Insecticidal activity of imidacloprid derivatives with an alkoxy group at the C5 position of the pyridine ring

Journal of Pesticide Science
2006.0

Abstract

Six derivatives of imidacloprid with an alkoxy group introduced at the fifth position on the pyridine ring were prepared. Minimal lethal doses in mol (MLDs) were determined in American cockroaches both with and without synergists, piperonyl butoxide and propargyl propyl benzenephosphonate. The log(1/MLD) value without synergists was 7.43 for the methoxy substituted derivative. Values for the higher alkyloxy homologues particularly the n-propoxy derivative were lower. Synergists combined enhanced the potency by about one log unit for each compound. The introduction of any alkoxy group does not improve the activity of imidacloprid.

Knowledge Graph

Similar Paper

Insecticidal activity of imidacloprid derivatives with an alkoxy group at the C5 position of the pyridine ring
Journal of Pesticide Science 2006.0
Quantitative structure-activity relationships of imidacloprid and its analogs with substituents at the C5 position on the pyridine ring in the neuroblocking activity
Journal of Pesticide Science 2006.0
Insecticidal Activities of the Enantiomers of Asymmetric 1-[1-(6-Chloro-3-pyridyl)ethyl]-2-nitroiminoimidazolidine against American Cockroach, Cucurbit Leaf Beetle, Green Rice Leafhopper and Green Peach Aphid Following Injection, Dipping and Spraying
Journal of Pesticide Science 2004.0
Structural Modification of the 6-Chloropyridyl Moiety in the Imidacloprid, Skeleton: Introduction of a Five-membered Heteroaromatic Ring and the Resulting Insecticidal Activity
Bioscience, Biotechnology, and Biochemistry 1993.0
Crown-capped imidacloprid: A novel design and insecticidal activity
Bioorganic & Medicinal Chemistry Letters 2009.0
Insecticidal and Neuroblocking Potencies of Variants of the Imidazolidine Moiety of Imidacloprid-Related Neonicotinoids and the Relationship to Partition Coefficient and Charge Density on the Pharmacophore
Journal of Agricultural and Food Chemistry 2007.0
cis-Nitromethylene neonicotinoids as new nicotinic family: Synthesis, structural diversity, and insecticidal evaluation of hexahydroimidazo[1,2-α]pyridine
Bioorganic & Medicinal Chemistry Letters 2008.0
Insecticidal and Neuroblocking Activities of Thiacloprid and Its Acyclic Analogues and Their Related Cyanoguanidine Derivatives
Journal of Pesticide Science 2002.0
Insecticidal and Neuroblocking Activities of Acetamiprid and Related Compounds
Journal of Pesticide Science 2003.0
Preparation of 5-chloro-6-fluoroimidacloprid analogs and comparison of their insecticidal activity in a laboratory test with a 6-chloro-5-fluoro analog
Journal of Pesticide Science 2007.0