TRALKOXYDIM

Details

Stereochemistry	ACHIRAL
Molecular Formula	C20H27NO3
Molecular Weight	329.4333
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCO\N=C(/CC)C1=C(O)CC(CC1=O)C2=C(C)C=C(C)C=C2C

InChI

InChIKey=DQFPEYARZIQXRM-LTGZKZEYSA-N

InChI=1S/C20H27NO3/c1-6-16(21-24-7-2)20-17(22)10-15(11-18(20)23)19-13(4)8-12(3)9-14(19)5/h8-9,15,22H,6-7,10-11H2,1-5H3/b21-16+

HIDE SMILES / InChI

Molecular Formula	C20H27NO3
Molecular Weight	329.4333
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	1
Optical Activity	( + / - )

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/15720007 | https://www.ncbi.nlm.nih.gov/pubmed/16665846 | http://m.cropcare.com.au/assets/1262/1/BRAchieve-2015TechManual.pdf

Tralkoxydim (2-[1-(ethoxyimino)propyl]-3-hydroxy-5- mesitylcyclohex-2-enone; International Union of Pure and Applied Chemistry) is a cyclohexanedione oxime postemergent herbicide that is produced and marketed by Zeneca Agrochemicals (now Syngenta, Basel, Switzerland). Tralkoxydim is used for the control of grass weeds in cereals and is now registered in approximately 30 countries around the world. The mode of action of tralkoxydim in plants is inhibition of the activity of acetyl–coenzyme A carboxylase. In North America, tralkoxydim is sold under the trade name Achievet (Syngenta, Greensboro, NC, USA), which is applied mainly for the control of wild oats (Avena fatua) and green foxtail (Setaria viridis) in wheat and barley crops.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Acetyl-CoA carboxylase 1 5 Target ID: CHEMBL2397 Sources: https://www.ncbi.nlm.nih.gov/pubmed/12951100 \| https://www.ncbi.nlm.nih.gov/pubmed/16665846 \| https://www.ncbi.nlm.nih.gov/pubmed/16667814	Inhibitor 8297		40.0 µM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
[Effect of herbicide tralkoxydim and 2-acylcyclohexane-1,3-diones on peroxidase activity].	2008 Jan-Feb	18491593
Chemical control of herbicide-resistant Lolium rigidum Gaud. in north-eastern Spain.	2010 Dec	20960470
Degradation and adsorption of tralkoxydim in Chinese soils and water-sediment environments.	2017 Jun	28516406

Patents

Sample Use Guides

In Vivo Use Guide

Mice: A single oral dose of 2 mg/kg body weight resulted in a significant increase in total porphyrin concentration in the livers of Alpk:APfCD-1 Swiss mice as soon as 24 h following the dose. Higher concentrations of tralkoxydim (200–750 mg/kg), again administered as a single oral dose, produced an approximately 100-fold increase in total liver porphyrin concentration. Prolonged exposure in the diet (50–5000 ppm for 28 d) resulted in marked liver enlargement and severe intrahepatic cholestasis.

Route of Administration: Oral

In Vitro Use Guide

Maize Acetyl-coenzyme A activity was inhibited by about 40% in the presence of 1 uM tralkoxydim.

Substance Class	Chemical Created by `admin` on `Sat Dec 16 09:04:03 GMT 2023` Edited by `admin` on `Sat Dec 16 09:04:03 GMT 2023`
Record UNII	39J71H3DDD
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

TRALKOXYDIM

Common Name

English

TRALKOXYDIM [MI]

Common Name

English

TRALKOXYDIME [HSDB]

Common Name

English

TRALKOXYDIM [ISO]

Common Name

English

GRASP (PESTICIDE)

Brand Name

English

ICIA-0604

Code

English

2-(1-(ETHOXYIMINO)PROPYL)-3-HYDROXY-5-(2,4,6- TRIMETHYLPHENYL)CYCLOHEX-2-ENONE

Systematic Name

English

FD-4026

Code

English

2-(1-(ETHOXYIMINO)PROPYL)-3-HYDROXY-5-MESITYLCYCLOHEX-2- ENONE

Systematic Name

English

SPLENDOR

Brand Name

English

2-CYCLOHEXEN-1-ONE, 2-(1-(ETHOXYIMINO)PROPYL)-3-HYDROXY-5-(2,4,6-TRIMETHYLPHENYL)-

Systematic Name

English

ACHIEVE

Brand Name

English

Classification Tree Code System Code

EPA PESTICIDE CODE

121000