Basic Info

Common NameTripelennamine(F06174)
2D Structure
FRCD IDF06174
CAS Number
PubChem CID5587
FormulaC16H21N3
IUPAC Name

N'-benzyl-N,N-dimethyl-N'-pyridin-2-ylethane-1,2-diamine

InChI Key

UFLGIAIHIAPJJC-UHFFFAOYSA-N

InChI

InChI=1S/C16H21N3/c1-18(2)12-13-19(16-10-6-7-11-17-16)14-15-8-4-3-5-9-15/h3-11H,12-14H2,1-2H3

Canonical SMILES

CN(C)CCN(CC1=CC=CC=C1)C2=CC=CC=N2

Isomeric SMILES

CN(C)CCN(CC1=CC=CC=C1)C2=CC=CC=N2

Synonyms
        
            Resistamine
        
            tripelennamine
        
            Pyribenzamine
        
            Tripelennamin
        
            Pyrinamine base
        
            Benzoxale
        
            Piribenzil
        
            Cizaron
        
            Tonaril
        
            Tripelennamina
        
Classifies
                

                  
                    Predicted: Veterinary Drug
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
SubclassBenzylamines
Intermediate Tree NodesNot available
Direct Parent2-benzylaminopyridines
Alternative Parents
Molecular FrameworkAromatic heteromonocyclic compounds
Substituents2-benzylaminopyridine - Dialkylarylamine - Aminopyridine - Pyridine - Imidolactam - Heteroaromatic compound - Tertiary amine - Tertiary aliphatic amine - Azacycle - Organoheterocyclic compound - Hydrocarbon derivative - Organopnictogen compound - Organonitrogen compound - Amine - Organic nitrogen compound - Aromatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as 2-benzylaminopyridines. These are aromatic compounds containing pyridine ring substituted at the 2-position by a benzylamine group.

Properties

Property NameProperty Value
Molecular Weight255.365
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count6
Complexity236
Monoisotopic Mass255.174
Exact Mass255.174
XLogP3.3
Formal Charge0
Heavy Atom Count19
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+0.9134
Human Intestinal AbsorptionHIA+0.9325
Caco-2 PermeabilityCaco2+0.7269
P-glycoprotein SubstrateSubstrate0.7902
P-glycoprotein InhibitorNon-inhibitor0.9577
Non-inhibitor0.9639
Renal Organic Cation TransporterInhibitor0.7383
Distribution
Subcellular localizationLysosome0.3894
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8052
CYP450 2D6 SubstrateNon-substrate0.9116
CYP450 3A4 SubstrateNon-substrate0.5332
CYP450 1A2 InhibitorNon-inhibitor0.5861
CYP450 2C9 InhibitorNon-inhibitor0.8713
CYP450 2D6 InhibitorInhibitor0.8663
CYP450 2C19 InhibitorInhibitor0.5878
CYP450 3A4 InhibitorNon-inhibitor0.9792
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.8473
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.7151
Inhibitor0.6518
AMES ToxicityNon AMES toxic0.9483
CarcinogensNon-carcinogens0.9032
Fish ToxicityHigh FHMT0.5521
Tetrahymena Pyriformis ToxicityHigh TPT0.9068
Honey Bee ToxicityLow HBT0.8863
BiodegradationNot ready biodegradable0.9961
Acute Oral ToxicityIII0.8579
Carcinogenicity (Three-class)Non-required0.6405

Model Value Unit
Absorption
Aqueous solubility-2.5775LogS
Caco-2 Permeability1.4101LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.3139LD50, mol/kg
Fish Toxicity1.6335pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.8031pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
MilkJapan0.02ppm
Cattle,Edible OffalJapan0.2ppm
Cattle,KidneyJapan0.2ppm
Cattle,LiverJapan0.2ppm
Cattle,FatJapan0.2ppm
Cattle,MuscleJapan0.2ppm

References

TitleJournalDatePubmed ID
Discriminative-stimulus effects of midazolam in squirrel monkeys: comparison with other drugs and antagonism by Ro 15-1788.J Pharmacol Exp Ther1985 Nov2932547
Penicillium viridicatum mycotoxicosis in the rat. IV. Attempts to modify the tissue responses.Food Cosmet Toxicol1974 Jun4155396