TRICLOPYR

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 Search

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

Description
Sources: http://npic.orst.edu/factsheets/triclogen.pdf | http://www.toxipedia.org/display/toxipedia/Triclopyr | https://www.invasive.org/gist/products/handbook/20.triclopyr.pdf | http://www.eastbaypesticidealert.org/triclopyr.pdf | https://www.ncbi.nlm.nih.gov/pubmed/12132342

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.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
auxin metabolic process 1 Target ID: GO:0009850 Sources: https://www.invasive.org/gist/products/handbook/20.triclopyr.pdf	Modulator 828

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
The aquatic fate of triclopyr in whole-pond treatments.	2001 Sep	11561400
Assessing the potential for pesticide leaching for the pine forest areas of Tenerife.	2001 Sep	11521822
Environmental fate of triclopyr.	2002	12132342
Turfgrass thatch effects on pesticide leaching: a laboratory and modeling study.	2003 Jan-Feb	12549561
Effect of pH and Release on two life stages of four anuran amphibians.	2003 Nov	14587907
Carbaryl, 2,4-D, and Triclopyr adsorption in thatch-soil ecosystems.	2005	16190014
Physiological and biochemical characterization of quinclorac resistance in a false cleavers (Galium spurium L.) biotype.	2005 Feb 23	15713032
Assessment of herbicide leaching risk in two tropical soils of Reunion Island (France).	2005 Mar-Apr	15758106
Tree thinning as an option to increase herbaceous yield of an encroached semi-arid savanna in South Africa.	2005 May 28	15921528
Evaluation of estrogenic activities of aquatic herbicides and surfactants using an rainbow trout vitellogenin assay.	2005 Oct	16049272
Impact of data quality and model complexity on prediction of pesticide leaching.	2006 Mar-Apr	16510708
Isotope dilution high-resolution gas chromatography/high-resolution mass spectrometry method for analysis of selected acidic herbicides in surface water.	2006 Nov 10	16956613
Ten years of mixing cocktails: a review of combination effects of endocrine-disrupting chemicals.	2007 Dec	18174957
Developmental toxicity evaluation of triclopyr butoxyethyl ester and triclopyr triethylamine salt in the CD rat.	2007 Feb	17194567
Development and characterisation of an immunoaffinity chromatographic column for the on-line determination of the pesticide triclopyr.	2007 Feb 28	19071466
Optimisation of the separation of herbicides by linear gradient high performance liquid chromatography utilising artificial neural networks.	2007 Feb 28	19071444
Acidic herbicides in surface waters of Lower Fraser Valley, British Columbia, Canada.	2007 Jan 12	17118381
Calibration of a passive sampling device for time-integrated sampling of hydrophilic herbicides in aquatic environments.	2007 Mar	17373506
Efficacy of control measures for European buckthorn (Rhamnus cathartica L.) in Saskatchewan.	2007 Oct	17661129
Determination of chlorinated acid herbicides in vegetation and soil by liquid chromatography/electrospray-tandem mass spectrometry.	2007 Sep-Oct	17955986
Perturbation of organogenesis by the herbicide atrazine in the amphibian Xenopus laevis.	2008 Feb	18288322
Comments on "Evaluation of estrogenic activities of aquatic herbicides and surfactants using a rainbow trout vitellogenin assay".	2008 Jul	18385211
Dissipation of four forest-use herbicides at high latitudes.	2008 Oct	18751747
Assessment of potential aquatic herbicide impacts to California aquatic ecosystems.	2008 Oct	18293029
Multiple stressor effects of herbicide, pH, and food on wetland zooplankton and a larval amphibian.	2008 Sep	17904219
A biomarker validation study of prenatal chlorpyrifos exposure within an inner-city cohort during pregnancy.	2009 Apr	19440494
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	18677547
Impact of pesticides use in agriculture: their benefits and hazards.	2009 Mar	21217838
Photodegradation of bentazon, clopyralid, and triclopyr on model leaves: importance of a systematic evaluation of pesticide photostability on crops.	2009 Mar 11	19222158
A piezoelectric immunosensor for the determination of pesticide residues and metabolites in fruit juices.	2009 May 15	19269436
Intraspecific geographic variation of fragrances acquired by orchid bees in native and introduced populations.	2010 Aug	20623328
Severe systemic intoxication following triclopyr-TEA ingestion.	2010 Nov	21171852
Photoprotection by plant extracts: a new ecological means to reduce pesticide photodegradation.	2010 Sep 8	20707341
Toxicity of neurons treated with herbicides and neuroprotection by mitochondria-targeted antioxidant SS31.	2011 Jan	21318024

Patents

Sample Use Guides

In Vivo Use Guide

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 GMT 2023` Edited by `admin` on `Fri Dec 15 19:02:44 GMT 2023`
Record UNII	MV06PHJ6I0
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

TRICLOPYR

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