Pyrochilon

Structural formula
General
Surname	Pyrochilon
other names	1,2,5,6-Tetrahydro-4 H -pyrrolo [3,2,1- ij ] quinolin-4-one ( IUPAC ) ; Fongoren;
Molecular formula	C 11 H 11 NO
Brief description	white crystals
External identifiers / databases
EC number	611-516-6
ECHA InfoCard	100.123.139
PubChem	91665
ChemSpider	82768
DrugBank	DB02756
Wikidata	Q19298813
properties
Molar mass	173.21 g mol −1
Physical state	firmly
Melting point	112 ° C
solubility	sparingly soluble in water (4 g l −1 at 20 ° C)
safety instructions
GHS hazard labeling from Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary Caution
H and P phrases	H: 302-412
	P: 273
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Pyrochilone is a chemical compound from the pyrroloquinoline group and a fungicide discovered by Pfizer and introduced by Ciba-Geigy in 1987 .

Extraction and presentation

Pyrochilone can be prepared by reacting indoline and 3-chloropropionyl chloride and then ring closure with aluminum chloride .

use

Pyrochilone is used in rice cultivation and works by inhibiting reductase in melanin biosynthesis.

Admission

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

Individual evidence

↑ ^a ^b ^c ^d Entry on pyroquilone. In: Römpp Online . Georg Thieme Verlag, accessed on January 18, 2015.

↑ ^a ^b Entry on pyroquilone in the GESTIS substance database of the IFA , accessed on February 6, 2017(JavaScript required) .

↑ Entry on 1,2,5,6-tetrahydropyrrolo [3,2,1-ij] quinolin-4-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 .

↑ ^a ^b Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 591 ( limited preview in Google Book search).

↑ T. Uehara, S. Arase, Y. Honda, M. Nozu, K. Tsujimoto: Effect of Pyroquilon, an Inhibitor of Melanin Synthesis, on Sporulation and Secondary Infection of Magnaporthe grisea . In: Journal of Phytopathology . tape 143 , no. 10 , October 1995, p. 573-576 , doi : 10.1111 / j.1439-0434.1995.tb00202.x (English, PDF ).

↑ General Directorate Health and Food Safety of the European Commission: Entry on pyroquilone in the EU pesticide database ; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 27, 2016.

[roempp-1] Entry on pyroquilone. In: Römpp Online . Georg Thieme Verlag, accessed on January 18, 2015.

[GESTIS-2] Entry on pyroquilone in the GESTIS substance database of the IFA , accessed on February 6, 2017(JavaScript required) .

[CLP_100.123.139-3] Entry on 1,2,5,6-tetrahydropyrrolo [3,2,1-ij] quinolin-4-one Template: Linktext-Check / Escaped 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 .

[unger-4] Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 591 ( limited preview in Google Book search).

[5] T. Uehara, S. Arase, Y. Honda, M. Nozu, K. Tsujimoto: Effect of Pyroquilon, an Inhibitor of Melanin Synthesis, on Sporulation and Secondary Infection of Magnaporthe grisea . In: Journal of Phytopathology . tape 143 , no. 10 , October 1995, p. 573-576 , doi : 10.1111 / j.1439-0434.1995.tb00202.x (English, PDF ).