Robenidine

Basic Info

Common NameRobenidine(F05931)
2D Structure
FRCD IDF05931
CAS Number
PubChem CID9570438
FormulaC15H13Cl2N5
IUPAC Name

1,2-bis[(E)-(4-chlorophenyl)methylideneamino]guanidine

InChI Key

MOOFYEJFXBSZGE-LQGKIZFRSA-N

InChI

InChI=1S/C15H13Cl2N5/c16-13-5-1-11(2-6-13)9-19-21-15(18)22-20-10-12-3-7-14(17)8-4-12/h1-10H,(H3,18,21,22)/b19-9+,20-10+

Canonical SMILES

C1=CC(=CC=C1C=NNC(=NN=CC2=CC=C(C=C2)Cl)N)Cl

Isomeric SMILES

C1=CC(=CC=C1/C=N/N/C(=N/N=C/C2=CC=C(C=C2)Cl)/N)Cl

Synonyms
        
            Robenidine [INN:BAN]
        
            Robenidine
        
            Khimkoktside
        
            Chimcoccide
        
            Khimcoccid
        
            Khimkoktsid
        
            Robenidinum [INN-Latin]
        
            Robenidina [INN-Spanish]
        
            Robenz
        
            UNII-4888ME6C4E
Classifies
                

                  
                    Predicted: Pesticide
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
SubclassHalobenzenes
Intermediate Tree NodesNot available
Direct ParentChlorobenzenes
Alternative Parents
Molecular FrameworkAromatic homomonocyclic compounds
SubstituentsChlorobenzene - Aryl halide - Aryl chloride - Hydrazidine - Guanidine - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Organonitrogen compound - Organochloride - Organohalogen compound - Aromatic homomonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as chlorobenzenes. These are compounds containing one or more chlorine atoms attached to a benzene moiety.

Properties

Property NameProperty Value
Molecular Weight334.204
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count5
Complexity408
Monoisotopic Mass333.055
Exact Mass333.055
XLogP3.8
Formal Charge0
Heavy Atom Count22
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count3
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.8519
Human Intestinal AbsorptionHIA+0.9803
Caco-2 PermeabilityCaco2+0.7099
P-glycoprotein SubstrateNon-substrate0.6886
P-glycoprotein InhibitorNon-inhibitor0.9071
Non-inhibitor0.9727
Renal Organic Cation TransporterNon-inhibitor0.5751
Distribution
Subcellular localizationMitochondria0.8801
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8169
CYP450 2D6 SubstrateNon-substrate0.8698
CYP450 3A4 SubstrateNon-substrate0.7173
CYP450 1A2 InhibitorInhibitor0.8977
CYP450 2C9 InhibitorNon-inhibitor0.8466
CYP450 2D6 InhibitorNon-inhibitor0.6515
CYP450 2C19 InhibitorNon-inhibitor0.8159
CYP450 3A4 InhibitorNon-inhibitor0.8070
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.6551
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.8826
Non-inhibitor0.9227
AMES ToxicityAMES toxic0.5261
CarcinogensNon-carcinogens0.6352
Fish ToxicityHigh FHMT0.9830
Tetrahymena Pyriformis ToxicityHigh TPT0.9989
Honey Bee ToxicityLow HBT0.7067
BiodegradationNot ready biodegradable1.0000
Acute Oral ToxicityIII0.7037
Carcinogenicity (Three-class)Non-required0.5684
Model Value Unit
Absorption
Aqueous solubility-3.2739LogS
Caco-2 Permeability1.0942LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.6738LD50, mol/kg
Fish Toxicity1.0494pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.9748pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Other Poultry Animals,Edible OffalJapan0.1ppm
Chicken,Edible OffalJapan0.1ppm
Other Poultry Animals,KidneyJapan0.1ppm
Chicken,KidneyJapan0.1ppm
Other Poultry Animals,LiverJapan0.1ppm
Chicken,LiverJapan0.1ppm
Other Poultry Animals,FatJapan1ppm
Chicken,FatJapan0.2ppm
Other Poultry Animals,MuscleJapan1ppm
Chicken,MuscleJapan0.1ppm

References

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Analysis of veterinary drug and pesticide residues in animal feed by high-resolution mass spectrometry: comparison between time-of-flight and Orbitrap.Food Addit Contam Part A Chem Anal Control Expo Risk Assess201525785350
Influence of three coccidiostats on the pharmacokinetics of florfenicol inrabbits.Exp Anim201525319758
Qualitative screening of 116 veterinary drugs in feed by liquidchromatography-high resolution mass spectrometry: potential application toquantitative analysis.Food Chem2014 Oct 124799244
Risk assessment of coccidostatics during feed cross-contamination: animal andhuman health aspects.Toxicol Appl Pharmacol2013 Aug 121215766
The efficacy of anticoccidial products against Eimeria spp. in northernbobwhites.Avian Dis2011 Mar21500637
Validation of a multi-residue liquid chromatography-tandem mass spectrometryconfirmatory method for 10 anticoccidials in eggs according to CommissionDecision 2002/657/EC.J Chromatogr A2009 Nov 1319442981
Use of antigen mimics to produce specific antibodies to anti-coccidial drugs.J Immunol Methods2007 May 3117433817
Incidence of residues of nine anticoccidials in eggs.Food Addit Contam2005 Nov16332635
Residual activity of anticoccidial drugs in chickens after withdrawal ofmedicated feeds.Vet Parasitol1998 Jan 319561697
Sensitivity of Escherichia coli O157:H7 strain 932 to selected anticoccidialdrugs in broiler chicks.Poult Sci1996 Jan8650109
Anticoccidial drugs for preventive therapy in intensively reared pheasants.Vet Rec1981 Dec 197336544
The short-term toxicity of some feed additives to different freshwater organisms.Bull Environ Contam Toxicol1976 Jun938765