Norflurazon

Structural formula
General
Surname	Norflurazon
other names	4-chloro-5-methylamino-2- (3-trifluoromethyl-phenyl) -pyridazin-3-one; 4-chloro-5-methylamino-2- (α, α, α-trifluoro- m -tolyl) -pyridazin-3 (2 H ) -one; Monometflurazon;
Molecular formula	C 12 H 9 ClF 3 N 3 O
Brief description	colorless, light gray or light brown odorless crystals
External identifiers / databases
EC number	248-397-1
ECHA InfoCard	100,043,983
PubChem	33775
Wikidata	Q1321843
properties
Molar mass	303.67 g · mol -1
Physical state	firmly
Melting point	184 ° C
solubility	almost insoluble in water (34 mg l −1 at 25 ° C); soluble in acetone and ethanol ;
safety instructions
GHS labeling of hazardous substances Caution
H and P phrases	H: 400
	P: 273
Toxicological data	8,000 mg kg −1 ( LD 50 , rat , oral ) ; > 20,000 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 .

Norflurazon is a chemical compound from the pyridazinone group .

Extraction and presentation

Norflurazon can be made by reacting N -trifluoromethylaniline with sodium nitrite , sodium sulfite , mucochloric acid and methylamine .

properties

Norflurazon occurs as colorless, light gray or light brown, odorless, light-sensitive crystals that are insoluble in water. It is stable in acidic and basic conditions, but decomposes when exposed to sunlight.

use

Norflurazon is in the 1970s by Sandoz developed herbicide ( pesticides ) from the group of pyridazine - derivatives (see also lactams ).

It is used, for example, in cotton and lingonberries. It works by inhibiting photosynthesis by reducing carotenoid biosynthesis by inhibiting phytoene desaturase.

No pesticides containing this active ingredient are permitted in EU countries such as Germany and Austria or in Switzerland .

Derived connections

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h Entry on norflurazon in the GESTIS substance database of the IFA , accessed on February 9, 2017(JavaScript required) .
↑ Pesticide Management Education Program: Norflurazon (Zorial, Solicam) Herbicide Profile 12/84 , accessed March 23, 2013 (English).
↑ Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 522 ( limited preview in Google Book search).
^ ^A ^b Terence Robert Roberts, DH Hutson: Metabolic Pathways of Agrochemicals: Insecticides and fungicides . Royal Society of Chemistry, 1998, ISBN 0-85404-494-9 , pp. 411 ( limited preview in Google Book search).
^ Dataset at the Fluoride Action Network (English) .
↑ Entry in maximum residue level regulation .
↑ Study on photosynthesis (PDF; 874 kB).
↑ General Directorate Health and Food Safety of the European Commission: Entry on norflurazon in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; Retrieved March 3, 2016.

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h Entry on norflurazon in the GESTIS substance database of the IFA , accessed on February 9, 2017(JavaScript required) .

[PMEP-2] Pesticide Management Education Program: Norflurazon (Zorial, Solicam) Herbicide Profile 12/84 , accessed March 23, 2013 (English).

[Thomas_A._Unger-3] Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 522 ( limited preview in Google Book search).

[Terence_Robert_Roberts,_D._H._Hutson-4] A ^b Terence Robert Roberts, DH Hutson: Metabolic Pathways of Agrochemicals: Insecticides and fungicides . Royal Society of Chemistry, 1998, ISBN 0-85404-494-9 , pp. 411 ( limited preview in Google Book search).

[5] Dataset at the Fluoride Action Network (English) .

[6] Entry in maximum residue level regulation .

[7] Study on photosynthesis (PDF; 874 kB).

[PSM-8] General Directorate Health and Food Safety of the European Commission: Entry on norflurazon in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; Retrieved March 3, 2016.