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Piperonyl butoxide information


Piperonyl butoxide
Piperonyl butoxide 2D
Piperonyl butoxide 3D
Names
Preferred IUPAC name
5-{[2-(2-Butoxyethoxy)ethoxy]methyl}-6-propyl-2H-1,3-benzodioxole
Identifiers
CAS Number
  • 51-03-6 checkY
3D model (JSmol)
  • Interactive image
ChEMBL
  • ChEMBL1201131 ☒N
ChemSpider
  • 5590 ☒N
ECHA InfoCard 100.000.070 Edit this at Wikidata
EC Number
  • 200-076-7
KEGG
  • C18880 ☒N
PubChem CID
  • 5794
UNII
  • LWK91TU9AH checkY
CompTox Dashboard (EPA)
  • DTXSID1021166 Edit this at Wikidata
InChI
  • InChI=1S/C19H30O5/c1-3-5-7-20-8-9-21-10-11-22-14-17-13-19-18(23-15-24-19)12-16(17)6-4-2/h12-13H,3-11,14-15H2,1-2H3 ☒N
    Key: FIPWRIJSWJWJAI-UHFFFAOYSA-N ☒N
  • InChI=1/C19H30O5/c1-3-5-7-20-8-9-21-10-11-22-14-17-13-19-18(23-15-24-19)12-16(17)6-4-2/h12-13H,3-11,14-15H2,1-2H3
    Key: FIPWRIJSWJWJAI-UHFFFAOYAD
SMILES
  • CCCCOCCOCCOCC1=CC2=C(C=C1CCC)OCO2
Properties
Chemical formula
C19H30O5
Molar mass 338.438 g/mol
Density 1.05 g/cm3
Melting point 21 °C (70 °F; 294 K)
Boiling point 180 °C (356 °F; 453 K) at 1 mmHg
Hazards
Flash point 170 °C (338 °F; 443 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

Piperonyl butoxide (PBO) is a pale yellow to light brown liquid[1] organic compound used as an adjuvant component of pesticide formulations for synergy. That is, despite having no pesticidal activity of its own, it enhances the potency of certain pesticides such as carbamates, pyrethrins, pyrethroids, and rotenone.[2] It is a semisynthetic derivative of safrole and is produced from the condensation of the sodium salt of 2-(2-butoxyethoxy) ethanol and the chloromethyl derivative of hydrogenated safrole (dihydrosafrole).[3][4] Although this route of synthesis has faced a lot of criticism in recent times. The new route of synthesis is through 1,2-Methylenedioxybenzene, developed by The Anthea Group and patented in 2019.

  1. ^ National Toxicology Program, Institute of Environmental Health Sciences, National Institutes of Health (NTP). 1992. National Toxicology Program Chemical Repository Database. Research Triangle Park, North Carolina.[page needed]
  2. ^ National Pesticide Information Center – Piperonyl Butoxide General Fact Sheet
  3. ^ Metcalf, Robert L. (2000). "Insect Control". Ullmann's Encyclopedia of Industrial Chemistry. doi:10.1002/14356007.a14_263. ISBN 978-3-527-30385-4.
  4. ^ Osimitz, Thomas G. (2010). "The Safety Assessment of Piperonyl Butoxide". Hayes' Handbook of Pesticide Toxicology. pp. 2127–2151. doi:10.1016/B978-0-12-374367-1.00099-9. ISBN 978-0-12-374367-1.

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often considered an organic insecticide when it is not combined with piperonyl butoxide or other synthetic adjuvants. Their insecticidal and insect-repellent...

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It is a precursor in the synthesis of the insecticide synergist piperonyl butoxide, the fragrance piperonal via isosafrole, and the empathogenic/entactogenic...

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Pyrethrum

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often sold in preparations that also contain the synthetic chemical piperonyl butoxide, which enhances the toxicity to insects and is faster acting compared...

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Pyrethroid

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paralyzing the organism. Pyrethroids can be combined with the synergist piperonyl butoxide, a known inhibitor of microsomal P450 enzymes which are important...

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synergically with certain insecticides like pyrethrins similarly to piperonyl butoxide, which likely results from inhibition of the MFO enzyme of insects...

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found inhibitors of cytochrome P450, such as cobaltous chloride or piperonyl butoxide, blocked toxicity. Such testing has not been expanded to humans, however...

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and drugs and chemicals such as tadalafil, MDMA, paroxetine and piperonyl butoxide. Enzymes within the cytochrome P450 superfamily are able to form methylenedioxy...

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additive used to prevent pyrethroid from oxidizing during burning. Piperonyl butoxide (PBO): an optional additive to improve the effectiveness of pyrethroid...

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Pediculosis pubis

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and Elimite. An alternative is the combination of pyrethrins and piperonyl butoxide, in a topical application, which include the brands Licide, and A-200...

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Spinosad

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Sassafras

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or their syntheses, such as the insecticide synergistic compound piperonyl butoxide. These plants are primarily harvested for commercial purposes in Asia...

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Malaria

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needed in Asia and Latin America. In areas of high malaria resistance, piperonyl butoxide (PBO) combined with pyrethroids in mosquito netting is effective in...

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Treatment of human lice

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treatment of head lice include lindane, malathion, carbaryl, pyrethrum, piperonyl butoxide, permethrin, phenothrin, bioallethrin, and spinosad. Many of the pediculicides...

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Heptachlor

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Synergy

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usually performed on animals. Examples of pesticide synergists include Piperonyl butoxide and MGK 264. Human synergy relates to human interaction and teamwork...

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Pesticide poisoning

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Piperic acid

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tetrahydropiperic acid. Piperonal Piperine Safrole Isosafrole Sesamol Piperonyl butoxide Cinnamic acid Paul M. Dewick. (2009). Medicinal natural products :...

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Permethrin

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Deltamethrin

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action of insecticides ineffectual, even when co-administered with piperonyl butoxide. Characterization of the different forms of resistance among mosquitoes...

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Bifenthrin

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Fogger

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are insecticides derived from chrysanthemum flowers (pyrethrum). Piperonyl butoxide and n-octyl bicycloheptene dicarboximide often are added to pyrethrin...

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Carbofuran

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Imidacloprid

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Cypermethrin

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PBO

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