Basic Info

Common NameHyquincarb(F04001)
2D Structure
Description

Hyquincarb 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 IDF04001
CAS Number56716-21-3
PubChem CID12798249
FormulaC13H18N2O2
IUPAC Name

(2-methyl-5,6,7,8-tetrahydroquinolin-4-yl) N,N-dimethylcarbamate

InChI Key

UGDSMVBQVGFJGW-UHFFFAOYSA-N

InChI

InChI=1S/C13H18N2O2/c1-9-8-12(17-13(16)15(2)3)10-6-4-5-7-11(10)14-9/h8H,4-7H2,1-3H3

Canonical SMILES

CC1=NC2=C(CCCC2)C(=C1)OC(=O)N(C)C

Isomeric SMILES

CC1=NC2=C(CCCC2)C(=C1)OC(=O)N(C)C

Synonyms
        
            56716-21-3
        
            Hyquincarb
        
            UNII-B4M5940F31
        
            B4M5940F31
        
            Hyquincarb [ISO]
        
            Quinocarb
        
            SCHEMBL120137
        
            DTXSID7058129
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
ClassQuinolines and derivatives
SubclassHydroquinolines
Intermediate Tree NodesNot available
Direct ParentHydroquinolines
Alternative Parents
Molecular FrameworkAromatic heteropolycyclic compounds
SubstituentsTetrahydroquinoline - Methylpyridine - Pyridine - Carbamic acid ester - Heteroaromatic compound - Carbonic acid derivative - Azacycle - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Organic oxygen compound - Organic nitrogen compound - Aromatic heteropolycyclic compound
DescriptionThis compound belongs to the class of organic compounds known as hydroquinolines. These are derivatives of quinoline in which in which at least one double bond in the quinoline moiety are reduced by adding two hydrogen atoms.

Properties

Property NameProperty Value
Molecular Weight234.299
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count2
Complexity281
Monoisotopic Mass234.137
Exact Mass234.137
XLogP2.2
Formal Charge0
Heavy Atom Count17
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+0.9828
Human Intestinal AbsorptionHIA+0.9940
Caco-2 PermeabilityCaco2+0.6597
P-glycoprotein SubstrateNon-substrate0.5267
P-glycoprotein InhibitorInhibitor0.7159
Non-inhibitor0.5208
Renal Organic Cation TransporterNon-inhibitor0.6045
Distribution
Subcellular localizationMitochondria0.8168
Metabolism
CYP450 2C9 SubstrateNon-substrate0.7584
CYP450 2D6 SubstrateNon-substrate0.5897
CYP450 3A4 SubstrateSubstrate0.7566
CYP450 1A2 InhibitorNon-inhibitor0.5960
CYP450 2C9 InhibitorNon-inhibitor0.7935
CYP450 2D6 InhibitorNon-inhibitor0.7970
CYP450 2C19 InhibitorNon-inhibitor0.5892
CYP450 3A4 InhibitorNon-inhibitor0.8080
CYP Inhibitory PromiscuityHigh CYP Inhibitory Promiscuity0.5633
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.7963
Inhibitor0.5930
AMES ToxicityNon AMES toxic0.5207
CarcinogensNon-carcinogens0.9283
Fish ToxicityHigh FHMT0.8311
Tetrahymena Pyriformis ToxicityHigh TPT0.6387
Honey Bee ToxicityHigh HBT0.5096
BiodegradationNot ready biodegradable0.9905
Acute Oral ToxicityII0.4581
Carcinogenicity (Three-class)Non-required0.6515

Model Value Unit
Absorption
Aqueous solubility-3.1804LogS
Caco-2 Permeability1.3458LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity3.0986LD50, mol/kg
Fish Toxicity0.9418pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.6074pIGC50, ug/L

Targets

General Function:
Serine hydrolase activity
Specific Function:
Terminates signal transduction at the neuromuscular junction by rapid hydrolysis of the acetylcholine released into the synaptic cleft. Role in neuronal apoptosis.
Gene Name:
ACHE
Uniprot ID:
P22303
Molecular Weight:
67795.525 Da
References
  1. Fishel F (2009). Pesticide Toxicity Profile: Carbamate Pesticides. University of Florida, IFAS Extension.: http://edis.ifas.ufl.edu/PI088
General Function:
Identical protein binding
Specific Function:
Esterase with broad substrate specificity. Contributes to the inactivation of the neurotransmitter acetylcholine. Can degrade neurotoxic organophosphate esters.
Gene Name:
BCHE
Uniprot ID:
P06276
Molecular Weight:
68417.575 Da
Mechanism of Action:
Like the organophosphates, their mode of action is inhibition of cholinesterase enzymes, affecting nerve impulse transmission.
References
  1. Fishel F (2009). Pesticide Toxicity Profile: Carbamate Pesticides. University of Florida, IFAS Extension.: http://edis.ifas.ufl.edu/PI088