Basic Info

Common NamePropamocarb Hydrochloride(F04022)
2D Structure
Description

Propamocarb hydrochloride is a carbamate pesticide. Carbamate pesticides are derived from carbamic acid and kill insects in a similar fashion as organophosphate insecticides. They are widely used in homes, gardens and agriculture. The first carbamate, carbaryl, was introduced in 1956 and more of it has been used throughout the world than all other carbamates combined. Because of carbaryl's relatively low mammalian oral and dermal toxicity and broad control spectrum, it has had wide use in lawn and garden settings. Most of the carbamates are extremely toxic to Hymenoptera, and precautions must be taken to avoid exposure to foraging bees or parasitic wasps. Some of the carbamates are translocated within plants, making them an effective systemic treatment. (L795)

FRCD IDF04022
CAS Number25606-41-1
PubChem CID15575641
FormulaC9H21ClN2O2
IUPAC Name

propyl N-[3-(dimethylamino)propyl]carbamate;hydrochloride

InChI Key

MKIMSXGUTQTKJU-UHFFFAOYSA-N

InChI

InChI=1S/C9H20N2O2.ClH/c1-4-8-13-9(12)10-6-5-7-11(2)3;/h4-8H2,1-3H3,(H,10,12);1H

Canonical SMILES

CCCOC(=O)NCCCN(C)C.Cl

Isomeric SMILES

CCCOC(=O)NCCCN(C)C.Cl

Synonyms
        
            Propyl [3-(dimethylamino)propyl]carbamate monohydrochloride
        
            Propamocarb hydrochloride
        
            25606-41-1
        
            UNII-V39TC0925S
        
            W-110639
        
            propyl [3-(dimethylamino)propyl]carbamate hydrochloride
        
            CHEBI:81735
        
            V39TC0925S
        
            Carbamic acid, [3-(dimethylamino)propyl]-, propyl ester, monohydrochloride
        
            propyl N-[3-(dimethylamino)propyl]carbamate;hydrochloride
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganic nitrogen compounds
ClassOrganonitrogen compounds
SubclassAmines
Intermediate Tree NodesTertiary amines
Direct ParentTrialkylamines
Alternative Parents
Molecular FrameworkAliphatic acyclic compounds
SubstituentsTertiary aliphatic amine - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Carboximidic acid derivative - Organic oxygen compound - Organopnictogen compound - Hydrocarbon derivative - Hydrochloride - Organooxygen compound - Aliphatic acyclic compound
DescriptionThis compound belongs to the class of organic compounds known as trialkylamines. These are organic compounds containing a trialkylamine group, characterized by exactly three alkyl groups bonded to the amino nitrogen.

Properties

Property NameProperty Value
Molecular Weight224.729
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count3
Rotatable Bond Count7
Complexity138
Monoisotopic Mass224.129
Exact Mass224.129
Formal Charge0
Heavy Atom Count14
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count2

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.9412
Human Intestinal AbsorptionHIA+1.0000
Caco-2 PermeabilityCaco2+0.5000
P-glycoprotein SubstrateNon-substrate0.5287
P-glycoprotein InhibitorNon-inhibitor0.5660
Non-inhibitor0.6946
Renal Organic Cation TransporterNon-inhibitor0.8527
Distribution
Subcellular localizationLysosome0.6207
Metabolism
CYP450 2C9 SubstrateNon-substrate0.8051
CYP450 2D6 SubstrateNon-substrate0.7652
CYP450 3A4 SubstrateSubstrate0.5301
CYP450 1A2 InhibitorNon-inhibitor0.6696
CYP450 2C9 InhibitorNon-inhibitor0.8505
CYP450 2D6 InhibitorNon-inhibitor0.8613
CYP450 2C19 InhibitorNon-inhibitor0.8220
CYP450 3A4 InhibitorNon-inhibitor0.9016
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.9015
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9554
Non-inhibitor0.7451
AMES ToxicityNon AMES toxic0.6380
CarcinogensNon-carcinogens0.5473
Fish ToxicityHigh FHMT0.8343
Tetrahymena Pyriformis ToxicityHigh TPT0.7693
Honey Bee ToxicityLow HBT0.6370
BiodegradationNot ready biodegradable0.9460
Acute Oral ToxicityIII0.5720
Carcinogenicity (Three-class)Non-required0.5790

Model Value Unit
Absorption
Aqueous solubility-2.4029LogS
Caco-2 Permeability1.0925LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity2.5491LD50, mol/kg
Fish Toxicity1.6974pLC50, mg/L
Tetrahymena Pyriformis Toxicity-0.1725pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
PotatoesCanada0. 5mg/kg
Fat Of CattleCanada0. 25mg/kg
Fat Of GoatsCanada0. 25mg/kg
Fat Of HogsCanada0. 25mg/kg
Fat Of HorsesCanada0. 25mg/kg
Fat Of SheepCanada0. 25mg/kg
Liver Of CattleCanada0. 35mg/kg
Liver Of GoatsCanada0. 35mg/kg
Liver Of HogsCanada0. 35mg/kg
Liver Of HorsesCanada0. 35mg/kg
Liver Of SheepCanada0. 35mg/kg
Meat Byproducts (Except Liver) Of CattleCanada0. 25mg/kg
Meat Byproducts (Except Liver) Of GoatsCanada0. 25mg/kg
Meat Byproducts (Except Liver) Of HogsCanada0. 25mg/kg
Meat Byproducts (Except Liver) Of HorsesCanada0. 25mg/kg
Meat Byproducts (Except Liver) Of SheepCanada0. 25mg/kg
Meat Of CattleCanada0. 25mg/kg
Meat Of GoatsCanada0. 25mg/kg
Meat Of HogsCanada0. 25mg/kg
Meat Of HorsesCanada0. 25mg/kg