Monuron

Basic Info

Common NameMonuron(F06310)
2D Structure
FRCD IDF06310
CAS Number150-68-5
PubChem CID8800
FormulaC9H11ClN2O
IUPAC Name

3-(4-chlorophenyl)-1,1-dimethylurea

InChI Key

BMLIZLVNXIYGCK-UHFFFAOYSA-N

InChI

InChI=1S/C9H11ClN2O/c1-12(2)9(13)11-8-5-3-7(10)4-6-8/h3-6H,1-2H3,(H,11,13)

Canonical SMILES

CN(C)C(=O)NC1=CC=C(C=C1)Cl

Isomeric SMILES

CN(C)C(=O)NC1=CC=C(C=C1)Cl

Synonyms
        
            MONURON
        
            150-68-5
        
            3-(4-Chlorophenyl)-1,1-dimethylurea
        
            Chlorfenidim
        
            Lirobetarex
        
            Monurex
        
            Monurox
        
            Monuruon
        
            Monuuron
        
            Telvar
Classifies
                

                  
                    Pesticide
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
SubclassN-phenylureas
Intermediate Tree NodesNot available
Direct ParentN-phenylureas
Alternative Parents
Molecular FrameworkAromatic homomonocyclic compounds
SubstituentsN-phenylurea - Chlorobenzene - Halobenzene - Aryl chloride - Aryl halide - Urea - Carbonic acid derivative - Organic nitrogen compound - Organonitrogen compound - Organochloride - Organohalogen compound - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Carbonyl group - Organic oxygen compound - Aromatic homomonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as n-phenylureas. These are compounds containing a N-phenylurea moiety, which is structurally characterized by a phenyl group linked to one nitrogen atom of a urea group.

Properties

Property NameProperty Value
Molecular Weight198.65
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count1
Complexity177
Monoisotopic Mass198.056
Exact Mass198.056
XLogP1.9
Formal Charge0
Heavy Atom Count13
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.9787
Human Intestinal AbsorptionHIA+0.9856
Caco-2 PermeabilityCaco2+0.6309
P-glycoprotein SubstrateNon-substrate0.7687
P-glycoprotein InhibitorNon-inhibitor0.9766
Non-inhibitor0.9706
Renal Organic Cation TransporterNon-inhibitor0.8686
Distribution
Subcellular localizationMitochondria0.5973
Metabolism
CYP450 2C9 SubstrateNon-substrate0.7279
CYP450 2D6 SubstrateNon-substrate0.7828
CYP450 3A4 SubstrateSubstrate0.5219
CYP450 1A2 InhibitorInhibitor0.7340
CYP450 2C9 InhibitorNon-inhibitor0.6858
CYP450 2D6 InhibitorNon-inhibitor0.8506
CYP450 2C19 InhibitorNon-inhibitor0.5306
CYP450 3A4 InhibitorNon-inhibitor0.8822
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.6639
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.8634
Non-inhibitor0.8420
AMES ToxicityNon AMES toxic0.9133
CarcinogensNon-carcinogens0.5272
Fish ToxicityHigh FHMT0.6683
Tetrahymena Pyriformis ToxicityHigh TPT0.9847
Honey Bee ToxicityLow HBT0.8836
BiodegradationNot ready biodegradable0.9877
Acute Oral ToxicityIII0.8441
Carcinogenicity (Three-class)Warning0.4885
Model Value Unit
Absorption
Aqueous solubility-3.3519LogS
Caco-2 Permeability1.7311LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.2446LD50, mol/kg
Fish Toxicity1.3653pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.6206pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Edible offals (other than liver and kidney)1013050European Union0.01*26/04/2013
(f) poultry (Bobwhite quail, Chicken (including silkie chicken), Collared Dove, Duck, Geese, Green peafowl, Guinea fowl, Japanese quail, Muskovy duck, Mute swan, Partridge, Peafowl, Pheasant, Pigeo...1016000European Union0.01*26/04/2013
Citrus fruits0110000European Union0.01*26/04/2013
Grapefruits (Natsudaidais, Shaddocks/pomelos, Sweeties/oroblancos, Tangelolos, Tangelos (except minneolas)/Ugli®, Other hybrids of Citrus paradisi, not elsewhere mentioned,)0110010European Union0.01*26/04/2013
Oranges (Bergamots, Bitter oranges/sour oranges, Blood oranges, Cara caras, Chinottos, Trifoliate oranges, Other hybrids of Citrus sinensis, not elsewhere mentioned,)0110020European Union0.01*26/04/2013
Lemons (Buddha's hands/Buddha's fingers, Citrons,)0110030European Union0.01*26/04/2013
Limes (Indian sweet limes/Palestine sweet limes, Kaffir limes, Sweet limes/mosambis, Tahiti limes, Limequats,)0110040European Union0.01*26/04/2013
Mandarins (Calamondins, Clementines, Cleopatra mandarins, Minneolas, Satsumas/clausellinas, Tangerines/dancy mandarins, Tangors, Other hybrids of Citrus reticulata, not elsewhere mentioned,)0110050European Union0.01*26/04/2013
Others (2)0110990European Union0.01*26/04/2013
Tree nuts0120000European Union0.02*26/04/2013
Almonds (Apricot kernels, Bitter almonds, Canarium nuts/galip nuts, Pili nuts, Okari nuts,)0120010European Union0.02*26/04/2013
Brazil nuts0120020European Union0.02*26/04/2013
Cashew nuts0120030European Union0.02*26/04/2013
Chestnuts0120040European Union0.02*26/04/2013
Coconuts (Areca nuts/betel nuts,)0120050European Union0.02*26/04/2013
Hazelnuts/cobnuts (Acorns, Filberts,)0120060European Union0.02*26/04/2013
Macadamias0120070European Union0.02*26/04/2013
Pecans (Hickory nuts,)0120080European Union0.02*26/04/2013
Pine nut kernels (Pine nut kernels from other species than Pinus pinea, Pine nut kernels from other species than Pinus pinea, Pine nut kernels from other species than Pinus pinea, Pine nut kernels ...0120090European Union0.02*26/04/2013
Pistachios0120100European Union0.02*26/04/2013

References

TitleJournalDatePubmed ID
Comprehensive two-dimensional liquid chromatography-tandem mass spectrometry for the simultaneous determination of wine polyphenols and target contaminants.J Chromatogr A2016 Aug 527372414
Balance between herbicidal activity and toxicity effect: a case study of thejoint effects of triazine and phenylurea herbicides on Selenastrum capricornutum and Photobacterium phosphoreum.Aquat Toxicol2014 May24681700
Haemotoxic effect of phenylurea herbicides in rats: role of haemoglobin-adductformation in splenic toxicity.Food Chem Toxicol1993 Apr8477917
Determination of linuron in potatoes using capillary column gaschromatography/mass spectrometry.J Assoc Off Anal Chem1989 Nov-Dec2592319
Excised Barley root uptake of several (14)C labeled organic compounds.Environ Monit Assess1985 Dec24258104