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Bendiocarb

From Wikipedia, the free encyclopedia
Insecticide
Bendiocarb
Skeletal formula of bendiocarb
Ball-and-stick model of the bendiocarb molecule
Names
Preferred IUPAC name
2,2-Dimethyl-2H-1,3-benzodioxol-4-yl methylcarbamate
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard100.041.091Edit this at Wikidata
KEGG
UNII
  • 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) checkY
    Key: XEGGRYVFLWGFHI-UHFFFAOYSA-N checkY
  • 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
  • CNC(=O)Oc1cccc2c1OC(C)(C)O2
Properties
C11H13NO4
Molar mass223.23 g/mol
Pharmacology
QP53AE03 (WHO)
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Chemical compound

Bendiocarb is an acutely toxiccarbamateinsecticide used inpublic health andagriculture 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 theUnited States were recently[when?] 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 controlbedbugs,mosquitoes,flies,wasps,ants,fleas,cockroaches,silverfish, andticks but can be used against a wide variety of insects as well as snails and slugs. It is one of 12 insecticides recommended by theWorld Health Organization for use inmalaria control.[2]

Bendiocarb is not considered to be carcinogenic, but it is acutely toxic. Like other carbamates, it reversibly inhibitsacetylcholinesterase, an enzyme required for normal transmission of nerve impulses. Bendiocarb binds to the active site of this enzyme leading to an accumulation ofacetylcholine, 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 byFisons Ltd. It is currently marketed byBayer CropScience andKuo Ching under various trade names: Ficam, Dycarb, Garvox, Turcam, Niomil, Seedox, Tattoo

Bendiocarb is highly toxic to birds and fish. In addition, recently, a study in bone marrow cells of Calotes versicolor lizard demonstrated that chronic exposure to this contaminant increases the level of cytoxicity and genotoxicity (Anisha et al., 2019). In mammalian tissue, carbamates are generally excreted rapidly and do not accumulate.[1]

References

[edit]
  1. ^abcR.E.D. Facts: BendiocarbArchived October 10, 2008, at theWayback Machine U.S. EPA, September 1999.
  2. ^Sadasivaiah, Shobha; Tozan, Yesim; Breman, Joel G. (December 1, 2007),"Dichlorodiphenyltrichloroethane (DDT) for Indoor Residual Spraying in Africa: How Can It Be Used for Malaria Control?",Am. J. Trop. Med. Hyg.,77 (Suppl 6):249–263,doi:10.4269/ajtmh.2007.77.249,PMID 18165500

Anisha, N.S.; Tumul, S., (2019). Evaluation of Genotoxic and Cytotoxic effects of BendioCarb in Bone Marrow cells of one Calotes Versicolor. Proceedings of the Zoological Society of India 18(1): 19-23

External links

[edit]
Carbamates
Inorganic compounds
Insect growth regulators
Neonicotinoids
Organochlorides
Organophosphorus
Pyrethroids
Diamides
Other chemicals
Metabolites
Biopesticides
Enzyme
(modulators)
ChATTooltip Choline acetyltransferase
AChETooltip Acetylcholinesterase
BChETooltip Butyrylcholinesterase
Transporter
(modulators)
CHTTooltip Choline transporter
VAChTTooltip Vesicular acetylcholine transporter
Release
(modulators)
Inhibitors
Enhancers
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