| Alkylating reactivity and herbicidal activity of chloroacetamides. | |
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MedLine Citation:
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PMID: 12701706 Owner: NLM Status: MEDLINE |
Abstract/OtherAbstract:
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The relationship between S- and N-alkylating reactivity and herbicidal activity within a series of chloroacetamides, including several commercial herbicides and newly synthesised analogues was studied. The S-alkylating reactivity of selected chloroacetamides, as well as those of atrazine and chlorfenprop-methyl, was determined by in vitro GSH conjugation at a ratio of GSH to alkylating agent of 25:1. A spectrophotometric reaction using 4-(4-nitrobenzyl)pyridine was used to characterise the N-alkylating reactivity of the chemicals. Our results indicate that a reduced level of N-alkylating reactivity correlates with an improved herbicidal efficacy at a practical rate. However, the phytoxicity of the molecules is not simply dependent on chemical reactivities, but strictly related to the molecular structure, indicating that lipophilicity, uptake, mobility and induction of detoxifying enzymes may also be decisive factors in the mode of action. |
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Authors:
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Istvan Jablonkai |
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Publication Detail:
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Type: Journal Article |
Journal Detail:
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Title: Pest management science Volume: 59 ISSN: 1526-498X ISO Abbreviation: Pest Manag. Sci. Publication Date: 2003 Apr |
Date Detail:
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Created Date: 2003-04-18 Completed Date: 2003-06-20 Revised Date: - |
Medline Journal Info:
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Nlm Unique ID: 100898744 Medline TA: Pest Manag Sci Country: United States |
Other Details:
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Languages: eng Pagination: 443-50 Citation Subset: IM |
Affiliation:
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Institute of Chemistry, Chemical Research Centre, Hungarian Academy of Sciences, Pusztaszeri út 59/67, H-1025 Budapest, Hungary. jabi@cric.chemres.hu |
Export Citation:
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| MeSH Terms | |
Descriptor/Qualifier:
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Acetamides
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chemistry,
toxicity* Alkylating Agents / toxicity* Atrazine / toxicity Enzymes / metabolism Glutathione / metabolism Molecular Structure Phenylpropionates / chemistry, toxicity Plants / drug effects*, metabolism Quantitative Structure-Activity Relationship Toluidines / chemistry, toxicity |
| Chemical | |
Reg. No./Substance:
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0/Acetamides; 0/Alkylating Agents; 0/Enzymes; 0/Phenylpropionates; 0/Toluidines; 14437-17-3/chlorfenpropmethyl; 15972-60-8/alachlor; 1912-24-9/Atrazine; 34256-82-1/acetochlor; 51218-45-2/metolachlor; 70-18-8/Glutathione; 79-07-2/chloroacetamide |
From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine
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