Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C12H18ClNO2S |
| Molecular Weight | 275.795 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
COCC(C)N(C(=O)CCl)C1=C(C)SC=C1C
InChI
InChIKey=JLYFCTQDENRSOL-UHFFFAOYSA-N
InChI=1S/C12H18ClNO2S/c1-8-7-17-10(3)12(8)14(11(15)5-13)9(2)6-16-4/h7,9H,5-6H2,1-4H3
| Molecular Formula | C12H18ClNO2S |
| Molecular Weight | 275.795 |
| Charge | 0 |
| Count |
|
| Stereochemistry | RACEMIC |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Optical Activity | ( + / - ) |
Dimethenamid is a widely used herbicidal compound.
It was originally developed by Sandoz Agro and previously marketed as a racemic mixture. It is now known that only the S-isomer exhibits herbicidal activity. The S-isomer is known by the common name dimethenamid-P. Human and animal toxicity are considered low enough for commercial use as a herbicide.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Chlorine monoxide (Cl(2)O) and molecular chlorine (Cl(2)) as active chlorinating agents in reaction of dimethenamid with aqueous free chlorine. | 2010-05-01 |
|
| Cytosolic action of phytochelatin synthase. | 2010-05 |
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| Impact of environmental chemicals on key transcription regulators and correlation to toxicity end points within EPA's ToxCast program. | 2010-03-15 |
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| A rapid multi-residue determination method of herbicides in grain by GC-MS-SIM. | 2008-05-22 |
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| Safeners coordinately induce the expression of multiple proteins and MRP transcripts involved in herbicide metabolism and detoxification in Triticum tauschii seedling tissues. | 2007-04 |
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| Effect of selected sugar beet herbicides on germination of various Chenopodium album populations. | 2007 |
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| Development of EPA method 535 for the determination of chloroacetanilide and other acetamide herbicide degradates in drinking water by solid-phase extraction and liquid chromatography/tandem mass spectrometry. | 2006-03-04 |
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| Analytical method for dimethenamid-P in selected raw agricultural commodities by gas chromatography with electron capture detection. | 2006-01-03 |
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| Removal of neutral chloroacetamide herbicide degradates during simulated unit processes for drinking water treatment. | 2005-12 |
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| The very-long-chain fatty acid synthase is inhibited by chloroacetamides. | 2005-04-09 |
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| Variability of herbicide losses from 13 fields to surface water within a small catchment after a controlled herbicide application. | 2004-07-15 |
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| Simultaneous assessment of sources, processes, and factors influencing herbicide losses to surface waters in a small agricultural catchment. | 2004-07-15 |
|
| Analytical method for the determination of metolachlor, acetochlor, alachlor, dimethenamid, and their corresponding ethanesulfonic and oxanillic acid degradates in water using SPE and LC/ESI-MS/MS. | 2002-08-01 |
|
| Structure of a tau class glutathione S-transferase from wheat active in herbicide detoxification. | 2002-06-04 |
|
| Dissipation of the herbicide [14C]dimethenamid under anaerobic conditions in flooded soil microcosms. | 2002-03-13 |
|
| Analysis and detection of the herbicides dimethenamid and flufenacet and their sulfonic and oxanilic acid degradates in natural water. | 2002-02-27 |
Sample Use Guides
Acute toxicity studies conducted in rats determined LD50's for Racemic dimethenamid as 371 mg/kg bw and 427 mg/kg bw for male and female rats respectively. Acute Toxicity of dimethenamid-P was determined in rats with a male LD50 of 429 mg/kg bw and female LD50 of 531 mg/kg bw.
Route of Administration:
Oral
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 21:48:18 GMT 2025
by
admin
on
Mon Mar 31 21:48:18 GMT 2025
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| Record UNII |
8504Z6C4XZ
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| Record Status |
Validated (UNII)
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| Record Version |
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EPA PESTICIDE CODE |
129051
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dimethenamid
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Dimethenamid
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