Pyridafenthion

Structural formula
General
Surname	Pyridafenthion
other names	O , O -Diethyl O - (1,6-dihydro-6-oxo-1-phenylpyridazin-3-yl) thiophosphate; O - (1,6-dihydro-6-oxo-1-phenylpyridazin-3-yl) - O , O -diethylphosphorothioate ( IUPAC ); Pyridaphenthione;
Molecular formula	C 14 H 17 N 2 O 4 PS
Brief description	white solid
External identifiers / databases
EC number	204-298-5
ECHA InfoCard	100.003.908
PubChem	8381
Wikidata	Q1741694
properties
Molar mass	340.34 g mol −1
Physical state	firmly
density	1.325 g cm −3
Melting point	54.5-56 ° C
boiling point	180 ° C (decomposition)
Vapor pressure	0.00147 mPa (25 ° C)
solubility	practically insoluble in water (100 mg l −1 ); soluble in toluene, acetone, ethyl acetate;
safety instructions
GHS labeling of hazardous substances Caution
H and P phrases	H: 302-332
	P: no P-phrases
Toxicological data	424 mg kg −1 ( LD 50 , rat , oral ) ; 2000 mg kg −1 ( LD 50 , rabbit , transdermal ) ;
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Pyridaphenthione is a chemical compound from the group of organophosphates and pyridazines .

Extraction and presentation

Pyridaphenthione can be obtained by reacting diethyl chlorothiophosphate with 1-phenyl-3-hydroxy-6-oxo-pyridazine .

properties

Pyridaphenthione is a white solid that is practically insoluble in water.

use

Pyridaphenthione has been used as an insecticide and acaricide . It works by inhibiting acetylcholinesterase .

Admission

The European Union did not include pyridaphenthione in the list of permitted pesticide active ingredients . In Germany, Austria and Switzerland, no pesticides with this active ingredient are permitted.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g Entry on pyridaphenthione in the GESTIS substance database of the IFA , accessed on July 6, 2012(JavaScript required) .
↑ ^a ^b ^c ^d Datasheet Pyridaphenthion from Sigma-Aldrich , accessed on May 21, 2017 ( PDF ).
↑ ^a ^b ^c ^d ^e Entry on pyridafenthion in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed July 31, 2013.
↑ ^a ^b Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 334 ( limited preview in Google Book search).
↑ Regulation (EC) No. 2076/2002 of the Commission of November 20, 2002 extending the deadline in accordance with Article 8 (2) of Council Directive 91/414 / EEC and on the non-inclusion of certain active substances in Annex I of this directive as well as the revocation of the Approvals of plant protection products with these active ingredients (PDF)
↑ General Directorate Health and Food Safety of the European Commission: Entry on pyridaphenthione in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 8, 2016.

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g Entry on pyridaphenthione in the GESTIS substance database of the IFA , accessed on July 6, 2012(JavaScript required) .

[Sigma-2] Datasheet Pyridaphenthion from Sigma-Aldrich , accessed on May 21, 2017 ( PDF ).

[PPDB-3] Entry on pyridafenthion in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed July 31, 2013.

[Unger-4] Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 334 ( limited preview in Google Book search).

[5] Regulation (EC) No. 2076/2002 of the Commission of November 20, 2002 extending the deadline in accordance with Article 8 (2) of Council Directive 91/414 / EEC and on the non-inclusion of certain active substances in Annex I of this directive as well as the revocation of the Approvals of plant protection products with these active ingredients (PDF)

[PSM-6] General Directorate Health and Food Safety of the European Commission: Entry on pyridaphenthione in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 8, 2016.