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Details

Stereochemistry ACHIRAL
Molecular Formula C7H4Cl3NO3
Molecular Weight 256.471
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TRICLOPYR

SMILES

OC(=O)COC1=NC(Cl)=C(Cl)C=C1Cl

InChI

InChIKey=REEQLXCGVXDJSQ-UHFFFAOYSA-N
InChI=1S/C7H4Cl3NO3/c8-3-1-4(9)7(11-6(3)10)14-2-5(12)13/h1H,2H2,(H,12,13)

HIDE SMILES / InChI

Molecular Formula C7H4Cl3NO3
Molecular Weight 256.471
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Triclopyr is a chloropyridinyl compound herbicide used against woody and herbaceous weeds. Most triclopyr is sold as a triethylamine salt (abbreviated TEA) or butoxyethyl ester (abbreviated BEE) derivative of the parent chemical, triclopyr acid. Triclopyr TEA was registered with the EPA in 1979 and triclopyr BEE was registered in 1980 (#EPA). Both chemicals are used for weed control in forests, pastures, and on other grasses including home lawns.Triclopyr is sold under names such as Access, Crossbow, ET, Garlon, Grazon, PathFinder, Redeem, Rely, Remedy, and Turflon. It is often mixed other herbicides like picloram or 2,4-D to target a greater range of plant pests Triclopyr controls target weeds by mimicking the plant hormone auxin, causing uncontrolled plant growth. Low concentrations of triclopyr can stimulate RNA, DNA, and protein synthesis leading to uncontrolled cell division and growth, and, ultimately, vascular tissue destruction. Conversely, high concentrations of triclopyr can inhibit cell division and growth.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
A test system to evaluate the susceptibility of Oregon, USA, native stream invertebrataes to triclopyr and carbaryl.
2001 Oct
The aquatic fate of triclopyr in whole-pond treatments.
2001 Sep
Assessing the potential for pesticide leaching for the pine forest areas of Tenerife.
2001 Sep
Environmental fate of triclopyr.
2002
Dissipation of triclopyr herbicide applied in Lake Minnetonka, MN concurrently with Rhodamine WT dye.
2002 Jul
Toxicokinetics, recovery, and metabolism of triclopyr butotyl (ACTP) ester in goats.
2002 Jul 17
New approach to immunochemical determinations for triclopyr and 3,5,6-trichloro-2-pyridinol by using a bifunctional hapten, and evaluation of polyclonal antiserum.
2002 Jun 19
Turfgrass thatch effects on pesticide leaching: a laboratory and modeling study.
2003 Jan-Feb
Soil photolysis of herbicides in a moisture- and temperature-controlled environment.
2003 Jul 16
Effect of pH and Release on two life stages of four anuran amphibians.
2003 Nov
[Human health and pesticides used in the spraying of illicit crops: an issue of science or politics?].
2004 May-Aug
Carbaryl, 2,4-D, and Triclopyr adsorption in thatch-soil ecosystems.
2005
Physiological and biochemical characterization of quinclorac resistance in a false cleavers (Galium spurium L.) biotype.
2005 Feb 23
Worker exposures to triclopyr: risk assessment through measurements in urine samples.
2005 Jul
Assessment of herbicide leaching risk in two tropical soils of Reunion Island (France).
2005 Mar-Apr
Determination of antagonism between cyhalofop-butyl and other rice (Oryza sativa) herbicides in barnyardgrass (Echinochloa crus-galli).
2005 May 18
Tree thinning as an option to increase herbaceous yield of an encroached semi-arid savanna in South Africa.
2005 May 28
Evaluation of estrogenic activities of aquatic herbicides and surfactants using an rainbow trout vitellogenin assay.
2005 Oct
Heterogeneous photocatalysed degradation of two selected pesticide derivatives, triclopyr and daminozid in aqueous suspensions of titanium dioxide.
2006 Jul
Impact of data quality and model complexity on prediction of pesticide leaching.
2006 Mar-Apr
Isotope dilution high-resolution gas chromatography/high-resolution mass spectrometry method for analysis of selected acidic herbicides in surface water.
2006 Nov 10
Ten years of mixing cocktails: a review of combination effects of endocrine-disrupting chemicals.
2007 Dec
Developmental toxicity evaluation of triclopyr butoxyethyl ester and triclopyr triethylamine salt in the CD rat.
2007 Feb
Development and characterisation of an immunoaffinity chromatographic column for the on-line determination of the pesticide triclopyr.
2007 Feb 28
Optimisation of the separation of herbicides by linear gradient high performance liquid chromatography utilising artificial neural networks.
2007 Feb 28
Dacthal and chlorophenoxy herbicides and chlorothalonil fungicide in eggs of osprey (Pandion haliaetus) from the Duwamish-Lake Washington-Puget Sound area of Washington state, USA.
2007 Jan
Acidic herbicides in surface waters of Lower Fraser Valley, British Columbia, Canada.
2007 Jan 12
Calibration of a passive sampling device for time-integrated sampling of hydrophilic herbicides in aquatic environments.
2007 Mar
Efficacy of control measures for European buckthorn (Rhamnus cathartica L.) in Saskatchewan.
2007 Oct
Determination of chlorinated acid herbicides in vegetation and soil by liquid chromatography/electrospray-tandem mass spectrometry.
2007 Sep-Oct
Perturbation of organogenesis by the herbicide atrazine in the amphibian Xenopus laevis.
2008 Feb
Comments on "Evaluation of estrogenic activities of aquatic herbicides and surfactants using a rainbow trout vitellogenin assay".
2008 Jul
Dissipation of four forest-use herbicides at high latitudes.
2008 Oct
Assessment of potential aquatic herbicide impacts to California aquatic ecosystems.
2008 Oct
Multiple stressor effects of herbicide, pH, and food on wetland zooplankton and a larval amphibian.
2008 Sep
A biomarker validation study of prenatal chlorpyrifos exposure within an inner-city cohort during pregnancy.
2009 Apr
The occurrence of glyphosate, atrazine, and other pesticides in vernal pools and adjacent streams in Washington, DC, Maryland, Iowa, and Wyoming, 2005-2006.
2009 Aug
Impact of pesticides use in agriculture: their benefits and hazards.
2009 Mar
Photodegradation of bentazon, clopyralid, and triclopyr on model leaves: importance of a systematic evaluation of pesticide photostability on crops.
2009 Mar 11
A piezoelectric immunosensor for the determination of pesticide residues and metabolites in fruit juices.
2009 May 15
Intraspecific geographic variation of fragrances acquired by orchid bees in native and introduced populations.
2010 Aug
Severe systemic intoxication following triclopyr-TEA ingestion.
2010 Nov
Photoprotection by plant extracts: a new ecological means to reduce pesticide photodegradation.
2010 Sep 8
Toxicity of neurons treated with herbicides and neuroprotection by mitochondria-targeted antioxidant SS31.
2011 Jan
Patents

