From Wikipedia, the free encyclopedia
|Preferred IUPAC name
|Systematic IUPAC name
3D model (JSmol)
|UN number||UN 3077|
CompTox Dashboard (EPA)
|Molar mass||527.84 g·mol−1|
|Melting point||88.1 °C (190.6 °F; 361.2 K) 99% indoxacarb PAI|
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Indoxacarb is an oxadiazine pesticide developed by DuPont that acts against lepidopteran larvae. It is marketed under the names Indoxacarb Technical Insecticide, Steward Insecticide and Avaunt Insecticide. It is also used as the active ingredient in Syngenta line of commercial pesticides: Advion and Arilon.
Its main mode of action is via blocking of neuronal sodium channels. It is fairly lipophilic with a Kow of 4.65. This pesticide should be used with caution since some insects such as the oriental tobacco budworm (Helicoverpa assulta) become resistant when exposed.
Indoxacarb is the active ingredient in a number of household insecticides, including cockroach and ant baits, and can remain active after digestion. In 2012 DuPont's Professional Products including the line of Advion and Arilon products was purchased by Syngenta. Indoxacarb is the active ingredient in the new pet product, Activyl from Merck Animal Health. It is marketed to kill fleas on dogs and cats.
While toxicity to humans has not been formally studied, there has been a report of a person trying to consume indoxacarb in a suicide attempt. The patient developed methemoglobinemia following ingestion. Methemoglobinemia is a condition which ultimately decreases the effectiveness of red blood cells to exchange oxygen with organs. Methemoglobinemia can be fatal if left untreated, but proper treatment of this condition can rapidly begin reversing it.
- United States Environmental Protection Agency. Office of Prevention, Pesticides and Toxic Substances (7505C). Pesticide Fact Sheet. Name of Chemical: Indoxacarb. Reason for Issuance: Conditional Registration. Date Issued: October 30, 2000. Archived May 2, 2004, at the Wayback Machine
- United States Environmental Protection Agency. Federal Register: Indoxacarb; Pesticide Tolerance. Federal Register: July 11, 2007 (Volume 72, Number 132)
- Commission Directive 2006/10/EC of 27 January 2006 amending Council Directive 91/414/EEC to include forchlorfenuron and indoxacarb as active substances. Official Journal of the European Union 2006-1-28
- Wang, Kai-Yun; Zhang, Yong; Wang, Hong-Yan; Xia, Xiao-Ming; Liu, Tong-Xian (2010-01-01). "Influence of three diets on susceptibility of selected insecticides and activities of detoxification esterases of Helicoverpa assulta (Lepidoptera: Noctuidae)". Pesticide Biochemistry and Physiology. 96 (1): 51–55. doi:10.1016/j.pestbp.2009.09.003.
- "Indoxacarb Insecticide Wipes Out Entire Cockroach Generations". June 23, 2008. Archived from the original on June 27, 2008. Retrieved 2009-12-14.
- Prasanna, Lakshmi; Rao, S. Manimala; Singh, Vishal; Kujur, Rash; Gowrishankar (2008). "Indoxacarb poisoning: An unusual presentation as methemoglobinemia". Indian Journal of Critical Care Medicine. 12 (4): 198–200. doi:10.4103/0972-5229.45082. ISSN 0972-5229. PMC 2738321. PMID 19742262.
- Lapied, Bruno; Françoise Grolleau; David B Sattelle (January 2001). "Indoxacarb, an oxadiazine insecticide, blocks insect neuronal sodium channels". Br J Pharmacol. 132 (2): 587–595. doi:10.1038/sj.bjp.0703853. PMC 1572588. PMID 11159709.
- Khambay, Bhupinder P.S. (2002). "Pyrethroid Insecticides". Pesticide Outlook. 13 (2): 49–54. doi:10.1039/b202996k.
- Moncada, Adriana. Environmental Fate of Indoxacarb. Environmental Monitoring Branch, Department of Pesticide Regulation, State of California. March 6, 2003
- Tillman, P Glynn; Hammes, Glenn G; Sacher, Matthew; Connair, Michael; Brady, E Angela; Wing, Keith D (January 2002). "Toxicity of a formulation of the insecticide indoxacarb to the tarnished plant bug, Lygus lineolaris (Hemiptera: Miridae), and the big-eyed bug, Geocoris punctipes (Hemiptera: Lygaeidae)". Pest Manag. Sci. 58 (1): 92–100. doi:10.1002/ps.426. PMID 11838290. Archived from the original on 2008-08-07.
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