenicity to humans (not listed by IARC).
Uses/SourcesThis is a man-made compound that is used as a pesticide.
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0033135
FooDB IDFDB011136
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkPyrimethanil
Chemspider ID82753
ChEBI ID8674
PubChem Compound ID91650
Kegg Compound IDC11180
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=22949075
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=23246620
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=23258318
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=23410121
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=23436777
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=23673061
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=23993516
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=24081744
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=24365971
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=24380616
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=24652239
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=24835131
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=25145229
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=25216469
15. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.