Furametpyr

Structural formula
	Figure without stereochemistry
General
Surname	Furametpyr
other names	( RS ) -5-chloro- N - (1,3-dihydro-1,1,3-trimethylisobenzofuran-4-yl) -1,3-dimethylpyrazole-4-carboxamide
Molecular formula	C 17 H 20 ClN 3 O 2
Brief description	colorless solid
External identifiers / databases
EC number	602-942-3
ECHA InfoCard	100.123.595
PubChem	3083543
Wikidata	Q19280072
properties
Molar mass	333.81 g mol −1
Physical state	firmly
density	1.3 g cm −3 (bulk density)
Melting point	150 ° C
solubility	poorly soluble in water (255 mg l −1 at 20 ° C)
safety instructions
GHS hazard labeling ; no classification available
GHS hazard labeling ; no classification available
Toxicological data	~ 600 mg kg −1 ( LD 50 , rat , oral ) ; 660 mg kg −1 ( LD 50 , mouse , oral ) ; > 2000 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 .

Furametpyr is a chemical compound from the group of pyrazole -4- carboxamides .

properties

Furametpyr is a colorless solid that is poorly soluble in water. The compound is chiral .

Stereochemistry

Generally speaking, chemical compounds with at least one stereocenter form up to 2 ⁿ stereoisomers . Here n is the number of stereocenters. According to this, there are 2 stereoisomers in Furametpyr, which have also been confirmed experimentally:

Enantiomers of furametpyr
CAS number: 123573-12-6	CAS number: 1622008-34-7

use

Furametpyr is used as a systemic fungicide in rice and used as a racemate . The effect is based on the inhibition of succinate dehydrogenase in the mitochondria . The compound was developed by Sumitomo Chemical and described by Oguri in 1997.

In Germany, Austria and Switzerland, no pesticides with this active ingredient are permitted.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h Robert Krieger: Handbook of Pesticide Toxicology, Two-Volume Set: Principles and Agents . Academic Press, 2001, ISBN 0-08-053379-5 , pp. 1197 ( limited preview in Google Book Search).
↑ ^a ^b ^c Entry on Furametpyr in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on February 12, 2015.
↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
↑ Paula Y. Bruice: Organic Chemistry: Study compact . Pearson Studium, Munich 2011, ISBN 978-3-86894-102-9 , p. 205.
↑ Elim M. Ulrich, Candice M. Morrison, Michael M. Goldsmith, William T. Foremann: Chiral Pesticides: Identification, Description, and Environmental Implications . In: Reviews of Environmental Contaminations and Toxicology. Springer 2012, Boston, Volume 217, pp. 1–74, DOI: 10.1007 / 978-1-4014-2329-4_1 , see p. 10.
↑ Fengshou Dong, Xiu Chen, Jun Xu, Xingang Liu, Zenglong Chen, Yuanbo Li, Hongjun Zhang, Yongquan Zheng: Enantioseparation and Determination of the Chiral Fungicide Furametpyr Enantiomers in Rice, Soil, and Water by High-Performance Liquid Chromatography. In: Chirality . 25, 2013, pp. 904-909, doi : 10.1002 / chir.22232 .
^ Directorate-General for Health and Food Safety of the European Commission: EU pesticide database ; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on February 14, 2016.

[Robert_Krieger-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h Robert Krieger: Handbook of Pesticide Toxicology, Two-Volume Set: Principles and Agents . Academic Press, 2001, ISBN 0-08-053379-5 , pp. 1197 ( limited preview in Google Book Search).

[PPDB-2] Entry on Furametpyr in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on February 12, 2015.

[NV-3] This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.

[4] Paula Y. Bruice: Organic Chemistry: Study compact . Pearson Studium, Munich 2011, ISBN 978-3-86894-102-9 , p. 205.

[Ulrich-5] Elim M. Ulrich, Candice M. Morrison, Michael M. Goldsmith, William T. Foremann: Chiral Pesticides: Identification, Description, and Environmental Implications . In: Reviews of Environmental Contaminations and Toxicology. Springer 2012, Boston, Volume 217, pp. 1–74, DOI: 10.1007 / 978-1-4014-2329-4_1 , see p. 10.

[DOI10.1002/chir.22232-6] Fengshou Dong, Xiu Chen, Jun Xu, Xingang Liu, Zenglong Chen, Yuanbo Li, Hongjun Zhang, Yongquan Zheng: Enantioseparation and Determination of the Chiral Fungicide Furametpyr Enantiomers in Rice, Soil, and Water by High-Performance Liquid Chromatography. In: Chirality . 25, 2013, pp. 904-909, doi : 10.1002 / chir.22232 .

[PSM-7] Directorate-General for Health and Food Safety of the European Commission: EU pesticide database ; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on February 14, 2016.