Piperonyl butoxide
| Piperonyl butoxide | |
|---|---|
 |
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5-[2-(2-butoxyethoxy)ethoxymethyl] -6-propyl-1,3-benzodioxole |
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| Identifiers | |
| CAS number | 51-03-6  |
| KEGG | C18880  |
| ChEMBL | CHEMBL1201131 |
| Jmol-3D images | Image 1 |
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| Properties | |
| Molecular formula | C19H30O5 |
| Molar mass | 338.438 g/mol |
| Density | 1.05 g/cm3 |
| Boiling point |
180 °C (0.13 kPa) |
| Hazards | |
| Flash point | 170 °C |
 (verify) (what is:  / ?)Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| Infobox references | |
Piperonyl butoxide (PBO) is an organic compound used as pesticide synergist, especially for pyrethrins, pyrethroids, and rotenone. It does by itself have some if mediocre pesticidal properties.[1] However, when added to insecticide mixtures, typically pyrethrins, pyrethroid, and carbamate insecticides, their potency is increased considerably.[2] It is a semisynthetic derivative of safrole.[3]
Mechanism of action [edit]
Piperonyl butoxide is a potent inhibitor of cytochrome P450 enzymes, which detoxify insecticides for many pests. Therefore, inhibiting the P450s allows higher unmetabolised systemic concentrations of the insecticide (such as pyrethroid) to remain within the target animal for a longer period.[4]
Safety and toxicity [edit]
Its acute oral and dermal toxicity in mammals is low[5] with LD50 of 7,500 to 6,150 mg/kg when orally administered to rats.[3]
References [edit]
- ^ Bulletin of Entomological Research / Volume 88 / Issue 06 / December 1998, pp 601-610 G.J. Devine, I. Denholm
- ^ National Pesticide Information Center - Piperonyl Butoxide General Fact Sheet
- ^ a b Robert L. Metcalf “Insect Control” in Ullmann’s Encyclopedia of Industrial Chemistry” Wiley-VCH, Weinheim, 2002. doi:10.1002/14356007.a14_263
- ^ Moores, G. D., Philippou, D., Borzatta, V., Trincia, P., Jewess, P., Gunning, R., Bingham, G. (2009). "An analogue of piperonyl butoxide facilitates the characterisation of metabolic resistance". Pest Manag. Sci. 65 (2): 150–154. doi:10.1002/ps.1661. PMID 18951417.
- ^ National Pesticide Information Center - Piperonyl Butoxide Technical Fact Sheet
