Basic Info

Common NameDiminazene(F05971)
2D Structure
FRCD IDF05971
CAS Number536-71-0
PubChem CID2354
FormulaC14H15N7
IUPAC Name

4-[2-(4-carbamimidoylphenyl)iminohydrazinyl]benzenecarboximidamide

InChI Key

XNYZHCFCZNMTFY-UHFFFAOYSA-N

InChI

InChI=1S/C14H15N7/c15-13(16)9-1-5-11(6-2-9)19-21-20-12-7-3-10(4-8-12)14(17)18/h1-8H,(H3,15,16)(H3,17,18)(H,19,20)

Canonical SMILES

C1=CC(=CC=C1C(=N)N)NN=NC2=CC=C(C=C2)C(=N)N

Isomeric SMILES

C1=CC(=CC=C1C(=N)N)NN=NC2=CC=C(C=C2)C(=N)N

Synonyms
        
            4,4'-(Diazoamino)benzamidine
        
            DIMINAZENE
        
            536-71-0
        
            Diminazenum
        
            Diminazeno
        
            Diminazine
        
            Diminazene [INN:BAN]
        
            Diminazenum [INN-Latin]
        
            Diminazeno [INN-Spanish]
        
            UNII-Y5G36EEA5Z
        
Classifies
                

                  
                    Predicted: Pollutant
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
SubclassPhenylhydrazines
Intermediate Tree NodesNot available
Direct ParentPhenylhydrazines
Alternative Parents
Molecular FrameworkAromatic homomonocyclic compounds
SubstituentsPhenylhydrazine - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Carboximidamide - Carboxylic acid amidine - Amidine - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Organonitrogen compound - Aromatic homomonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as phenylhydrazines. These are compounds containing a phenylhydrazide moiety, which consists of a hydrazide substituent attached to a phenyl group.

Properties

Property NameProperty Value
Molecular Weight281.323
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count5
Rotatable Bond Count5
Complexity390
Monoisotopic Mass281.139
Exact Mass281.139
XLogP1.9
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+0.9385
Human Intestinal AbsorptionHIA+0.8986
Caco-2 PermeabilityCaco2+0.5696
P-glycoprotein SubstrateNon-substrate0.7439
P-glycoprotein InhibitorNon-inhibitor0.9482
Non-inhibitor0.9581
Renal Organic Cation TransporterNon-inhibitor0.7378
Distribution
Subcellular localizationMitochondria0.4919
Metabolism
CYP450 2C9 SubstrateNon-substrate0.7641
CYP450 2D6 SubstrateNon-substrate0.8448
CYP450 3A4 SubstrateNon-substrate0.7666
CYP450 1A2 InhibitorInhibitor0.5762
CYP450 2C9 InhibitorNon-inhibitor0.5568
CYP450 2D6 InhibitorNon-inhibitor0.8011
CYP450 2C19 InhibitorNon-inhibitor0.7730
CYP450 3A4 InhibitorNon-inhibitor0.7833
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.5599
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9378
Non-inhibitor0.9192
AMES ToxicityAMES toxic0.9244
CarcinogensCarcinogens 0.5924
Fish ToxicityHigh FHMT0.8656
Tetrahymena Pyriformis ToxicityHigh TPT0.9913
Honey Bee ToxicityLow HBT0.7893
BiodegradationNot ready biodegradable0.9940
Acute Oral ToxicityII0.5535
Carcinogenicity (Three-class)Danger0.4484

Model Value Unit
Absorption
Aqueous solubility-2.5311LogS
Caco-2 Permeability0.7748LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.7762LD50, mol/kg
Fish Toxicity1.2123pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.8406pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
MilkJapan0.15ppm
Cattle,LiverJapan12ppm
Cattle,FatJapan0.5ppm
Cattle,MuscleJapan0.5ppm

References

TitleJournalDatePubmed ID
Piloting a livestock identification and traceability system in the northernTanzania-Narok-Nairobi trade route.Trop Anim Health Prod2018 Feb28965304
Prevalence of bovine trypanosomosis and assessment of trypanocidal drugresistance in tsetse infested and non-tsetse infested areas of NorthwestEthiopia.Parasite Epidemiol Control2017 Feb 2429774280
Is trypanocidal drug resistance a threat for livestock health and production inendemic areas? Food for thoughts from Sahelian goats infected by Trypanosomavivax in Bobo Dioulasso (Burkina Faso).Vet Parasitol2012 Dec 2122858637
In vitro antitrypanosomal activities of quassinoid compounds from the fruits of amedicinal plant, Brucea javanica.Vet Parasitol2008 Dec 2018986767
Comparative pharmacokinetics of diminazene in lactating goats and sheep.Zentralbl Veterinarmed A1999 Feb10085767
The influence of supplementation with cotton seed cake on the resistance ofUgandan goats to primary and secondary challenges with Trypanosoma congolense andon their response to treatment.Vet Parasitol1997 Jun9195711
Disposition of diminazene aceturate (Berenil) in trypanosome-infected pregnantand lactating cows.Vet Parasitol1995 Jun7571326