Fluquinconazole

Structural formula
General
Surname	Fluquinconazole
other names	3- (2,4-Dichlorophenyl) -6-fluoro-2- (1 H -1,2,4-triazol-1-yl) -quinazolin-4- (3 H ) -one
Molecular formula	C 16 H 8 Cl 2 FN 5 O
Brief description	colorless solid
External identifiers / databases
EC number	411-960-9
ECHA InfoCard	100.101.135
PubChem	86417
Wikidata	Q1355196
properties
Molar mass	376.17 g mol −1
Physical state	firmly
density	1.58 g cm −3 (bulk density)
Melting point	191 ° C
boiling point	320 ° C (decomposition)
Vapor pressure	6.4 10 −6 mPa (20 ° C)
solubility	practically insoluble in water; soluble in acetone and ethyl acetate ;
safety instructions
H and P phrases	H: 311-315-301-331-372-410
	P: 273-314-501
Toxicological data	112 mg kg −1 ( LD 50 , rat , oral ) ; 625 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 .

Fluquinconazole is a chemical compound from the group of the triazoles and conazoles .

Extraction and presentation

Fluquinconazole can be obtained by reacting 5-fluoroanthranilic acid amide with 2,4-dichloroisocyanatobenzene , phosphorus oxychloride and the potassium salt of 1,2,4-triazole .

properties

Fluquinconazole is a colorless solid that is practically insoluble in water.

use

Fluquinconazole is used as a fungicide against sac fungi , Deuteromycetes and mushrooms . It influences the ergosterol biosynthesis by inhibiting the demethylation of steroids.

Admission

Fluquinconazole was launched in 1992 and has been approved since 1997.

In the European Union, fluquinconazole was initially not included in the list of permitted active ingredients in 2008; existing approvals would have had to be revoked by the end of 2011. This decision was reversed in 2011, since January 2012 fluquinconazole has been approved for use as a fungicide in the European Union. Plant protection products with this active ingredient are permitted in Austria, but not in Germany and Switzerland.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ Entry on Fluquinconazole in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed July 31, 2013.
↑ ^a ^b Entry on 3- (2,4-dichlorophenyl) -6-fluoro-2- (1H-1,2,4-triazol-1-yl) -quinazolin-4- (3H) -one in the GESTIS substance database of the IFA , accessed on February 1, 2016(JavaScript required) .
↑ ^a ^b Wolfgang Krämer, Ulrich Schirmer, Peter Jeschke, Matthias Witschel: Modern Crop Protection Compounds . John Wiley & Sons, 2012, ISBN 978-3-527-32965-6 , pp. 788 f . ( limited preview in Google Book search).
↑ Entry on 3- (2,4-dichlorophenyl) -6-fluoro-2- (1H-1,2,4-triazol-1-yl) quinazolin-4- (3H) -one 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 .
↑ Fluquinconazole data sheet from Sigma-Aldrich , accessed on May 21, 2017 ( PDF ).

^ Terence Robert Roberts, David Herd Hutson: Metabolic Pathways of Agrochemicals: Part 2: Insecticides and Fungicides . Royal Society of Chemistry, 1999, ISBN 0-85404-499-X , pp. 1048 ( limited preview in Google Book search).

^ Horst Börner: Plant diseases and plant protection . Springer DE, 2009, ISBN 3-540-49067-1 , pp. 496 ( limited preview in Google Book search).

↑ Peter Brandt: Reports on Plant Protection Products 2009: Active Ingredients in Plant Protection Products ; Approval history and regulations of the Plant Protection Application Ordinance . Springer DE, 2010, ISBN 3-0348-0028-2 , pp. 17 ( limited preview in Google Book search).

↑ Decision of the Commission of December 5, 2008 on the non-inclusion of certain active substances in Annex I of Directive 91/414 / EEC of the Council and the withdrawal of the approvals for plant protection products with these active substances (PDF) , announced under file number K (2008) 7637.

↑ Implementing Regulation (EU) No. 806/2011 of the Commission of 10 August 2011 approving the active substance fluquinconazole in accordance with Regulation (EC) No. 1107/2009 of the European Parliament and of the Council on the placing of plant protection products on the market and amending the Annex to the Commission Implementing Regulation (EU) No. 540/2011 and Commission Decision 2008/934 / EC (PDF)

↑ Directorate-General for Health and Food Safety of the European Commission: entry for fluquinconazole in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on December 7, 2019.

[PPDB-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ Entry on Fluquinconazole in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed July 31, 2013.

[GESTIS-2] Entry on 3- (2,4-dichlorophenyl) -6-fluoro-2- (1H-1,2,4-triazol-1-yl) -quinazolin-4- (3H) -one in the GESTIS substance database of the IFA , accessed on February 1, 2016(JavaScript required) .

[Wolfgang_Krämer,_Ulrich_Schirmer,_Peter_Jeschke,_Matthias_Witschel-3] Wolfgang Krämer, Ulrich Schirmer, Peter Jeschke, Matthias Witschel: Modern Crop Protection Compounds . John Wiley & Sons, 2012, ISBN 978-3-527-32965-6 , pp. 788 f . ( limited preview in Google Book search).

[CLP_100.101.135-4] Entry on 3- (2,4-dichlorophenyl) -6-fluoro-2- (1H-1,2,4-triazol-1-yl) quinazolin-4- (3H) -one 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 .

[Sigma-5] Fluquinconazole data sheet from Sigma-Aldrich , accessed on May 21, 2017 ( PDF ).

[Terence_Robert_Roberts,_David_Herd_Hutson-6] Terence Robert Roberts, David Herd Hutson: Metabolic Pathways of Agrochemicals: Part 2: Insecticides and Fungicides . Royal Society of Chemistry, 1999, ISBN 0-85404-499-X , pp. 1048 ( limited preview in Google Book search).

[Horst_Börner-7] Horst Börner: Plant diseases and plant protection . Springer DE, 2009, ISBN 3-540-49067-1 , pp. 496 ( limited preview in Google Book search).

[Peter_Brandt-8] Peter Brandt: Reports on Plant Protection Products 2009: Active Ingredients in Plant Protection Products ; Approval history and regulations of the Plant Protection Application Ordinance . Springer DE, 2010, ISBN 3-0348-0028-2 , pp. 17 ( limited preview in Google Book search).

[9] Decision of the Commission of December 5, 2008 on the non-inclusion of certain active substances in Annex I of Directive 91/414 / EEC of the Council and the withdrawal of the approvals for plant protection products with these active substances (PDF) , announced under file number K (2008) 7637.

[10] Implementing Regulation (EU) No. 806/2011 of the Commission of 10 August 2011 approving the active substance fluquinconazole in accordance with Regulation (EC) No. 1107/2009 of the European Parliament and of the Council on the placing of plant protection products on the market and amending the Annex to the Commission Implementing Regulation (EU) No. 540/2011 and Commission Decision 2008/934 / EC (PDF)

[PSM-11] Directorate-General for Health and Food Safety of the European Commission: entry for fluquinconazole in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on December 7, 2019.