Tricyclazole

Structural formula
General
Surname	Tricyclazole
other names	5-methyl-1,2,4-triazolo [3,4- b ] benzothiazole; Beam;
Molecular formula	C 9 H 7 N 3 S
Brief description	peach colored solid
External identifiers / databases
EC number	255-559-5
ECHA InfoCard	100.050.490
PubChem	39040
ChemSpider	35726
DrugBank	DB02891
Wikidata	Q15632715
properties
Molar mass	189.24 g mol −1
Physical state	firmly
density	1.4 g cm −3
Melting point	185.9 ° C
boiling point	decomposes above 285 ° C
Vapor pressure	0.027 mPa (20 ° C)
solubility	very sparingly soluble in water (0.6 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
	P: no P-phrases
Toxicological data	289.7 mg kg −1 ( LD 50 , rat , 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 .

Tricyclazole is a chemical compound from the group of benzothiazoles and a systemic fungicide . It is mainly used in rice cultivation. The effect is based on the inhibition of the NADPH-dependent reduction of 1,3,6,8-tetrahydroxynaphthalene to scytalone and of 1,3,8-trihydroxynaphthalene to vermelon in the melanin biosynthesis .

Extraction and presentation

Tricyclazole can be obtained from 2-hydrazino-4-methylbenzothiazole and formic acid .

Admission

The active ingredient tricyclazole is not approved for use in plant protection products in the European Union . In Germany, Austria and Switzerland, no pesticides with this active ingredient are permitted.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h Entry on tricyclazole in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on December 3, 2013.
↑ Entry on 5-methyl-1,2,4-triazolo (3,4-b) benzo-1,3-thiazole in the GESTIS substance database of the IFA , accessed on February 28, 2017(JavaScript required) .
↑ Entry on 5-methyl-1,2,4-triazolo [3,4-b] benzo-1,3-thiazole Template: Linktext-Check / Escaped in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Distributors can expand the harmonized classification and labeling .
↑ Tricyclazole data sheet from Sigma-Aldrich , accessed on May 21, 2017 ( PDF ).

↑ M. Thieron, R. Pontzen, Y. Kurahashi: Carpropamid: a rice fungicide with two modes of action . In: Plant Protection News Bayer . tape 51 , no. 3 , 1998, p. 257-278 (p. 261) .

↑ Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 726 ( limited preview in Google Book search).

↑ Decision of the Commission of September 30, 2008 (PDF) on the non-inclusion of tricyclazole in Annex I of Council Directive 91/414 / EEC and the revocation of the authorizations for plant protection products containing this substance, accessed on December 3, 2013.

^ Directorate-General for Health and Food Safety of the European Commission: Entry on tricyclazole in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on February 23, 2016.

[ppdb-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h Entry on tricyclazole in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on December 3, 2013.

[2] Entry on 5-methyl-1,2,4-triazolo (3,4-b) benzo-1,3-thiazole in the GESTIS substance database of the IFA , accessed on February 28, 2017(JavaScript required) .

[CLP_100.050.490-3] Entry on 5-methyl-1,2,4-triazolo [3,4-b] benzo-1,3-thiazole Template: Linktext-Check / Escaped in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Distributors can expand the harmonized classification and labeling .

[Sigma-4] Tricyclazole data sheet from Sigma-Aldrich , accessed on May 21, 2017 ( PDF ).

[bayer-5] M. Thieron, R. Pontzen, Y. Kurahashi: Carpropamid: a rice fungicide with two modes of action . In: Plant Protection News Bayer . tape 51 , no. 3 , 1998, p. 257-278 (p. 261) .

[unger-6] Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 726 ( limited preview in Google Book search).

[7] Decision of the Commission of September 30, 2008 (PDF) on the non-inclusion of tricyclazole in Annex I of Council Directive 91/414 / EEC and the revocation of the authorizations for plant protection products containing this substance, accessed on December 3, 2013.

[PSM-8] Directorate-General for Health and Food Safety of the European Commission: Entry on tricyclazole in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on February 23, 2016.