Basic Info

Common NameNuarimol(F05790)
2D Structure
FRCD IDF05790
CAS Number63284-71-9
PubChem CID91683
FormulaC17H12ClFN2O
IUPAC Name

(2-chlorophenyl)-(4-fluorophenyl)-pyrimidin-5-ylmethanol

InChI Key

SAPGTCDSBGMXCD-UHFFFAOYSA-N

InChI

InChI=1S/C17H12ClFN2O/c18-16-4-2-1-3-15(16)17(22,13-9-20-11-21-10-13)12-5-7-14(19)8-6-12/h1-11,22H

Canonical SMILES

C1=CC=C(C(=C1)C(C2=CC=C(C=C2)F)(C3=CN=CN=C3)O)Cl

Isomeric SMILES

C1=CC=C(C(=C1)C(C2=CC=C(C=C2)F)(C3=CN=CN=C3)O)Cl

Synonyms
        
            5-(2-Chloro-4'-fluorobenzhydryl)-4-hydroxypyrimidine
        
            Nuarimol
        
            Guantlet
        
            Trimidal
        
            Triminol
        
            Murox
        
            Trimifruit SC
        
            63284-71-9
        
            Caswell No. 419G
        
            EL 228
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
SubclassDiphenylmethanes
Intermediate Tree NodesNot available
Direct ParentDiphenylmethanes
Alternative Parents
Molecular FrameworkAromatic heteromonocyclic compounds
SubstituentsDiphenylmethane - Chlorobenzene - Fluorobenzene - Halobenzene - Aryl chloride - Aryl fluoride - Aryl halide - Pyrimidine - Heteroaromatic compound - Tertiary alcohol - Azacycle - Organoheterocyclic compound - Organofluoride - Organochloride - Organohalogen compound - Aromatic alcohol - Alcohol - Hydrocarbon derivative - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Aromatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as diphenylmethanes. These are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.

Properties

Property NameProperty Value
Molecular Weight314.744
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count3
Complexity359
Monoisotopic Mass314.062
Exact Mass314.062
XLogP2.2
Formal Charge0
Heavy Atom Count22
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.9823
Human Intestinal AbsorptionHIA+0.9725
Caco-2 PermeabilityCaco2+0.6653
P-glycoprotein SubstrateNon-substrate0.7474
P-glycoprotein InhibitorNon-inhibitor0.8454
Non-inhibitor0.9607
Renal Organic Cation TransporterNon-inhibitor0.7950
Distribution
Subcellular localizationMitochondria0.9118
Metabolism
CYP450 2C9 SubstrateNon-substrate0.7778
CYP450 2D6 SubstrateNon-substrate0.8714
CYP450 3A4 SubstrateNon-substrate0.6669
CYP450 1A2 InhibitorInhibitor0.7564
CYP450 2C9 InhibitorInhibitor0.5669
CYP450 2D6 InhibitorNon-inhibitor0.8930
CYP450 2C19 InhibitorInhibitor0.5782
CYP450 3A4 InhibitorInhibitor0.8053
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.8018
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9463
Non-inhibitor0.8188
AMES ToxicityNon AMES toxic0.8839
CarcinogensNon-carcinogens0.8506
Fish ToxicityLow FHMT0.5618
Tetrahymena Pyriformis ToxicityHigh TPT0.8147
Honey Bee ToxicityLow HBT0.7652
BiodegradationNot ready biodegradable0.9957
Acute Oral ToxicityIII0.7933
Carcinogenicity (Three-class)Non-required0.6980

Model Value Unit
Absorption
Aqueous solubility-3.9669LogS
Caco-2 Permeability1.7371LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.2756LD50, mol/kg
Fish Toxicity1.3467pLC50, mg/L
Tetrahymena Pyriformis Toxicity1.3889pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Welsh OnionKorea0.1ppm
MelonsKorea0.1ppm

References

TitleJournalDatePubmed ID
The influence of fining agents on the removal of some pesticides from white wine of Vitis vinifera L. cv. Emir.Food Chem Toxicol2012 Nov22939932
Pesticide analysis in tomatoes by solid-phase microextraction and micellarelectrokinetic chromatography.J Chromatogr A2008 Mar 2118280487
Multiple pesticide analysis in wine by MEKC combined with solid-phasemicroextraction and sample stacking.Electrophoresis2007 Nov17957661
MEKC combined with SPE and sample stacking for multiple analysis of pesticides inwater samples at the ng/L level.Electrophoresis2007 Jun17476718
Influence of fungicide residues on the primary fermentation of young lager beer.J Agric Food Chem2007 Feb 2117263547
Pesticide analysis in rose wines by micellar electrokinetic chromatography.J Sep Sci2007 Dec18027361
Decline of pesticide residues from barley to malt.Food Addit Contam2007 Aug17613072
Behavior of myclobutanil, propiconazole, and nuarimol residues during lager beer brewing.J Agric Food Chem2005 Nov 216248555
Multiresidue determination of 19 fungicides in processed fruits and vegetables bycapillary gas chromatography after gel permeation chromatography.J AOAC Int1999 Sep-Oct10513021
Fluidity and lipid composition of oat and rye shoot plasma membrane: effect ofsterol perturbation by xenobiotics.Biochim Biophys Acta1991 Jan 301998689