Ofurac

Structural formula
	Structural formula without stereochemistry
General
Surname	Ofurac
other names	2-chloro- N - (2,6-dimethylphenyl) - N - (2-oxotetrahydrofuran-3-yl) acetamide; Ortho 20615; Milfuram;
Molecular formula	C 14 H 16 ClNO 3
Brief description	colorless crystals
External identifiers / databases
EC number	261-451-9
ECHA InfoCard	100,055,847
PubChem	42850
Wikidata	Q18629529
properties
Molar mass	281.73 g mol −1
Physical state	firmly
Melting point	145-146 ° C
solubility	very heavy in water (140 mg l −1 at 21 ° C)
safety instructions
GHS labeling of hazardous substances Caution
H and P phrases	H: 319
	P: 305 + 351 + 338
Toxicological data	2600 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 .

Ofurac is a chemical compound from the anilide group and a systemic fungicide from the phenylamide family .

history

Ofurac was developed by Chevron and launched in 1992. Bayer CropScience holds the rights today .

Extraction and presentation

Ofurac can be obtained by reacting chloroacetic acid chloride with 2,6-dimethylaniline and 3-chloro-γ-butyrolactone .

use

Ofurac has a systemic, protective and curative effect. The active ingredient inhibits the synthesis of ribosomal RNA . It is often used along with other fungicides to control oomycetes .

Admission

No plant protection products containing this active ingredient are permitted in the EU or Switzerland .

Individual evidence

↑ ^a ^b ^c ^d ^e ^f Entry on Ofurac. In: Römpp Online . Georg Thieme Verlag, accessed on November 17, 2014.
↑ ^a ^b Ofurace data sheet at Sigma-Aldrich , accessed on May 20, 2017 ( PDF ).

↑ Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 45 ( limited preview in Google Book search).

↑ David J. Fisher, Ann L. Hayes: Mode of action of the systemic fungicides furalaxyl, metalaxyl and ofurace . In: Pesticide Science . tape 13 , no. 3 , June 1982, pp. 330–339 , doi : 10.1002 / ps.2780130316 ( PDF ).

^ Directorate-General for Health and Food Safety of the European Commission: Entry on Ofurace in the EU pesticide database ; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 26, 2016.

[roempp-1] ↑ ^a ^b ^c ^d ^e ^f Entry on Ofurac. In: Römpp Online . Georg Thieme Verlag, accessed on November 17, 2014.

[Sigma-2] Ofurace data sheet at Sigma-Aldrich , accessed on May 20, 2017 ( PDF ).

[unger-3] Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 45 ( limited preview in Google Book search).

[4] David J. Fisher, Ann L. Hayes: Mode of action of the systemic fungicides furalaxyl, metalaxyl and ofurace . In: Pesticide Science . tape 13 , no. 3 , June 1982, pp. 330–339 , doi : 10.1002 / ps.2780130316 ( PDF ).

[5] Directorate-General for Health and Food Safety of the European Commission: Entry on Ofurace in the EU pesticide database ; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 26, 2016.