Sample Use Guides

The oral LD50 of triclopyr in rats ranges from 630 to 729 mg/kg. Rats fed diets containing between 3 and 30 mg/kg/day of triclopyr experienced no ill effects. Males fed much higher doses (100 mg/kg) had decreased liver and body weight and increased kidney weight. The male mice were also sensitive at moderate doses. They had reduced liver weight at 60 mg/kg/day. Monkeys fed small amounts of triclopyr (30 mg/kg/day) had no adverse effects.
Route of Administration: Oral
In Vitro Use Guide
Triclopyr significantly reduced the radial growth of ectomycorrhizal fungi at concentrations >/= 1000 ppm. Growth was completely inhibited at concentrations >/= 5000 ppm.
Substance Class Chemical
Created
by admin
on Fri Dec 15 19:02:44 UTC 2023
Edited
by admin
on Fri Dec 15 19:02:44 UTC 2023
Record UNII
MV06PHJ6I0
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TRICLOPYR
HSDB   ISO   MI  
Common Name English
3,5,6-TRICHLORO-2-PYRIDYLOXYACETIC ACID
Systematic Name English
2-((3,5,6-TRICHLORO-2-PYRIDINYL)OXY)ACETIC ACID
Systematic Name English
TRICLOPYR [ISO]
Common Name English
TRICLOPYR [MI]
Common Name English
TRICLOPYR [HSDB]
Common Name English
NSC-190671
Code English
Classification Tree Code System Code
EPA PESTICIDE CODE 116001
Created by admin on Fri Dec 15 19:02:44 UTC 2023 , Edited by admin on Fri Dec 15 19:02:44 UTC 2023
Code System Code Type Description
WIKIPEDIA
TRICLOPYR
Created by admin on Fri Dec 15 19:02:44 UTC 2023 , Edited by admin on Fri Dec 15 19:02:44 UTC 2023
PRIMARY
PUBCHEM
41428
Created by admin on Fri Dec 15 19:02:44 UTC 2023 , Edited by admin on Fri Dec 15 19:02:44 UTC 2023
PRIMARY
ALANWOOD
triclopyr
Created by admin on Fri Dec 15 19:02:44 UTC 2023 , Edited by admin on Fri Dec 15 19:02:44 UTC 2023
PRIMARY
CHEBI
9682
Created by admin on Fri Dec 15 19:02:44 UTC 2023 , Edited by admin on Fri Dec 15 19:02:44 UTC 2023
PRIMARY
MERCK INDEX
m11091
Created by admin on Fri Dec 15 19:02:44 UTC 2023 , Edited by admin on Fri Dec 15 19:02:44 UTC 2023
PRIMARY Merck Index
FDA UNII
MV06PHJ6I0
Created by admin on Fri Dec 15 19:02:44 UTC 2023 , Edited by admin on Fri Dec 15 19:02:44 UTC 2023
PRIMARY
CAS
55335-06-3
Created by admin on Fri Dec 15 19:02:44 UTC 2023 , Edited by admin on Fri Dec 15 19:02:44 UTC 2023
PRIMARY
EPA CompTox
DTXSID0032497
Created by admin on Fri Dec 15 19:02:44 UTC 2023 , Edited by admin on Fri Dec 15 19:02:44 UTC 2023
PRIMARY
HSDB
7060
Created by admin on Fri Dec 15 19:02:44 UTC 2023 , Edited by admin on Fri Dec 15 19:02:44 UTC 2023
PRIMARY
ECHA (EC/EINECS)
259-597-3
Created by admin on Fri Dec 15 19:02:44 UTC 2023 , Edited by admin on Fri Dec 15 19:02:44 UTC 2023
PRIMARY
MESH
C032742
Created by admin on Fri Dec 15 19:02:44 UTC 2023 , Edited by admin on Fri Dec 15 19:02:44 UTC 2023
PRIMARY
NSC
190671
Created by admin on Fri Dec 15 19:02:44 UTC 2023 , Edited by admin on Fri Dec 15 19:02:44 UTC 2023
PRIMARY