Bupirimate

Basic Info

Common NameBupirimate(F05916)
2D Structure
FRCD IDF05916
CAS Number41483-43-6
PubChem CID38884
FormulaC13H24N4O3S
IUPAC Name

[5-butyl-2-(ethylamino)-6-methylpyrimidin-4-yl] N,N-dimethylsulfamate

InChI Key

DSKJPMWIHSOYEA-UHFFFAOYSA-N

InChI

InChI=1S/C13H24N4O3S/c1-6-8-9-11-10(3)15-13(14-7-2)16-12(11)20-21(18,19)17(4)5/h6-9H2,1-5H3,(H,14,15,16)

Canonical SMILES

CCCCC1=C(N=C(N=C1OS(=O)(=O)N(C)C)NCC)C

Isomeric SMILES

CCCCC1=C(N=C(N=C1OS(=O)(=O)N(C)C)NCC)C

Synonyms
        
            EINECS 255-391-2
        
            Bupirimate
        
            Nimrod
        
            41483-43-6
        
            Nimrod T
        
            Bupirimate [ANSI:BSI:ISO]
        
            UNII-MCJ121RIOI
        
            PP588
        
            Nanogen Index Code BPT (1-011)
        
            BRN 0758056
Classifies
                

                  
                    Pesticide
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
ClassDiazines
SubclassPyrimidines and pyrimidine derivatives
Intermediate Tree NodesNot available
Direct ParentAminopyrimidines and derivatives
Alternative Parents
Molecular FrameworkAromatic heteromonocyclic compounds
SubstituentsSecondary aliphatic/aromatic amine - Aminopyrimidine - Heteroaromatic compound - Organic sulfuric acid or derivatives - Azacycle - Secondary amine - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Amine - Aromatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as aminopyrimidines and derivatives. These are organic compounds containing an amino group attached to a pyrimidine ring. Pyrimidine is a 6-membered ring consisting of four carbon atoms and two nitrogen centers at the 1- and 3- ring positions.

Properties

Property NameProperty Value
Molecular Weight316.42
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count7
Rotatable Bond Count8
Complexity397
Monoisotopic Mass316.157
Exact Mass316.157
XLogP2.7
Formal Charge0
Heavy Atom Count21
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+0.9418
Human Intestinal AbsorptionHIA+1.0000
Caco-2 PermeabilityCaco2-0.5750
P-glycoprotein SubstrateNon-substrate0.6466
P-glycoprotein InhibitorNon-inhibitor0.6437
Non-inhibitor0.9491
Renal Organic Cation TransporterNon-inhibitor0.8800
Distribution
Subcellular localizationMitochondria0.4661
Metabolism
CYP450 2C9 SubstrateNon-substrate0.7508
CYP450 2D6 SubstrateNon-substrate0.7978
CYP450 3A4 SubstrateSubstrate0.5066
CYP450 1A2 InhibitorNon-inhibitor0.5589
CYP450 2C9 InhibitorNon-inhibitor0.7454
CYP450 2D6 InhibitorNon-inhibitor0.8629
CYP450 2C19 InhibitorNon-inhibitor0.5898
CYP450 3A4 InhibitorNon-inhibitor0.9630
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.9238
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.8030
Non-inhibitor0.6120
AMES ToxicityNon AMES toxic0.5618
CarcinogensNon-carcinogens0.6021
Fish ToxicityHigh FHMT0.6840
Tetrahymena Pyriformis ToxicityHigh TPT0.6420
Honey Bee ToxicityLow HBT0.5906
BiodegradationNot ready biodegradable0.6022
Acute Oral ToxicityIII0.7754
Carcinogenicity (Three-class)Non-required0.6069
Model Value Unit
Absorption
Aqueous solubility-4.0974LogS
Caco-2 Permeability1.0652LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity1.9294LD50, mol/kg
Fish Toxicity1.4947pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.3787pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Palm hearts0270090European Union0.05*25/06/2015
Others (2)0270990European Union0.05*25/06/2015
Celeriacs/turnip rooted celeries0213030European Union0.05*25/06/2015
Jerusalem artichokes (Crosnes/Chinese artichokes, Mashua, Oca, Pale-leaf sunflower, Tuberous peas,)0213050European Union0.05*25/06/2015
Parsnips0213060European Union0.05*25/06/2015
Parsley roots/Hamburg roots parsley (Angelica roots, Burnet saxifrage roots, Lovage roots, Nettle roots, Other species of the genus Urtica, not elsewhere mentioned, Turnip-rooted chervils,)0213070European Union0.05*25/06/2015
Radishes (Black radishes/winter radishes/ 'Gros noir d'hiver', Daikon/japanese radishes, Maca roots, Small radishes, Tigernuts,)0213080European Union0.05*25/06/2015
Salsifies (Burdocks, Rampion roots, Scorzonera/black salsifies, Skirrets, Spanish salsifies,)0213090European Union0.05*25/06/2015
Swedes/rutabagas0213100European Union0.05*25/06/2015
Turnips (Tuberous-rooted mustards,)0213110European Union0.05*25/06/2015
Others (2)0213990European Union0.05*25/06/2015
Bulb vegetables0220000European Union0.05*25/06/2015
Garlic (Twistedleaf garlic,)0220010European Union0.05*25/06/2015
Onions ('Cipollotto Nocerino PDO', Pearl onions, Rakkyo/Chinese onions, Silverskin onions/pickled onions,)0220020European Union0.05*25/06/2015
Shallots (French grey shallots, Persian shallots,)0220030European Union0.05*25/06/2015
Spring onions/green onions and Welsh onions (Tree onions/Egyptian walking onions, Green garlic,)0220040European Union0.05*25/06/2015
Others (2)0220990European Union0.05*25/06/2015
Tomatoes (Alkekengi/Chinese lanterns/ground cherries, Cape gooseberries, Cherry tomatoes, Dwarf Cape gooseberries/strawberry tomatoes, Gojiberries/wolfberries, Gojiberries/wolfberries, Litchi tomat...0231010European Union225/06/2015
Sweet peppers/bell peppers (Chili peppers,)0231020European Union225/06/2015
Aubergines/eggplants (Antroewas/African eggplants/gboma, Ethiopian eggplants/gilo', Pepinos, Thorn apples, Turkey berries/devil's figs/pea eggplants/pea aubergines, Kangaroo apples/poroporo,)0231030European Union225/06/2015