metazachlor
acetamide, 2-chloro-N-(2,6-dimethylphenyl)-N-(1H-pyrazol-1-ylmethyl)-
Identification
| Name | metazachlor |
| CAS Number | 67129-08-2 |
| EINECS | 266-583-0 |
| FDA UNII | TPY2K437O4 |
| Molecular Formula | C14 H16 Cl N3 O |
| Molecular Weight | 277.75372000 |
| MDL Number | MFCD00055509 |
| Nikkaji Number | J19.048I |
| Beilstein | 0621550 |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 85.00 °C. @ 760.00 mm Hg |
| Boiling Point | 439.20 °C. @ 760.00 mm Hg (est) |
| Flash Point | 427.00 °F. TCC ( 219.40 °C. ) (est) |
| logP (o/w) | 2.130 |
| Soluble in | water, 430 mg/L @ 20 °C (exp) |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | oral-rat LD50 1000 mg/kg |
| Dermal Toxicity | skin-rat LD50 > 6810 mg/kg |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | herbicides / pesticides |
| Recommendation for metazachlor usage levels up to | not for fragrance use. |
| Recommendation for metazachlor flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
acetamide, 2-chloro-N-(2,6-dimethylphenyl)-N-(1H-pyrazol-1-ylmethyl)-
2-
chloro-N-(2,6-dimethyl phenyl)-N-(1H-pyrazol-1-yl methyl)acetamide
2-
chloro-N-(2,6-dimethylphenyl)-N-(1H-pyrazol-1-ylmethyl)-acetamide
2-
chloro-N-(2,6-dimethylphenyl)-N-(1H-pyrazol-1-ylmethyl)acetamide
2-
chloro-N-(2,6-dimethylphenyl)-N-(pyrazol-1-ylmethyl)acetamide
2-
chloro-N-(pyrazol-1-ylmethyl)acet-2',6'-xylidide
N-(2,6-
dimethylphenyl)-2-chloro-N-(pyrazolylmethyl)acetamide
metazachlor [BSI] [ISO]
N-((1H-
pyrazol-1-yl)methyl)-2-chloro-N-(2,6-dimethylphenyl)acetamide
PubMed:
Investigating the dynamics of two herbicides at a karst spring in Germany: Consequences for sustainable raw water management.
PubMed:
Sorption of polar herbicides and herbicide metabolites by biochar-amended soil.
PubMed:
Influence of formulation on mobility of metazachlor in soil.
PubMed:
Dynamics and mitigation of six pesticides in a "Wet" forest buffer zone.
PubMed:
Accumulation and half-lives of 13 pesticides in muscle tissue of freshwater fishes through food exposure.
PubMed:
Risk assessment of herbicides and booster biocides along estuarine continuums in the Bay of Vilaine area (Brittany, France).
PubMed:
Pesticide pressure and fish farming in barrage pond in Northeastern France. Part II: residues of 13 pesticides in water, sediments, edible fish and their relationships.
PubMed:
Low molecular weight poly(lactic acid) microparticles for controlled release of the herbicide metazachlor: preparation, morphology, and release kinetics.
PubMed:
Pesticide pressure and fish farming in barrage pond in northeastern France. Part III: how management can affect pesticide profiles in edible fish?
PubMed:
Inhibition of saturated very-long-chain fatty acid biosynthesis by mefluidide and perfluidone, selective inhibitors of 3-ketoacyl-CoA synthases.
PubMed:
Non-targeted analysis of wastewater treatment plant effluents by high performance liquid chromatography-time slice-solid phase extraction-nuclear magnetic resonance/time-of-flight-mass spectrometry.
PubMed:
Multiresidue method for the determination of 13 pesticides in three environmental matrices: water, sediments and fish muscle.
PubMed:
Development of an enzyme-linked immunosorbent assay for determination of pretilachlor in water and soil.
PubMed:
Selected pesticides adsorption and desorption in substrates from artificial wetland and forest buffer.
PubMed:
Multiresidue method to quantify pesticides in fish muscle by QuEChERS-based extraction and LC-MS/MS.
PubMed:
Herbicide effects of metazachlor on duckweed (Lemna minor and Spirodela polyrhiza) in test systems with different trophic status and complexity.
PubMed:
Specific interactions of chloroacetanilide herbicides with human ABC transporter proteins.
PubMed:
Measurement and modelling of glyphosate fate compared with that of herbicides replaced as a result of the introduction of glyphosate-resistant oilseed rape.
PubMed:
Response of plankton communities in freshwater pond and stream mesocosms to the herbicide metazachlor.
PubMed:
Effects of the herbicide metazachlor on macrophytes and ecosystem function in freshwater pond and stream mesocosms.
PubMed:
Comparison of different sorbents for multiresidue solid-phase extraction of 16 pesticides from groundwater coupled with high-performance liquid chromatography.
PubMed:
Environmental fate of herbicides trifluralin, metazachlor, metamitron and sulcotrione compared with that of glyphosate, a substitute broad spectrum herbicide for different glyphosate-resistant crops.
PubMed:
Glyphosate adsorption in soils compared to herbicides replaced with the introduction of glyphosate resistant crops.
PubMed:
Wet deposition of pesticides and nitrophenols at two sites in Denmark: measurements and contributions from regional sources.
PubMed:
The very-long-chain fatty acid synthase is inhibited by chloroacetamides.
PubMed:
Pesticide pollution remains severe after cleanup of a stockpile of obsolete pesticides at Vikuge, Tanzania.
PubMed:
Pesticide residues on the external surfaces of field crop sprayers: occupational exposure.
PubMed:
Pesticide residues on the external surfaces of field-crop sprayers: environmental impact.
PubMed:
Effects of pesticides on yeasts isolated from agricultural soil.
PubMed:
Covalent binding of chloroacetamide herbicides to the active site cysteine of plant type III polyketide synthases.
PubMed:
Predictability of combined effects of eight chloroacetanilide herbicides on algal reproduction.
PubMed:
Effects of transgenic glufosinate-tolerant oilseed rape (Brassica napus) and the associated herbicide application on eubacterial and Pseudomonas communities in the rhizosphere.
PubMed:
Determination of polar pesticides with atmospheric pressure chemical ionisation mass spectrometry-mass spectrometry using methanol and/or acetonitrile for solid-phase desorption and gradient liquid chromatography.
PubMed:
An immunoassay for metolachlor detection in river water and soil.