Document Detail


Alkylating reactivity and herbicidal activity of chloroacetamides.
MedLine Citation:
PMID:  12701706     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
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.
Authors:
Istvan Jablonkai
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Pest management science     Volume:  59     ISSN:  1526-498X     ISO Abbreviation:  Pest Manag. Sci.     Publication Date:  2003 Apr 
Date Detail:
Created Date:  2003-04-18     Completed Date:  2003-06-20     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  100898744     Medline TA:  Pest Manag Sci     Country:  United States    
Other Details:
Languages:  eng     Pagination:  443-50     Citation Subset:  IM    
Affiliation:
Institute of Chemistry, Chemical Research Centre, Hungarian Academy of Sciences, Pusztaszeri út 59/67, H-1025 Budapest, Hungary. jabi@cric.chemres.hu
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MeSH Terms
Descriptor/Qualifier:
Acetamides / 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:
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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