Ethiprole

Structural formula
General
Surname	Ethiprole
other names	5-Amino-1- [2,6-dichloro-4- (trifluoromethyl) phenyl] -1 H -pyrazole-3-carbonitrile; Kirappu;
Molecular formula	C 13 H 9 Cl 2 F 3 N 4 OS
External identifiers / databases
EC number	446-630-3
ECHA InfoCard	100.104.077
PubChem	9930667
ChemSpider	8106298
Wikidata	Q22807466
properties
Molar mass	397.20 g · mol -1
Physical state	firmly
density	1.54 g cm −3
Melting point	165.56 ° C (decomposition)
Vapor pressure	9.1 · 10 −8 Pa (25 ° C)
solubility	practically insoluble in water (0.0092 g l −1 at 20 ° C)
safety instructions
H and P phrases	H: 373-410
	P: 273-501
Toxicological data	> 7080 mg kg −1 ( LD 50 , rat , oral ) ; > 5.21 mgL −1 ( LC 50 , rat , inhalation (4h) ) ; > 2000 mg kg −1 ( LD 50 , rat , transdermal ) ;
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Ethiprol is an insecticide from the phenylpyrazole group of active ingredients . It was discovered in 1994 by Bayer CropScience Japan (formerly Rhone-Poulenc Agrochemicals ).

properties

Ethiprole is a non-volatile solid. It is practically insoluble in water, but can be dissolved in organic solvents. Between pH values of 4 and 7, it is stable to hydrolysis for at least 31 days, but slowly degrades at pH 9. The half-life of degradation in the soil is 121 days (calculated value). It is photosensitive in solutions containing water.

Mode of action

The mode of action of Ethiprole is analogous to the effect of the structurally related Fipronil . Ethiprole acts as an antagonist of γ-aminobutyric acid (GABA - abbreviation of English gamma-aminobutyric acid) at the GABA receptor . It causes the receptor to be blocked and no more chloride ions can be exchanged. This leads to overexcitation of the central nervous system , which can lead to paralysis, respiratory failure and death.

Areas of application

Ethiprol is used as an insecticide against biting and sucking pests. As a compound with good systemic activity in plants, it is used as a spray or seed dressing in fruit, rice and vegetable growing.

Analytics

Both liquid and gas chromatographic methods can be used for reliable detection and quantification of ethiprole . A mass spectrometer can be used for identification after the chromatographic separation .

Admission

In the European Union and Switzerland , no pesticides with the active ingredient Ethiprole are approved. The maximum residue limit was set at 0.01 mg / kg for all foods.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h data sheet Ethiprole PESTANAL, analytical standard at Sigma-Aldrich , accessed on July 23, 2018 ( PDF ).

↑ ^a ^b Pestice Fact Sheet Ethiprole. (pdf) In: epa.gov. United States Environmental Protection Agency, March 2011, accessed July 19, 2018 .

↑ Entry on Ethiprole in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on July 23, 2018.

↑ Evaluation Report Ethiprole. (PDF) In: Food Safety Commission Japan. July 21, 2004, accessed March 25, 2019 .

↑ FOOD AND AGRICULTURE ORGANIZATION OF THE UNITED NATIONS .: PESTICIDE RESIDUES IN FOOD 2018 - REPORT 2018JOINT FAO / WHO MEETING ON PESTICIDE RESIDUES. FOOD & AGRICULTURE ORG, [Sl] 2019, ISBN 92-5131156-0 ( limited preview in Google book search [accessed on May 2, 2019]).

↑ Simon J. Yu: The Toxicology and Biochemistry of Insecticides, Second Edition . CRC Press, 2014, ISBN 978-1-4822-1061-3 , pp. 147 ( limited preview in Google Book search).

↑ Simon J. Yu: The Toxicology and Biochemistry of Insecticides, Second Edition . CRC Press, 2014, ISBN 978-1-4822-1061-3 , pp. 81 ( limited preview in Google Book search).

↑ Derick Lucas: Optimizing Sample Preparation for LC / MS / MS of Pesticide Residues in Herbal Teas. (PDF) In: Agilent Technologies, Inc. December 17, 2013, accessed June 28, 2018 .

↑ FOOD AND AGRICULTURE ORGANIZATION OF THE UNITED NATIONS .: PESTICIDE RESIDUES IN FOOD 2018 - REPORT 2018JOINT FAO / WHO MEETING ON PESTICIDE RESIDUES. FOOD & AGRICULTURE ORG, [Sl] 2019, ISBN 92-5131156-0 ( limited preview in Google book search [accessed on May 2, 2019]).

^ Directorate-General for Health and Food Safety of the European Commission: Entry on Ethiprole in the EU pesticide database ; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on August 1, 2018.

[SIGMA-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h data sheet Ethiprole PESTANAL, analytical standard at Sigma-Aldrich , accessed on July 23, 2018 ( PDF ).

[EPA-2] Pestice Fact Sheet Ethiprole. (pdf) In: epa.gov. United States Environmental Protection Agency, March 2011, accessed July 19, 2018 .

[PPDB-3] Entry on Ethiprole in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on July 23, 2018.

[4] Evaluation Report Ethiprole. (PDF) In: Food Safety Commission Japan. July 21, 2004, accessed March 25, 2019 .

[5] FOOD AND AGRICULTURE ORGANIZATION OF THE UNITED NATIONS .: PESTICIDE RESIDUES IN FOOD 2018 - REPORT 2018JOINT FAO / WHO MEETING ON PESTICIDE RESIDUES. FOOD & AGRICULTURE ORG, [Sl] 2019, ISBN 92-5131156-0 ( limited preview in Google book search [accessed on May 2, 2019]).

[6] Simon J. Yu: The Toxicology and Biochemistry of Insecticides, Second Edition . CRC Press, 2014, ISBN 978-1-4822-1061-3 , pp. 147 ( limited preview in Google Book search).

[7] Simon J. Yu: The Toxicology and Biochemistry of Insecticides, Second Edition . CRC Press, 2014, ISBN 978-1-4822-1061-3 , pp. 81 ( limited preview in Google Book search).

[8] Derick Lucas: Optimizing Sample Preparation for LC / MS / MS of Pesticide Residues in Herbal Teas. (PDF) In: Agilent Technologies, Inc. December 17, 2013, accessed June 28, 2018 .

[9] FOOD AND AGRICULTURE ORGANIZATION OF THE UNITED NATIONS .: PESTICIDE RESIDUES IN FOOD 2018 - REPORT 2018JOINT FAO / WHO MEETING ON PESTICIDE RESIDUES. FOOD & AGRICULTURE ORG, [Sl] 2019, ISBN 92-5131156-0 ( limited preview in Google book search [accessed on May 2, 2019]).