Basic Info

Common NameTazimcarb(F04030)
2D Structure
Description

Tazimcarb 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 IDF04030
CAS Number40085-57-2
PubChem CID20055217
FormulaC8H13N3O3S
IUPAC Name

[(Z)-(3,5,5-trimethyl-4-oxo-1,3-thiazolidin-2-ylidene)amino] N-methylcarbamate

InChI Key

NPYQHCFKDKPILU-POHAHGRESA-N

InChI

InChI=1S/C8H13N3O3S/c1-8(2)5(12)11(4)6(15-8)10-14-7(13)9-3/h1-4H3,(H,9,13)/b10-6-

Canonical SMILES

CC1(C(=O)N(C(=NOC(=O)NC)S1)C)C

Isomeric SMILES

CC1(C(=O)N(/C(=N/OC(=O)NC)/S1)C)C

Synonyms
        
            SCHEMBL116685
        
Classifies
                

                  
                    Pesticide
                  

                
        
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
ClassAzolidines
SubclassThiazolidines
Intermediate Tree NodesNot available
Direct ParentThiazolidines
Alternative Parents
Molecular FrameworkAliphatic heteromonocyclic compounds
SubstituentsThiazolidine - Azacycle - Carboxylic acid derivative - Organic nitrogen compound - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Carbonyl group - Aliphatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as thiazolidines. These are heterocyclic compounds containing a five-member saturated aliphatic ring with one nitrogen atom, one sulfur atom, three carbon atoms.

Properties

Property NameProperty Value
Molecular Weight231.27
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count2
Complexity327
Monoisotopic Mass231.068
Exact Mass231.068
XLogP1
Formal Charge0
Heavy Atom Count15
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB-0.5972
Human Intestinal AbsorptionHIA+0.8657
Caco-2 PermeabilityCaco2-0.5557
P-glycoprotein SubstrateNon-substrate0.7047
P-glycoprotein InhibitorNon-inhibitor0.6911
Non-inhibitor0.7497
Renal Organic Cation TransporterNon-inhibitor0.9422
Distribution
Subcellular localizationLysosome0.5368
Metabolism
CYP450 2C9 SubstrateNon-substrate0.7363
CYP450 2D6 SubstrateNon-substrate0.8334
CYP450 3A4 SubstrateNon-substrate0.5274
CYP450 1A2 InhibitorNon-inhibitor0.6847
CYP450 2C9 InhibitorNon-inhibitor0.6577
CYP450 2D6 InhibitorNon-inhibitor0.8866
CYP450 2C19 InhibitorNon-inhibitor0.5827
CYP450 3A4 InhibitorNon-inhibitor0.7827
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.8797
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9959
Non-inhibitor0.8738
AMES ToxicityNon AMES toxic0.5603
CarcinogensNon-carcinogens0.7347
Fish ToxicityHigh FHMT0.8661
Tetrahymena Pyriformis ToxicityHigh TPT0.6554
Honey Bee ToxicityHigh HBT0.5235
BiodegradationNot ready biodegradable0.9436
Acute Oral ToxicityII0.4524
Carcinogenicity (Three-class)Non-required0.5753

Model Value Unit
Absorption
Aqueous solubility-2.2961LogS
Caco-2 Permeability0.8683LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity3.7002LD50, mol/kg
Fish Toxicity1.3091pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.3164pIGC50, 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