Propoxur

Propoxur
Names
	Preferred IUPAC name 2-[(Propan-2-yl)oxy]phenyl methylcarbamate
Identifiers
CAS Number	114-26-1 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:34938 ;
ChEMBL	ChEMBL446060 ;
ChemSpider	4775 ;
ECHA InfoCard	100.003.676
KEGG	C14334 ;
PubChem CID	4944;
UNII	BFH029TL73 ;
CompTox Dashboard (EPA)	DTXSID7021948 ;
	InChI InChI=1S/C11H15NO3/c1-8(2)14-9-6-4-5-7-10(9)15-11(13)12-3/h4-8H,1-3H3,(H,12,13) Key: ISRUGXGCCGIOQO-UHFFFAOYSA-N;
	SMILES CC(C)Oc1ccccc1OC(=O)NC;
Properties
Chemical formula	C11H15NO3
Molar mass	209.245 g·mol−1
Appearance	White to tan crystalline powder
Odor	faint, characteristic
Melting point	86 to 92 °C; 187 to 197 °F; 359 to 365 K
Boiling point	decomposes
Solubility in water	0.2% (20°C)
Vapor pressure	0.0000937 mmHg (20 °C)
Pharmacology
ATCvet code	QP53AE02 (WHO)
Hazards
Flash point	> 149 °C; 300 °F; 422 K
	NIOSH (US health exposure limits):
PEL (Permissible)	none
REL (Recommended)	TWA 0.5 mg/m3
IDLH (Immediate danger)	N.D.
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Propoxur (Baygon) is a carbamate non-systemic insecticide, produced from catechol,^[2] and was introduced in 1959. It has a fast knockdown and long residual effect, and is used against turf, forestry, and household pests and fleas. It is also used in pest control for domestic animals, Anopheles mosquitoes, ants, gypsy moths, and other agricultural pests.^[3]^[4] It can also be used as a molluscicide.^[4]^[5]^[6]

Several U.S. states have petitioned the Environmental Protection Agency (EPA) to use propoxur against bedbug infestations, but the EPA has been reluctant to approve indoor use because of its potential toxicity to children after chronic exposure.^[7]

Action

Carbamate insecticides kill insects by irreversibly inactivating the enzyme acetylcholinesterase, thus it is a Cholinesterase inhibitor.

Environmental effects

Propoxur rapidly breaks down in alkaline solution.^[8] Propoxur is highly toxic to many bird species, although its toxicity varies by the species, and it is highly toxic to honeybees.^[6] It is moderately to slightly toxic to fish and other aquatic species.

References

^ ^a ^b ^c ^d ^e ^f ^g ^h NIOSH Pocket Guide to Chemical Hazards. "#0531". National Institute for Occupational Safety and Health (NIOSH).
^ Fiege, Helmut; Voges, Heinz-Werner; Hamamoto, Toshikazu; Umemura, Sumio; Iwata, Tadao; Miki, Hisaya; Fujita, Yasuhiro; Buysch, Hans-Josef; Garbe, Dorothea; Paulus, Wilfried (2000). "Phenol Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a19_313. ISBN 3527306730.
^ ACGIH, 1991a^{[full citation needed]}
^ ^a ^b Budavari, 1996a^{[full citation needed]}
^ Lewis, 1993a^{[full citation needed]}
^ ^a ^b EXTOXNET Extension Toxicology Network. Pesticide Information Profile. Propoxur. June 1996.
^ "In Search of a Bedbug Solution". New York Times. September 4, 2010.
^ Propoxur (WHO Pesticide Residues Series 3): October 01, 2009.

[PGCH-1] ^ ^a ^b ^c ^d ^e ^f ^g ^h NIOSH Pocket Guide to Chemical Hazards. "#0531". National Institute for Occupational Safety and Health (NIOSH).

[2] Fiege, Helmut; Voges, Heinz-Werner; Hamamoto, Toshikazu; Umemura, Sumio; Iwata, Tadao; Miki, Hisaya; Fujita, Yasuhiro; Buysch, Hans-Josef; Garbe, Dorothea; Paulus, Wilfried (2000). "Phenol Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a19_313. ISBN 3527306730.

[3] ACGIH, 1991a^{[full citation needed]}

[ReferenceA-4] Budavari, 1996a^{[full citation needed]}

[5] Lewis, 1993a^{[full citation needed]}

[EXTOXNET-6] EXTOXNET Extension Toxicology Network. Pesticide Information Profile. Propoxur. June 1996.

[7] "In Search of a Bedbug Solution". New York Times. September 4, 2010.

[8] Propoxur (WHO Pesticide Residues Series 3): October 01, 2009.

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