Carbosulfan

Carbosulfan
Names
IUPAC name
2,2-Dimethyl-2,3-dihydro-1-benzofuran-7-yl [(dibutylamino)sulfanyl]methylcarbamate
Other names
2,3-Dihydro-2,2-dimethyl-7-benzofuranyl[(dibutylamino)thio] methylcarbamate
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.054.132 Edit this at Wikidata
UNII
  • InChI=1S/C20H32N2O3S/c1-6-8-13-22(14-9-7-2)26-21(5)19(23)24-17-12-10-11-16-15-20(3,4)25-18(16)17/h10-12H,6-9,13-15H2,1-5H3 checkY
    Key: JLQUFIHWVLZVTJ-UHFFFAOYSA-N checkY
  • InChI=1/C20H32N2O3S/c1-6-8-13-22(14-9-7-2)26-21(5)19(23)24-17-12-10-11-16-15-20(3,4)25-18(16)17/h10-12H,6-9,13-15H2,1-5H3
    Key: JLQUFIHWVLZVTJ-UHFFFAOYAN
  • O=C(Oc2cccc1c2OC(C1)(C)C)N(SN(CCCC)CCCC)C
Properties
C20H32N2O3S
Molar mass 380.55 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Carbosulfan is an organic compound adherent to the carbamate class. At normal conditions, it is brown viscous liquid. It is not very stable; it decomposes slowly at room temperature. Its solubility in water is low but it is miscible with xylene, hexane, chloroform, dichloromethane, methanol and acetone. Carbosulfan is used as an insecticide.[1] The European Union banned use of carbosulfan in 2007.[2]

Its oral LD50 for rats is 90 to 250 mg/kg bw, inhalation LC50 is 0.61 mg/L. Carbosulfan is only slightly absorbed through skin (LD50 >2000 mg/kg for rabbits). The mechanism of toxicity is based on reversible inhibition of acetylcholinesterase (as for carbamates generally).[3] Carbosulfan has very low maximum residue limits for use in the EU and UK examples of this can be seen in apples and oranges, where it is 0.05 mg/kg.

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References[edit]