Synthesis and insecticidal activity of fluorinated 2-(2,6-dichloro-4-trifluoromethylphenyl)-2,4,5,6-tetrahydrocyclopentapyrazoles

Sanath K Meegalla; Dario Doller; Ruiping Liu; DeYou Sha; YuKai Lee; Richard M Soll; Nancy Wisnewski; Gary M Silver; Dale Dhanoa

doi:10.1016/j.bmcl.2005.12.012

Synthesis and insecticidal activity of fluorinated 2-(2,6-dichloro-4-trifluoromethylphenyl)-2,4,5,6-tetrahydrocyclopentapyrazoles

Bioorg Med Chem Lett. 2006 Mar 15;16(6):1702-6. doi: 10.1016/j.bmcl.2005.12.012. Epub 2005 Dec 28.

Authors

Sanath K Meegalla¹, Dario Doller, Ruiping Liu, DeYou Sha, YuKai Lee, Richard M Soll, Nancy Wisnewski, Gary M Silver, Dale Dhanoa

Affiliation

¹ Johnson & Johnson Pharmaceutical Research and Development, 665 Stockton Drive, Suite 104, Exton, PA 19341, USA. [email protected]

PMID: 16386419
DOI: 10.1016/j.bmcl.2005.12.012

Abstract

A number of fluorinated 1-aryl-tetrahydrocyclopentapyrazoles were synthesized and their insecticidal activity was evaluated. Some of the fluorinated compounds had significant insecticidal properties.

MeSH terms

Animals
Brain / drug effects
Bridged Bicyclo Compounds, Heterocyclic
Cell Membrane / metabolism
Houseflies / drug effects
Houseflies / growth & development
Insecta / drug effects*
Insecticides / chemical synthesis*
Insecticides / chemistry
Insecticides / toxicity*
Mice
Molecular Structure
Neurons / drug effects
Pyrazoles / chemical synthesis*
Pyrazoles / chemistry
Pyrazoles / toxicity*
Radioligand Assay
Receptors, GABA / metabolism
Structure-Activity Relationship

Substances

Bridged Bicyclo Compounds, Heterocyclic
Insecticides
Pyrazoles
Receptors, GABA
1-(4-ethynylphenyl)-4-propyl-2,6,7-trioxabicyclo(2.2.2)octane