P-Xylylenediamine

Basic Info

Common NameP-Xylylenediamine(F10743)
2D Structure
FRCD IDF10743
CAS Number539-48-0
PubChem CID68315
FormulaC8H12N2
IUPAC Name

[4-(aminomethyl)phenyl]methanamine

InChI Key

ISKQADXMHQSTHK-UHFFFAOYSA-N

InChI

InChI=1S/C8H12N2/c9-5-7-1-2-8(6-10)4-3-7/h1-4H,5-6,9-10H2

Canonical SMILES

C1=CC(=CC=C1CN)CN

Isomeric SMILES

C1=CC(=CC=C1CN)CN

WikipediaP-Xylylenediamine
Synonyms
        
            p-Xylylenediamine
        
            539-48-0
        
            1,4-phenylenedimethanamine
        
            1,4-Bis(aminomethyl)benzene
        
            1,4-Benzenedimethanamine
        
            1,4-Xylylenediamine
        
            p-Xylylendiamine
        
            4-Aminomethylbenzylamine
        
            p-Phenylenebis(methylamine)
        
            p-Xylylendiamine [Czech]
Classifies
                

                  
                    Food Additive
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
SubclassPhenylmethylamines
Intermediate Tree NodesNot available
Direct ParentPhenylmethylamines
Alternative Parents
Molecular FrameworkAromatic homomonocyclic compounds
SubstituentsPhenylmethylamine - Benzylamine - Aralkylamine - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Primary amine - Organonitrogen compound - Primary aliphatic amine - Amine - Aromatic homomonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as phenylmethylamines. These are compounds containing a phenylmethtylamine moiety, which consists of a phenyl group substituted by an methanamine.

Properties

Property NameProperty Value
Molecular Weight136.198
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count2
Rotatable Bond Count2
Complexity73.3
Monoisotopic Mass136.1
Exact Mass136.1
XLogP-0.4
Formal Charge0
Heavy Atom Count10
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+0.8500
Human Intestinal AbsorptionHIA+0.9579
Caco-2 PermeabilityCaco2+0.7683
P-glycoprotein SubstrateNon-substrate0.7001
P-glycoprotein InhibitorNon-inhibitor0.9862
Non-inhibitor0.9454
Renal Organic Cation TransporterNon-inhibitor0.6713
Distribution
Subcellular localizationLysosome0.7862
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8971
CYP450 2D6 SubstrateNon-substrate0.7133
CYP450 3A4 SubstrateNon-substrate0.8881
CYP450 1A2 InhibitorNon-inhibitor0.5398
CYP450 2C9 InhibitorInhibitor0.5567
CYP450 2D6 InhibitorNon-inhibitor0.9317
CYP450 2C19 InhibitorNon-inhibitor0.8202
CYP450 3A4 InhibitorNon-inhibitor0.7883
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.6023
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9007
Non-inhibitor0.8833
AMES ToxicityNon AMES toxic0.9133
CarcinogensCarcinogens 0.5164
Fish ToxicityLow FHMT0.6514
Tetrahymena Pyriformis ToxicityHigh TPT0.8913
Honey Bee ToxicityLow HBT0.5882
BiodegradationNot ready biodegradable0.7866
Acute Oral ToxicityIII0.6077
Carcinogenicity (Three-class)Non-required0.5962
Model Value Unit
Absorption
Aqueous solubility-0.8776LogS
Caco-2 Permeability1.5117LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.3470LD50, mol/kg
Fish Toxicity2.2091pLC50, mg/L
Tetrahymena Pyriformis Toxicity-0.0234pIGC50, ug/L