CAS No. 181587-01-9

ACTIVITY: Insecticide (Pyrazole)

CAS Name: 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-(ethylsulfinyl)-1H-pyrazole-3-carbonitrile


Regulatory Information
(only comprehensive for the US)
US EPA Registered: No
Japan's Maximum Residue Levels (MRLs) Rice - 0.2 ppm
Apple - 0.5 ppm
Tea - 10  ppm
Other Information
Molecular Formula: C13H9Cl2 F3 N4OS  
Entry Year: 1998
Inventing Company: Aventis, Rhone Poulenc 
Of special interest:
April 17, 2002 - Bayer's acquistion of Aventis. Discussion of Ethiprole. European Commission press release.
Glossary of Pesticide Chemicals, October 2001. A listing of pesticides subject to analysis of residues in foods and feeds by the US Food and Drug Administration. Also available at:
August, 2001- IR-4: New Products/Transitional Solution List - This list contains brief descriptions of numerous new pest control materials that have been introduced over the last several years. Additionally, it contains information on some "older" crop protection chemicals that are believed to have room for new uses. This List includes Ethiprole

Adverse Effects:

As of February 2005: No data available.


J Agric Food Chem. 2003 Nov 19;51(24):7055-61.
Phenylpyrazole insecticide photochemistry, metabolism, and GABAergic action: ethiprole compared with fipronil.

Caboni P, Sammelson RE, Casida JE.

Environmental Chemistry and Toxicology Laboratory, Department of Environmental Science, Policy and Management, University of California, Berkeley, California 94720-3112, USA.

Ethiprole differs from fipronil, the major phenylpyrazole insecticide, only in an ethylsulfinyl substituent replacing the trifluoromethylsulfinyl moiety. This study compares their photochemistry, metabolism, action at the gamma-aminobutyric acid (GABA) receptor, and insecticidal potency. On exposure to sunlight as a thin film, ethiprole undergoes oxidation (major), reduction, and desethylsulfinylation but not desulfinylation whereas the major photoreaction for fipronil is desulfinylation. Metabolic sulfone formation is more rapid with ethiprole than fipronil in human expressed CYP3A4 in vitro and mouse brain and liver in vivo. High biological activity is observed for the sulfide, sulfoxide, sulfone, and desulfinyl derivatives in both the ethiprole and the fipronil series in GABA receptor assays (human recombinant beta3 homomer and house fly head membranes) with [(3)H]EBOB and in topical toxicity to house flies with and without the P450-inhibiting synergist piperonyl butoxide. On an overall basis, the ethiprole series is very similar in potency to the fipronil series.


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