Bendiocarb

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Bendiocarb
Skeletal formula of bendiocarb
Ball-and-stick model of the bendiocarb molecule
Names
IUPAC name
(2,2-Dimethyl-1,3-benzodioxol-4-yl) N-methylcarbamate
Identifiers
22781-23-3 N
ChEBI CHEBI:34556 YesY
ChEMBL ChEMBL465018 YesY
ChemSpider 2224 YesY
Jmol 3D model Interactive image
KEGG C14433 YesY
PubChem 2314
UNII QFH0ZU0A5U YesY
  • InChI=1S/C11H13NO4/c1-11(2)15-8-6-4-5-7(9(8)16-11)14-10(13)12-3/h4-6H,1-3H3,(H,12,13) YesY
    Key: XEGGRYVFLWGFHI-UHFFFAOYSA-N YesY
  • InChI=1/C11H13NO4/c1-11(2)15-8-6-4-5-7(9(8)16-11)14-10(13)12-3/h4-6H,1-3H3,(H,12,13)
    Key: XEGGRYVFLWGFHI-UHFFFAOYAG
  • O=C(Oc1cccc2OC(Oc12)(C)C)NC
Properties
C11H13NO4
Molar mass 223.23 g/mol
Pharmacology
ATCvet code QP53AE03
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
Infobox references

Bendiocarb is an acutely toxic carbamate insecticide used in public health and agriculture and is effective against a wide range of nuisance and disease vector insects. Many bendiocarb products are or were sold under the tradenames "Ficam" and "Turcam."

All bendiocarb-containing products in the United States were recently cancelled, after its manufacturers voluntarily chose to pull their products off the market, rather than conduct additional safety studies required by the EPA.[1] In other countries, it is still used in homes, industrial plants, and food storage sites to control bedbugs, mosquitoes, flies, wasps, ants, fleas, cockroaches, silverfish, and ticks but can be used against a wide variety of insects as well as snails and slugs. It is one of 12 insecticides recommended by the World Health Organization for use in malaria control.[2]

Bendiocarb is not considered to be carcinogenic, but it is acutely toxic. Like other carbamates, it reversibly inhibits acetylcholinesterase, an enzyme required for normal transmission of nerve impulses. Bendiocarb binds to the active site of this enzyme leading to an accumulation of acetylcholine, which is required for the transmission of nerve impulses, at nerve muscle sites.[1]

Bendiocarb was invented in 1971 and was first introduced into the market by Fisons Ltd. It is currently marketed by Bayer CropScience and Kuo Ching under various trade names: Ficam, Dycarb, Garvox, Turcam, Niomil, Seedox, Tattoo

Bendiocarb is highly toxic to birds and fish. In mammalian tissue, carbamates are generally excreted rapidly and do not accumulate.[1]

References

  1. 1.0 1.1 1.2 R.E.D. Facts: Bendiocarb U.S. EPA, September 1999.
  2. Lua error in package.lua at line 80: module 'strict' not found.

External links