Cartap

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Structural formula
Cartap structural formula
General
Surname Cartap
other names
  • 1,3-di (carbamoylthio) -2-dimethylaminopropane
  • S , S ′ - [2- (dimethylamino) trimethylene] bis (thiocarbamate)
Molecular formula C 7 H 15 N 3 O 2 S 2
Brief description

colorless solid

External identifiers / databases
CAS number
PubChem 27159
Wikidata Q5047057
properties
Molar mass 237.33 g mol −1
Physical state

firmly

Melting point

179–181 ° C (decomposition)

solubility
safety instructions
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary
09 - Dangerous for the environment

Caution

H and P phrases H: 410
P: 273-280-501
Toxicological data

225 mg kg −1 ( LD 50ratoral )

As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Cartap is a chemical compound from the group of thiocarbamates .

Extraction and presentation

Cartap can be obtained by reacting 1,3-dichloropropyldimethylamine with sodium thiocyanate , water , hydrogen chloride and methanol .

Cartap synthesis.svg

properties

Cartap is a colorless solid that is soluble in water.

use

Cartap - and its hydrochloride - is an insecticide developed by Takeda Chemical Industries . It is a derivative of Nereistoxin , a naturally occurring insecticidal substance that was isolated by Nitta in 1934 from the marine arthropods Lumbrinereis heteropoda and Lumbrinereis brevicirra . Its structure was analyzed by Okaichi and Hashimoto in 1962 and by Hagiwara et al in 1965. synthesized. Cartap is converted into neurotoxin in the insect organism, which affects the nervous system.

Admission

In the European Union, Cartap was not included in Annex I of Directive 91/414 / EEC with Regulation (EC) No. 2076/2002 of November 20, 2002. For this reason, no plant protection products containing Cartap may be approved in the member states of the EU. A transition period until mid-2007 was planned for Italy because the active ingredient was difficult to replace in certain applications.

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

Individual evidence

  1. a b c d e f g Joint Meeting on Pesticide Residues (JMPR), Monograph for CARTAP , accessed on December 9, 2014.
  2. a b c Entry for CAS no. 15263-53-3 in the GESTIS substance database of the IFA , accessed on March 18, 2013(JavaScript required) .
  3. Entry on 1,3-bis (carbamoylthio) -2- (dimethylamino) propane 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 .
  4. Data sheet Cartap hydrochloride from Sigma-Aldrich , accessed on May 21, 2017 ( PDF ).
  5. Thomas A. Unger: Pesticide synthesis handbook . 1996, ISBN 978-0-8155-1401-5 , pp. 102 ( limited preview in Google Book search).
  6. ^ Terence Robert Roberts, DH Hutson: Metabolic pathways of agrochemicals . Royal Soc of Chemistry, 1999, ISBN 978-0-85404-499-3 , pp. 129 ( limited preview in Google Book search).
  7. Regulation (EC) No. 2076/2002 (PDF) of the Commission of November 20, 2002.
  8. General Directorate Health and Food Safety of the European Commission: Entry on Cartap in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on February 24, 2016.