Azafenidin

Structural formula
General
Surname	Azafenidin
other names	2- (2,4-dichloro-5-prop-2-ynyloxyphenyl) -5,6,7,8-tetrahydro-1,2,4-triazolo [4,3- a ] pyridine-3 (2 H ) - on
Molecular formula	C 15 H 13 Cl 2 N 3 O 2
Brief description	white solid
External identifiers / databases
EC number	620-425-0
ECHA InfoCard	100.149.217
PubChem	443029
ChemSpider	391330
Wikidata	Q793473
properties
Molar mass	338.19 g mol −1
Physical state	firmly
density	1.4 g cm −3 (bulk density)
Melting point	168 ° C
solubility	in water 16 mg l −1
safety instructions
H and P phrases	H: 360Df-373-410
	P: ?
Toxicological data	> 5000 mg kg −1 ( LD 50 , rat , oral )
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Azafenidin is a chemical compound from the triazolone group .

properties

Azafenidin is a white solid that is practically insoluble in water. It photolyzes rapidly in aqueous solutions.

use

Azafenidin is used as a selective pre- and post-emergence herbicide against broad-leaved weeds and grasses. The effect is based on the inhibition of protoporphyrinogen oxidase .

Admission

An application for inclusion in Annex I of Directive 91/414 / EEC was submitted by DuPont in 1997 , but this was rejected on December 4, 2002. In Germany, Austria and Switzerland, no pesticides with this active ingredient are permitted.

literature

Shiv D. Sharma, Megh Singh: Azafenidin efficacy on weeds and seedling safety in citrus . In: Proc. Fla. State hoard. Soc. No. 116 , 2003, ISSN 0886-7283 , p. 294–297 (English, fshs.org [PDF; 60 kB ]).

Individual evidence

↑ ^a ^b ^c ^d ^e Entry on azafenidin in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on July 31, 2013.
↑ Entry on azafenidin in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on May 30, 2019.
↑ Entry for CAS no. 68049-83-2 in the GESTIS substance database of the IFA , accessed on September 21, 2012(JavaScript required) .
↑ Entry on 2- (2,4-dichloro-5-prop-2-ynyloxyphenyl) -5,6,7,8-tetrahydro-1,2,4-triazolo [4,3-a] pyridine-3 (2H ) -one Template: Linktext-Check / Escaped in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
↑ ^a ^b EPA: Azafenidin - HERBICIDE FACT SHEET ( Memento from February 25, 2013 in the Internet Archive ) (PDF; 97 kB)
↑ Peter Böger, Ko Wakabayashi: Peroxidizing Herbicides . Springer, 1999, ISBN 3-540-64550-0 , pp. 374 ff . ( limited preview in Google Book search).
↑ James A. Kent: Kent and Riegel's Handbook of Industrial Chemistry and Biotechnology . Springer, 2007, ISBN 0-387-27842-7 , pp. 731 ( limited preview in Google Book search).
↑ Official Journal No. L 328 of 05/12/2002: 2002/949 / EG: Commission decision of 4 December 2002 on the non-inclusion of the active substance azafenidin in Annex I of Council Directive 91/414 / EEC , announced under file number K. (2002) 4781.
↑ General Directorate Health and Food Safety of the European Commission: Entry on azafenidin in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; Retrieved February 25, 2016.

[PPDB-1] Entry on azafenidin in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on July 31, 2013.

[2] Entry on azafenidin in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on May 30, 2019.

[GESTIS-3] Entry for CAS no. 68049-83-2 in the GESTIS substance database of the IFA , accessed on September 21, 2012(JavaScript required) .

[CLP_100.149.217-4] Entry on 2- (2,4-dichloro-5-prop-2-ynyloxyphenyl) -5,6,7,8-tetrahydro-1,2,4-triazolo [4,3-a] pyridine-3 (2H ) -one Template: Linktext-Check / Escaped in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .

[EPA-5] EPA: Azafenidin - HERBICIDE FACT SHEET ( Memento from February 25, 2013 in the Internet Archive ) (PDF; 97 kB)

[Peter_Böger,_Ko_Wakabayashi-6] Peter Böger, Ko Wakabayashi: Peroxidizing Herbicides . Springer, 1999, ISBN 3-540-64550-0 , pp. 374 ff . ( limited preview in Google Book search).

[James_A._Kent-7] James A. Kent: Kent and Riegel's Handbook of Industrial Chemistry and Biotechnology . Springer, 2007, ISBN 0-387-27842-7 , pp. 731 ( limited preview in Google Book search).

[Amtsblatt_Nr._L_328_vom_05/12/2002-8] Official Journal No. L 328 of 05/12/2002: 2002/949 / EG: Commission decision of 4 December 2002 on the non-inclusion of the active substance azafenidin in Annex I of Council Directive 91/414 / EEC , announced under file number K. (2002) 4781.

[PSM-9] General Directorate Health and Food Safety of the European Commission: Entry on azafenidin in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; Retrieved February 25, 2016.