Basic Info

Common NamePiperophos(F06208)
2D Structure
FRCD IDF06208
CAS Number24151-93-7
PubChem CID32230
FormulaC14H28NO3PS2
IUPAC Name

2-dipropoxyphosphinothioylsulfanyl-1-(2-methylpiperidin-1-yl)ethanone

InChI Key

UNLYSVIDNRIVFJ-UHFFFAOYSA-N

InChI

InChI=1S/C14H28NO3PS2/c1-4-10-17-19(20,18-11-5-2)21-12-14(16)15-9-7-6-8-13(15)3/h13H,4-12H2,1-3H3

Canonical SMILES

CCCOP(=S)(OCCC)SCC(=O)N1CCCCC1C

Isomeric SMILES

CCCOP(=S)(OCCC)SCC(=O)N1CCCCC1C

Synonyms
        
            O,O-Dipropyl S-2-methyl-piperidinocarbonyl-methyl phosphorodithioate
        
            PIPEROPHOS
        
            Rilof
        
            24151-93-7
        
            Avirosan
        
            Piperofos
        
            Piperophos [BSI:ISO]
        
            C 19490
        
            UNLYSVIDNRIVFJ-UHFFFAOYSA-N
        
            1-(Di-N-propoxyphosphinothioylthiomethylcarbonyl-2-methylpiperidine)
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
ClassPiperidines
SubclassN-acylpiperidines
Intermediate Tree NodesNot available
Direct ParentN-acylpiperidines
Alternative Parents
Molecular FrameworkAliphatic heteromonocyclic compounds
SubstituentsN-acyl-piperidine - Dithiophosphate o-ester - Dithiophosphate s-ester - Tertiary carboxylic acid amide - Organic dithiophosphate - Carboxamide group - Carboxylic acid derivative - Organothiophosphorus compound - Sulfenyl compound - Azacycle - Organopnictogen compound - Carbonyl group - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Organic nitrogen compound - Organic oxide - Hydrocarbon derivative - Aliphatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as n-acylpiperidines. These are compounds containing an N-acyethanolamine moiety, which is characterized by an acyl group is linked to the nitrogen atom of a piperidine.

Properties

Property NameProperty Value
Molecular Weight353.476
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count5
Rotatable Bond Count9
Complexity356
Monoisotopic Mass353.125
Exact Mass353.125
XLogP4.2
Formal Charge0
Heavy Atom Count21
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.9832
Human Intestinal AbsorptionHIA+0.9909
Caco-2 PermeabilityCaco2-0.5196
P-glycoprotein SubstrateNon-substrate0.6037
P-glycoprotein InhibitorInhibitor0.6241
Non-inhibitor0.9556
Renal Organic Cation TransporterNon-inhibitor0.7995
Distribution
Subcellular localizationMitochondria0.4548
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8186
CYP450 2D6 SubstrateNon-substrate0.7690
CYP450 3A4 SubstrateSubstrate0.5767
CYP450 1A2 InhibitorNon-inhibitor0.6876
CYP450 2C9 InhibitorNon-inhibitor0.6648
CYP450 2D6 InhibitorNon-inhibitor0.8925
CYP450 2C19 InhibitorNon-inhibitor0.5524
CYP450 3A4 InhibitorInhibitor0.8334
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.6388
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9184
Non-inhibitor0.7043
AMES ToxicityNon AMES toxic0.6979
CarcinogensNon-carcinogens0.7787
Fish ToxicityLow FHMT0.5458
Tetrahymena Pyriformis ToxicityHigh TPT0.9680
Honey Bee ToxicityHigh HBT0.7006
BiodegradationNot ready biodegradable0.6092
Acute Oral ToxicityII0.7408
Carcinogenicity (Three-class)Non-required0.6192

Model Value Unit
Absorption
Aqueous solubility-4.0875LogS
Caco-2 Permeability1.0782LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity3.0694LD50, mol/kg
Fish Toxicity1.7263pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.4003pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Rice(Brown Rice)Japan0.01ppm