Basic Info

Common NameAzimsulfuron(F06118)
2D Structure
FRCD IDF06118
CAS Number120162-55-2
PubChem CID86355
FormulaC13H16N10O5S
IUPAC Name

1-(4,6-dimethoxypyrimidin-2-yl)-3-[2-methyl-4-(2-methyltetrazol-5-yl)pyrazol-3-yl]sulfonylurea

InChI Key

MAHPNPYYQAIOJN-UHFFFAOYSA-N

InChI

InChI=1S/C13H16N10O5S/c1-22-11(7(6-14-22)10-18-21-23(2)19-10)29(25,26)20-13(24)17-12-15-8(27-3)5-9(16-12)28-4/h5-6H,1-4H3,(H2,15,16,17,20,24)

Canonical SMILES

CN1C(=C(C=N1)C2=NN(N=N2)C)S(=O)(=O)NC(=O)NC3=NC(=CC(=N3)OC)OC

Isomeric SMILES

CN1C(=C(C=N1)C2=NN(N=N2)C)S(=O)(=O)NC(=O)NC3=NC(=CC(=N3)OC)OC

Synonyms
        
            Azimsulfuron
        
            120162-55-2
        
            Azimsulfuron [ISO]
        
            DPX 47
        
            DPX-A 8947
        
            IN-A 894
        
            UNII-R959I3139C
        
            A8947
        
            A 8947
        
            A-8947
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganic nitrogen compounds
ClassOrganonitrogen compounds
SubclassSulfonylureas
Intermediate Tree NodesNot available
Direct ParentPyrimidinyl-2-sulfonylureas
Alternative Parents
Molecular FrameworkAromatic heteromonocyclic compounds
SubstituentsPyrimidinyl-2-sulfonylurea - Alkyl aryl ether - Pyrimidine - Azole - Pyrazole - Heteroaromatic compound - Organic sulfonic acid or derivatives - Organosulfonic acid or derivatives - Aminosulfonyl compound - Tetrazole - Sulfonyl - Carbonic acid derivative - Azacycle - Ether - Organoheterocyclic compound - Hydrocarbon derivative - Organic oxide - Organosulfur compound - Organooxygen compound - Organic oxygen compound - Carbonyl group - Organopnictogen compound - Aromatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as pyrimidinyl-2-sulfonylureas. These are aromatic heterocyclic compounds containing a pyrimidine ring which is substituted with a sulfonylurea at the ring 2-position.

Properties

Property NameProperty Value
Molecular Weight424.396
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count11
Rotatable Bond Count6
Complexity665
Monoisotopic Mass424.103
Exact Mass424.103
XLogP0.3
Formal Charge0
Heavy Atom Count29
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-0.5249
Human Intestinal AbsorptionHIA+0.9607
Caco-2 PermeabilityCaco2-0.5763
P-glycoprotein SubstrateNon-substrate0.7930
P-glycoprotein InhibitorNon-inhibitor0.8410
Non-inhibitor0.9485
Renal Organic Cation TransporterNon-inhibitor0.9313
Distribution
Subcellular localizationMitochondria0.6207
Metabolism
CYP450 2C9 SubstrateNon-substrate0.5455
CYP450 2D6 SubstrateNon-substrate0.8439
CYP450 3A4 SubstrateNon-substrate0.6666
CYP450 1A2 InhibitorNon-inhibitor0.8624
CYP450 2C9 InhibitorNon-inhibitor0.6023
CYP450 2D6 InhibitorNon-inhibitor0.9031
CYP450 2C19 InhibitorNon-inhibitor0.7673
CYP450 3A4 InhibitorNon-inhibitor0.9143
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.8956
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9774
Non-inhibitor0.8287
AMES ToxicityNon AMES toxic0.6635
CarcinogensNon-carcinogens0.7120
Fish ToxicityHigh FHMT0.9877
Tetrahymena Pyriformis ToxicityHigh TPT0.8651
Honey Bee ToxicityLow HBT0.8622
BiodegradationNot ready biodegradable0.9458
Acute Oral ToxicityIII0.7706
Carcinogenicity (Three-class)Non-required0.6181

Model Value Unit
Absorption
Aqueous solubility-3.1250LogS
Caco-2 Permeability0.5841LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity1.9599LD50, mol/kg
Fish Toxicity1.6987pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.4787pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Mulberries (black and white)0154060European Union0.01*11/10/2014
Coconuts (Areca nuts/betel nuts,)0120050European Union0.01*11/10/2014
Hazelnuts/cobnuts (Acorns, Filberts,)0120060European Union0.01*11/10/2014
Macadamias0120070European Union0.01*11/10/2014
FRUITS, FRESH or FROZEN; TREE NUTS0100000European Union0.01*11/10/2014
Citrus fruits0110000European Union0.01*11/10/2014
Lemons (Buddha's hands/Buddha's fingers, Citrons,)0110030European Union0.01*11/10/2014
Limes (Indian sweet limes/Palestine sweet limes, Kaffir limes, Sweet limes/mosambis, Tahiti limes, Limequats,)0110040European Union0.01*11/10/2014
Mandarins (Calamondins, Clementines, Cleopatra mandarins, Minneolas, Satsumas/clausellinas, Tangerines/dancy mandarins, Tangors, Other hybrids of Citrus reticulata, not elsewhere mentioned,)0110050European Union0.01*11/10/2014
Others (2)0110990European Union0.01*11/10/2014
Tree nuts0120000European Union0.01*11/10/2014
Almonds (Apricot kernels, Bitter almonds, Canarium nuts/galip nuts, Pili nuts, Okari nuts,)0120010European Union0.01*11/10/2014
Brazil nuts0120020European Union0.01*11/10/2014
Cashew nuts0120030European Union0.01*11/10/2014
Chestnuts0120040European Union0.01*11/10/2014
Pecans (Hickory nuts,)0120080European Union0.01*11/10/2014
Pistachios0120100European Union0.01*11/10/2014
Walnuts0120110European Union0.01*11/10/2014
Others (2)0120990European Union0.01*11/10/2014
Pome fruits0130000European Union0.01*11/10/2014