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dimethenamid
Sign in to saveDimethenamid is a widely used herbicide belonging to the chloroacetamide class (group 15). Group 15 herbicides inhibit synthesis of certain long-chain fatty acids, thus reducing plant growth. In 2001, about of dimethenamid were used in the United States. Dimethenamid is registered for control of annual grasses, certain annual broadleaf weeds and sedges in field corn, seed corn, popcorn and soybeans. Supplemental labeling also allows use on sweet corn, grain sorghum, dry beans and peanuts. In registering dimethinamide (SAN 582H/Frontier), EPA concluded that the primary means of dissipation of d
Chemical data
- Formula
- C12H18ClNO2S
- Molecular weight
- 275.8 g/mol
- IUPAC name
- 2-chloro-N-(2,4-dimethylthiophen-3-yl)-N-(1-methoxypropan-2-yl)acetamide
- SMILES
- CC1=CSC(=C1N(C(C)COC)C(=O)CCl)C
- InChIKey
- JLYFCTQDENRSOL-UHFFFAOYSA-N
- XLogP
- 2.6
- Polar surface area
- 57.8 Ų
- H-bond donors
- 0
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
58 papers- Dimethenamid promotes oxidative stress and apoptosis leading to cardiovascular, hepatic, and pancreatic toxicities in zebrafish embryo.Comparative biochemistry and physiology. Toxicology & pharmacology : CBP · 2023
- Stereoselective separation of dimethenamid by cyclodextrin electrokinetic chromatography using deep eutectic solvents.Journal of chromatography. A · 2022
- Advances in biosynthesis of chiral amide herbicides and the key enzymes: dimethenamid-P and S-metolachlor as case studies.Bioresources and bioprocessing · 2025
- Peer review of the pesticide risk assessment of the active substance dimethenamid-P.EFSA journal. European Food Safety Authority · 2018
- Effect of adjuvant on pendimethalin and dimethenamid-P behaviour in soil.Journal of hazardous materials · 2018
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 275.074678
- Has use
- herbicide
Show 3 more facts
- canonical SMILES
- CC1=CSC(=C1N(C(C)COC)C(=O)CCl)C
- chemical formula
- C₁₂H₁₈ClNO₂S
- Commons category
- Dimethenamid
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
1 sectionsContents
- References
Dimethenamid is a widely used herbicide belonging to the chloroacetamide class (group 15). Group 15 herbicides inhibit synthesis of certain long-chain fatty acids, thus reducing plant growth. In 2001, about of dimethenamid were used in the United States. Dimethenamid is registered for control of annual grasses, certain annual broadleaf weeds and sedges in field corn, seed corn, popcorn and soybeans. Supplemental labeling also allows use on sweet corn, grain sorghum, dry beans and peanuts. In registering dimethinamide (SAN 582H/Frontier), EPA concluded that the primary means of dissipation of dimethenamid applied to the soil surface is photolysis, whereas below the surface loss was due largely to microbial metabolism. The herbicide was found to undergo anaerobic microbial degradation under denitrifying, iron-reducing, sulfate-reducing, or methanogenic conditions. In that study, more than half of the herbicide carbon (based on 14C-labeling) added was found to be incorporated irreversibly into soil-bound residue.
==References==
Excerpted from Wikipedia’s “dimethenamid” article, available under the CC BY-SA 4.0 licence.