Benthiavalicarb

Structural formula
General
Surname	Benthiavalicarb
other names	[(2 S ) -1 - {[(1 R ) -1- (6-fluoro-1,3-benzothiazol-2-yl) ethyl] amino} -3-methyl-1-oxo-2-butanyl] carbamic acid ( IUPAC )
Molecular formula	C 15 H 18 FN 3 O 3 S
Brief description	White dust
External identifiers / databases
EC number	609-913-4
ECHA InfoCard	100.106.918
PubChem	20593234
ChemSpider	16737118
Wikidata	Q818263
properties
Molar mass	339.5 g mol −1
Physical state	firmly
density	1.25 g cm −3 (bulk density, isopropyl)
Melting point	153.1 ° C (isopropyl ester)
boiling point	240 ° C (decomposition, isopropyl ester)
solubility	practically insoluble in water: 13.1 mg l −1 at 20 ° C (isopropyl ester); soluble in methanol and acetone;
safety instructions
GHS labeling of hazardous substances danger
H and P phrases	H: 334-351-372-412
	EUH: 208-401
	P: 101-102-201-260-270-280-284-304 + 340-308 + 310-405-501
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 .

Benthiavalicarb is a chemical compound from the group of benzothiazoles , carbamates and valinamides . The fungicide was developed by Kumiai Chemical and Ihara and introduced as a crop protection product in 2005.

Extraction and presentation

Benthiavalicarbisopropyl can be obtained by reacting isopropyl chloroformate with L- valine and reacting the intermediate product formed with 2- (1-aminoethyl) -6-fluorobenzothiazole.

properties

Benthiavalicarb is a white, odorless solid. It is stable to hydrolysis at pH values of 4, 7 and 9.

use

Benthiavalicarb and its derivatives such as benthiavalicarb-isopropyl [mixture of ( R ) and ( S ) isomers] are used as a fungicide. The effect is due to inhibition of phospholipid - biosynthesis .

Admission

The active ingredient was included in Appendix I of Directive 91/414 / EEC on August 1, 2008 and is therefore considered permissible in the European Union.

In Germany, Austria and Switzerland, plant protection products (e.g. Valbon ) with this active ingredient are approved.

Individual evidence

↑ ^a ^b ^c Entry on Benthiavalicarb in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on July 31, 2013.
↑ ^a ^b ^c ^d ^e ^f ^g Entry on Benthiavalicarb isopropyl in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on July 31, 2013.
↑ External identifiers or database links for Benthiavalicarb isopropyl : CAS number: 177406-68-7, EC number: 605-799-5, ECHA InfoCard: 100.111.723 , PubChem : 53297381 , ChemSpider : 11677329 , Wikidata : Q27155585 .
↑ ^a ^b Conclusion regarding the peer review of the pesticide risk assessment of the active substance benthiavalicarb, finalized: July 12, 2007 . In: European Food Safety Authority (Ed.): EFSA Journal . tape 5 , no. 8 . Wiley, August 1, 2007, doi : 10.2903 / j.efsa.2007.107r (English, europa.eu ).
↑ ^a ^b Plant protection products VERSILUS Certis Europe BV Accessed on July 27, 2020 .
↑ Peter Brandt: Reports on Plant Protection Products 2009: Active Ingredients in Plant Protection Products - Approval History and Regulations of the Plant Protection Application Ordinance 2010
↑ Wolfgang Krämer, Ulrich Schirmer, Peter Jeschke, Matthias Witschel: Modern Crop Protection Compounds . John Wiley & Sons, 2012, ISBN 978-3-527-32965-6 , pp. 814 (English, limited preview in Google Book search).
↑ EPA: Pesticide Fact Sheet Benthiavalicarb-Isopropyl (PDF; 167 kB).
^ Horst Börner: Plant diseases and plant protection . Springer DE, 2009, ISBN 3-540-49067-1 , pp. 522 .
↑ Reasoned opinion on the review of the existing maximum residue levels (MRLs) for benthiavalicarb according to Article 12 of Regulation (EC) No 396/2005 . In: EFSA (Ed.): EFSA Journal . tape 10 , no. 8 , 29 August 2012, p. 2872 , doi : 10.2903 / j.efsa.2012.2872 (English, europa.eu ).
↑ Commission Directive 2008/44 / EC of April 4, 2008 amending Council Directive 91/414 / EEC to include the active substances benthiavalicarb, boscalid, carvone, fluoxastrobin, Paecilomyces lilacinus and prothioconazole
↑ General Directorate Health and Food Safety of the European Commission: Entry on Benthiavalicarb in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 12, 2016.

[PPDB-1] Entry on Benthiavalicarb in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on July 31, 2013.

[PPDB-ip-2] ↑ ^a ^b ^c ^d ^e ^f ^g Entry on Benthiavalicarb isopropyl in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on July 31, 2013.

[3] External identifiers or database links for Benthiavalicarb isopropyl : CAS number: 177406-68-7, EC number: 605-799-5, ECHA InfoCard: 100.111.723 , PubChem : 53297381 , ChemSpider : 11677329 , Wikidata : Q27155585 .

[EU-4] Conclusion regarding the peer review of the pesticide risk assessment of the active substance benthiavalicarb, finalized: July 12, 2007 . In: European Food Safety Authority (Ed.): EFSA Journal . tape 5 , no. 8 . Wiley, August 1, 2007, doi : 10.2903 / j.efsa.2007.107r (English, europa.eu ).

[raiffeisen-5] Plant protection products VERSILUS Certis Europe BV Accessed on July 27, 2020 .

[6] Peter Brandt: Reports on Plant Protection Products 2009: Active Ingredients in Plant Protection Products - Approval History and Regulations of the Plant Protection Application Ordinance 2010

[Wolfgang_Krämer,_Ulrich_Schirmer,_Peter_Jeschke,_Matthias_Witschel-7] Wolfgang Krämer, Ulrich Schirmer, Peter Jeschke, Matthias Witschel: Modern Crop Protection Compounds . John Wiley & Sons, 2012, ISBN 978-3-527-32965-6 , pp. 814 (English, limited preview in Google Book search).

[EPA-8] EPA: Pesticide Fact Sheet Benthiavalicarb-Isopropyl (PDF; 167 kB).

[Horst_Börner-9] Horst Börner: Plant diseases and plant protection . Springer DE, 2009, ISBN 3-540-49067-1 , pp. 522 .

[Reasoned_Opinion:_Review_of_the_existing_MRLs_for_benthiavalicarb-10] Reasoned opinion on the review of the existing maximum residue levels (MRLs) for benthiavalicarb according to Article 12 of Regulation (EC) No 396/2005 . In: EFSA (Ed.): EFSA Journal . tape 10 , no. 8 , 29 August 2012, p. 2872 , doi : 10.2903 / j.efsa.2012.2872 (English, europa.eu ).

[11] Commission Directive 2008/44 / EC of April 4, 2008 amending Council Directive 91/414 / EEC to include the active substances benthiavalicarb, boscalid, carvone, fluoxastrobin, Paecilomyces lilacinus and prothioconazole

[PSM-12] General Directorate Health and Food Safety of the European Commission: Entry on Benthiavalicarb in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 12, 2016.