Nicosulfuron

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Structural formula
Structural formula of nicosulfuron
General
Surname Nicosulfuron
other names
  • 1- (4,6-Dimethoxy-2-pyrimidinyl) -3- [3- (dimethylcarbamoyl) -2-pyridylsulfonyl] urea
  • 2 - [(4,6-Dimethoxypyrimidin-2-ylcarbamoyl) sulfamoyl] - N , N -dimethylnicotinamide
  • Accent
  • Milagro
  • Motivell
Molecular formula C 15 H 18 N 6 O 6 S
Brief description

colorless crystals

External identifiers / databases
CAS number 111991-09-4
EC number 601-148-4
ECHA InfoCard 100.110.718
PubChem 73281
ChemSpider 66024
Wikidata Q1871615
properties
Molar mass 410.41 g mol −1
Physical state

firmly

Melting point

172-173 ° C

solubility

practically insoluble in water (12 mg l −1 at 25 ° C and pH 7)

safety instructions
GHS labeling of hazardous substances
07 - Warning 09 - Dangerous for the environment

Caution

H and P phrases H: 315-319-410
P: 273-305 + 351 + 338-501
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 .

Nicosulfuron is a chemical compound from the group of sulfonylureas and a selective, systemic herbicide developed by DuPont and Ishihara Sangyo Kaisha and introduced in the early 1990s .

Extraction and presentation

Nicosulfuron can be obtained from 2-mercaptonicotinic acid by reacting with methanol , acetic acid , tert- butylamine , N , N '-dimethylaminodimethylaluminum and trifluoroacetic acid and adding the product of phosgene and 2-amino-4,6-dimethoxypyrimidine .

use

Estimated US application rate in 2011

Nicosulfuron is used as a herbicide against annual and dicotyledonous weeds in maize cultivation. It works by inhibiting acetolactate synthase .

Admission

Nicosulfuron is approved as an active ingredient in Germany, Austria and Switzerland and other EU countries.

Individual evidence

  1. ↑ a b c d e Entry on Nicosulfuron. In: Römpp Online . Georg Thieme Verlag, accessed on May 20, 2014.
  2. ↑ a b Nicosulfuron data sheet at Sigma-Aldrich , accessed on May 21, 2017 ( PDF ).
  3. ↑ Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 187 ( limited preview in Google Book search).
  4. ↑ Spectrum of activity ( Memento of May 21, 2014 in the Internet Archive ) p. 205.
  5. ↑ General Directorate Health and Food Safety of the European Commission: Entry on Nicosulfuron in the EU pesticide database ; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on February 16, 2016.