U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C10H9ClN4S
Molecular Weight 252.723
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of THIACLOPRID

SMILES

ClC1=NC=C(CN2CCS\C2=N/C#N)C=C1

InChI

InChIKey=HOKKPVIRMVDYPB-UVTDQMKNSA-N
InChI=1S/C10H9ClN4S/c11-9-2-1-8(5-13-9)6-15-3-4-16-10(15)14-7-12/h1-2,5H,3-4,6H2/b14-10-

HIDE SMILES / InChI

Molecular Formula C10H9ClN4S
Molecular Weight 252.723
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Effects of Neonicotinoids on Promoter-Specific Expression and Activity of Aromatase (CYP19) in Human Adrenocortical Carcinoma (H295R) and Primary Umbilical Vein Endothelial (HUVEC) Cells.
2016-01
Activity profiles of 309 ToxCast™ chemicals evaluated across 292 biochemical targets.
2011-03-28
Effects of six selected orchard insecticides on Neoseiulus fallacis (Acari: Phytoseiidae) in the laboratory.
2010-11
Acute human lethal toxicity of agricultural pesticides: a prospective cohort study.
2010-10-26
Activity of broad-spectrum and reduced-risk insecticides on various life stages of cranberry fruitworm (Lepidoptera: Pyralidae) in highbush blueberry.
2010-10
The significance of the Druckrey-Küpfmüller equation for risk assessment--the toxicity of neonicotinoid insecticides to arthropods is reinforced by exposure time.
2010-09-30
Degradation of thiacloprid in aqueous solution by UV and UV/H2O2 treatments.
2010-09
Transcriptomic and proteomic effects of a neonicotinoid insecticide mixture in the marine mussel (Mytilus galloprovincialis, Lam.).
2010-08-15
Plum curculio (Coleoptera: Curculionidae) adult mortality and associated fruit injury after exposure to field-aged insecticides on tart cherry branches.
2010-08
Toxicity of three binary mixtures to Daphnia magna: comparing chemical modes of action and deviations from conceptual models.
2010-08
(Z)-N-{3-[1-(4-Chloro-phen-yl)eth-yl]thia-zolidin-2-yl-idene}cyanamide.
2010-07-31
(Z)-2-(1,3-Thia-zolidin-2-yl-idene)cyan-amide.
2010-07-31
Amplification of a cytochrome P450 gene is associated with resistance to neonicotinoid insecticides in the aphid Myzus persicae.
2010-06-24
Biotransformation of thianicotinyl neonicotinoid insecticides: diverse molecular substituents response to metabolism by bacterium Stenotrophomonas maltophilia CGMCC 1.1788.
2010-06
Multiresidue analysis of neonicotinoids by solid-phase extraction technique using high-performance liquid chromatography.
2010-06
Effect of dissolved ozone or ferric ions on photodegradation of thiacloprid in presence of different TiO2 catalysts.
2010-05-15
Assessing toxicity of the insecticide thiacloprid on Chironomus riparius (Insecta: Diptera) using multiple end points.
2010-05
High levels of miticides and agrochemicals in North American apiaries: implications for honey bee health.
2010-03-19
Metabolism of the Neonicotinoid insecticides acetamiprid and thiacloprid by the yeast Rhodotorula mucilaginosa strain IM-2.
2010-02-24
Risk assessment for side-effects of neonicotinoids against bumblebees with and without impairing foraging behavior.
2010-01
Integrated management of phytoplasma diseases in pome fruit: an overview of efficacy results of IPM insecticides against pear Psylla (Cacopsylla pyri).
2010
Ecotoxicity of neonicotinoid insecticides to bees.
2010
The inducibility of human cytochrome P450 1A by environmental-relevant xenobiotics in the human hepatoma derived cell line HepG2.
2009-11
Hydroxylation of thiacloprid by bacterium Stenotrophomonas maltophilia CGMCC1.1788.
2009-11
Curative activity of insecticides against plum curculio (Coleoptera: Curculionidae) in tart cherries.
2009-10
Comparative toxicity of pesticides to stingless bees (Hymenoptera: Apidae: Meliponini).
2009-10
Residues of Pesticides in honeybee (Apis mellifera carnica) bee bread and in pollen loads from treated apple orchards.
2009-09
Reactivity of hydroxyl radicals with neonicotinoid insecticides: mechanism and changes in toxicity.
2009-07
Multiresidue analysis of pesticides with hydrolyzable functionality in cooked vegetables by liquid chromatography tandem mass spectrometry.
2009-07
Chemistry of polyhalogenated nitrobutadienes, 8: Nitropolychlorobutadienes--precursors for insecticidal neonicotinoids.
2009-06-15
Enzymes and inhibitors in neonicotinoid insecticide metabolism.
2009-06-10
Effect of seven new orchard pesticides on Galendromus occidentalis in laboratory studies.
2009-06
Risk assessment of thiacloprid and its chemical decontamination on eggplant, Solanum melongena L.
