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Cartap

Basic information Safety Supplier Related

Cartap Basic information

Product Name:
Cartap
Synonyms:
  • carbamothioic acid S-[3-(carbamoylthio)-2-(dimethylamino)propyl] ester
  • S-(3-carbamoylsulfanyl-2-dimethylaminopropyl) aminomethanethioate
  • CARTAP 98%TC
  • SS2DIMETHYLAMINO13PROPANEDIYLDITHIOCARBAMATE
  • Cartap
  • S,S'-2-Dimethylaminopropane-1,3-diyl (dithiocarbamate)
  • 2-dimethylamino-1,3-bis(carbamoylthio)propane
  • carbamicacid,thio-,s,s’-(2-(dimethylamino)trimethylene)ester
CAS:
15263-53-3
MF:
C7H15N3O2S2
MW:
237.34
EINECS:
620-418-2
Mol File:
15263-53-3.mol
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Cartap Chemical Properties

Melting point:
130.5-131° (dec)
Boiling point:
407.2±55.0 °C(Predicted)
Density 
1.309±0.06 g/cm3(Predicted)
pka
7.61 (base)
Water Solubility 
3 mg l-1 (20 °C, pH 5)
Stability:
Stable. Incompatible with strong oxidizing agents.
CAS DataBase Reference
15263-53-3(CAS DataBase Reference)
EPA Substance Registry System
Carbamothioic acid, S,S'-[2-(dimethylamino)-1,3-propanediyl] ester (15263-53-3)
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Safety Information

Hazard Codes 
N
Risk Statements 
50/53
Safety Statements 
60-61
HS Code 
29302000
Toxicity
mouse,LD50,oral,92mg/kg (92mg/kg),Agricultural and Biological Chemistry. Vol. 34, Pg. 935, 1970.
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Cartap Usage And Synthesis

Chemical Properties

solid

Uses

Cartap is obtained by hydrolyzing 1,1-dithiocyanato- 2-dimethylaminopropane with hydrochloric acid. Cartap is the pro-insecticide of the natural toxin nereistoxin. It is used for the control of chewing and sucking insects, at almost all stages of development, on many crops. Its structure is based on that of the naturally occurring neurotoxin, nereistoxin.

Definition

ChEBI: Cartap is a nereistoxin analogue insecticide.

Metabolism

Cartap is hydrolyzed in base to the dihydronereistoxin, which is oxidized to the insecticide, nereistoxin (32). The conversion occurs within plants, and the monoxide (33)was identified as aminor metabolite. In rats, cartap was rapidly excreted in urine. It was hydrolyzed, converted to the sulfoxide, and N-demethylated (9).

Toxicity evaluation

Nereistoxin does not inhibit cholinesterase. Instead, it acts as an antagonist at the nicotinic acetylcholine receptor and blocks neural transmission (10).

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