2009-02
Desorption electrospray ionization mass spectrometry for trace analysis of agrochemicals in food.
2009-01-15
On-line monitoring imidacloprid and thiacloprid in celery juice using quartz crystal microbalance.
2009-01-15
Measuring and modelling mixture toxicity of imidacloprid and thiacloprid on Caenorhabditis elegans and Eisenia fetida.
2009-01
The selectivity in the time of thiacloprid (Calypso 480 SC) applied at preblossom on the further Anthocoris nemoralis population build up in pears.
2009
Neonicotinoids as seed potato treatments to control wireworms.
2009
Determination of neonicotinoid insecticides residues in bovine milk samples by solid-phase extraction clean-up and liquid chromatography with diode-array detection.
2008-12-19
Variability of pesticide exposure in a stream mesocosm system: macrophyte-dominated vs. non-vegetated sections.
2008-12
Susceptibility to neonicotinoids and risk of resistance development in the brown planthopper, Nilaparvata lugens (Stål) (Homoptera: Delphacidae).
2008-12
Long-term stream invertebrate community alterations induced by the insecticide thiacloprid: effect concentrations and recovery dynamics.
2008-11-01
Correlated responses to neonicotinoid insecticides in clones of the peach-potato aphid, Myzus persicae (Hemiptera: Aphididae).
2008-11
Applied aspects of neonicotinoid uses in crop protection.
2008-11
Aquatic passive sampling of a short-term thiacloprid pulse with the Chemcatcher: impact of biofouling and use of a diffusion-limiting membrane on the sampling rate.
2008-08-29
Effect of light on the degradation of two neonicotinoids viz acetamiprid and thiacloprid in soil.
2008-08
Temperature-dependent effects of the pesticides thiacloprid and diazinon on the embryonic development of zebrafish (Danio rerio).
2008-03-26
Acute and delayed effects of the neonicotinoid insecticide thiacloprid on seven freshwater arthropods.
2008-02
Insecticidal resistance and cross-resistance in populations of Cydia pomonella (Lepidoptera: Tortricidae) in central Europe.
2007-10
Residual dynamics of thiacloprid in medical herbs marjoram, thyme, and camomile in soil.
2007
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:06:15 GMT 2025
Edited
by admin
on Mon Mar 31 19:06:15 GMT 2025
Record UNII
DSV3A944A4
Record Status Validated (UNII)
Record Version
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Name Type Language
THIACLOPRID [HSDB]
Preferred Name English
THIACLOPRID
HSDB   ISO   MI  
Common Name English
(Z)-3-(6-CHLORO-3-PYRIDYLMETHYL)-1,3-THIAZOLIDIN-2-YLIDENECYANAMIDE
Systematic Name English
THIACLOPRID [MI]
Common Name English
(Z)-(3-((6-CHLORO-3-PYRIDINYL)METHYL)-2-THIAZOLIDINYLIDENE)CYANAMIDE
Systematic Name English
THIACLOPRID [ISO]
Common Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 14019
Created by admin on Mon Mar 31 19:06:15 GMT 2025 , Edited by admin on Mon Mar 31 19:06:15 GMT 2025
Code System Code Type Description
WIKIPEDIA
THIACLOPRID
Created by admin on Mon Mar 31 19:06:15 GMT 2025 , Edited by admin on Mon Mar 31 19:06:15 GMT 2025
PRIMARY
PUBCHEM
115224
Created by admin on Mon Mar 31 19:06:15 GMT 2025 , Edited by admin on Mon Mar 31 19:06:15 GMT 2025
PRIMARY
MERCK INDEX
m10713
Created by admin on Mon Mar 31 19:06:15 GMT 2025 , Edited by admin on Mon Mar 31 19:06:15 GMT 2025
PRIMARY Merck Index
MESH
C417209
Created by admin on Mon Mar 31 19:06:15 GMT 2025 , Edited by admin on Mon Mar 31 19:06:15 GMT 2025
PRIMARY
HSDB
7268
Created by admin on Mon Mar 31 19:06:15 GMT 2025 , Edited by admin on Mon Mar 31 19:06:15 GMT 2025
PRIMARY
EPA CompTox
DTXSID7034961
Created by admin on Mon Mar 31 19:06:15 GMT 2025 , Edited by admin on Mon Mar 31 19:06:15 GMT 2025
PRIMARY
CHEBI
39175
Created by admin on Mon Mar 31 19:06:15 GMT 2025 , Edited by admin on Mon Mar 31 19:06:15 GMT 2025
PRIMARY
CAS
111988-49-9
Created by admin on Mon Mar 31 19:06:15 GMT 2025 , Edited by admin on Mon Mar 31 19:06:15 GMT 2025
PRIMARY
ALANWOOD
thiacloprid
Created by admin on Mon Mar 31 19:06:15 GMT 2025 , Edited by admin on Mon Mar 31 19:06:15 GMT 2025
PRIMARY
FDA UNII
DSV3A944A4
Created by admin on Mon Mar 31 19:06:15 GMT 2025 , Edited by admin on Mon Mar 31 19:06:15 GMT 2025
PRIMARY
DRUG BANK
DB08620
Created by admin on Mon Mar 31 19:06:15 GMT 2025 , Edited by admin on Mon Mar 31 19:06:15 GMT 2025
PRIMARY
SMS_ID
300000053700
Created by admin on Mon Mar 31 19:06:15 GMT 2025 , Edited by admin on Mon Mar 31 19:06:15 GMT 2025
PRIMARY