Piperonyl-butoxide
Piperonyl Butoxide is used as an insecticide synergist. It is a Monooxygenase inhibitor and not an alpha/beta hydrolase inhibitor. Piperonyl Butoxide enhances the active properties of pyrethrin, pyrethroid, rotenone, and carbamate pesticides by inhibiting insect microsomal enzyme detoxification activity. It is toxic and suspected of causing anorexia, carcinogenesis, convulsions, and dermal irritation, as well as hepatic and renal damage.
General
Type : Benzodioxo, Synergist of insecticide, Not AlphaBeta Hydrolase target
Chemical_Nomenclature : 5-[2-(2-butoxyethoxy)ethoxymethyl]-6-propyl-1,3-benzodioxole
Canonical SMILES : CCCCOCCOCCOCC1=CC2=C(C=C1CCC)OCO2
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
InChIKey : FIPWRIJSWJWJAI-UHFFFAOYSA-N
Other name(s) : Piperonyl butoxide || PBO || Butacide || Piperonylbutoxide || Butocide || CHEBI:32687 || CHEMBL1201131
MW : 338.4
Formula : C19H30O5
CAS_number : 51-03-6
PubChem : 5794
UniChem : FIPWRIJSWJWJAI-UHFFFAOYSA-N
Target
References (21)
| Title : Emerging Mosquito Resistance to Piperonyl Butoxide-Synergized Pyrethroid Insecticide and Its Mechanism - Zhou_2022_J.Med.Entomol__ |
| Author(s) : Zhou G , Li Y , Jeang B , Wang X , Cummings RF , Zhong D , Yan G |
| Ref : Journal of Medical Entomology , : , 2022 |
| Abstract : |
| PubMedSearch : Zhou_2022_J.Med.Entomol__ |
| PubMedID: 35050361 |
| Title : The interactions of piperonyl butoxide and analogues with the metabolic enzymes FE4 and CYP6CY3 of the green peach aphid Myzus persicae (Hemiptera: Aphididae) - Panini_2017_Pest.Manag.Sci_73_371 |
| Author(s) : Panini M , Tozzi F , Bass C , Zimmer CT , Field L , Borzatta V , Mazzoni E , Moores GD |
| Ref : Pest Manag Sci , 73 :371 , 2017 |
| Abstract : |
| PubMedSearch : Panini_2017_Pest.Manag.Sci_73_371 |
| PubMedID: 27174317 |
| Title : Insecticide resistance status of three malaria vectors, Anopheles gambiae (s.l.), An. funestus and An. mascarensis, from the south, central and east coasts of Madagascar - Rakotoson_2017_Parasit.Vectors_10_396 |
| Author(s) : Rakotoson JD , Fornadel CM , Belemvire A , Norris LC , George K , Caranci A , Lucas B , Dengela D |
| Ref : Parasit Vectors , 10 :396 , 2017 |
| Abstract : |
| PubMedSearch : Rakotoson_2017_Parasit.Vectors_10_396 |
| PubMedID: 28835269 |
| Title : Piperonyl Butoxide Increases Oxidative Toxicity of Fenthion in the Brain of Oreochromis niloticus - Uner_2014_J.Biochem.Mol.Toxicol_28_84 |
| Author(s) : Uner N , Piner P , Temiz O |
| Ref : J Biochem Mol Toxicol , 28 :84 , 2014 |
| Abstract : |
| PubMedSearch : Uner_2014_J.Biochem.Mol.Toxicol_28_84 |
| PubMedID: 24497177 |
| Title : Sex-, tissue-, and exposure duration-dependent effects of imidacloprid modulated by piperonyl butoxide and menadione in rats. Part I: oxidative and neurotoxic potentials - Yardimci_2014_Arh.Hig.Rada.Toksikol_65_387 |
| Author(s) : Yardimci M , Sevgiler Y , Rencuzogullari E , Arslan M , Buyukleyla M , Yilmaz M |
| Ref : Arh Hig Rada Toksikol , 65 :387 , 2014 |
| Abstract : |
| PubMedSearch : Yardimci_2014_Arh.Hig.Rada.Toksikol_65_387 |
| PubMedID: 25720026 |
| Title : Thiamethoxam resistance selected in the western flower thrips Frankliniella occidentalis (Thysanoptera: Thripidae): Cross-resistance patterns, possible biochemical mechanisms and fitness costs analysis - Gao_2014_Pestic.Biochem.Physiol_114_90 |
| Author(s) : Gao CF , Ma SZ , Shan CH , Wu SF |
| Ref : Pestic Biochem Physiol , 114 :90 , 2014 |
| Abstract : |
| PubMedSearch : Gao_2014_Pestic.Biochem.Physiol_114_90 |
| PubMedID: 25175655 |
| Title : Effects of piperonyl butoxide on the toxicity of the organophosphate temephos and the role of esterases in the insecticide resistance of Aedes aegypti - Pereira_2014_Rev.Soc.Bras.Med.Trop_47_579 |
| Author(s) : Pereira BB , Limongi JE , Campos Junior EO , Luiz DP , Kerr WE |
| Ref : Rev Soc Bras Med Trop , 47 :579 , 2014 |
| Abstract : |
| PubMedSearch : Pereira_2014_Rev.Soc.Bras.Med.Trop_47_579 |
| PubMedID: 25467258 |
| Title : Esterase inhibition by synergists in the western flower thrips Frankliniella occidentalis - Lopez-Soler_2011_Pest.Manag.Sci_67_1549 |
| Author(s) : Lopez-Soler N , Cervera A , Quinto V , Abellan J , Bielza P , Martinez-Pardo R , Garcera MD |
| Ref : Pest Manag Sci , 67 :1549 , 2011 |
| Abstract : |
| PubMedSearch : Lopez-Soler_2011_Pest.Manag.Sci_67_1549 |
| PubMedID: 21656898 |
| Title : An analogue of piperonyl butoxide facilitates the characterisation of metabolic resistance - Moores_2009_Pest.Manag.Sci_65_150 |
| Author(s) : Moores GD , Philippou D , Borzatta V , Trincia P , Jewess P , Gunning R , Bingham G |
| Ref : Pest Manag Sci , 65 :150 , 2009 |
| Abstract : |
| PubMedSearch : Moores_2009_Pest.Manag.Sci_65_150 |
| PubMedID: 18951417 |
| Title : A novel assay reveals the blockade of esterases by piperonyl butoxide - Khot_2008_Pest.Manag.Sci_64_1139 |
| Author(s) : Khot AC , Bingham G , Field LM , Moores GD |
| Ref : Pest Manag Sci , 64 :1139 , 2008 |
| Abstract : |
| PubMedSearch : Khot_2008_Pest.Manag.Sci_64_1139 |
| PubMedID: 18481337 |
| Title : Levels of insecticide resistance and resistance mechanisms in Aedes aegypti from some Latin American countries - Rodriguez_2007_J.Am.Mosq.Control.Assoc_23_420 |
| Author(s) : Rodriguez MM , Bisset JA , Fernandez D |
| Ref : J Am Mosq Control Assoc , 23 :420 , 2007 |
| Abstract : |
| PubMedSearch : Rodriguez_2007_J.Am.Mosq.Control.Assoc_23_420 |
| PubMedID: 18240518 |
| Title : Effects of Piperonyl Butoxide on the Metabolism of DEF S,S,S-Tributyl Phosphorotrithioate) in Fingerling Channel Catfish - Straus_2006_Toxicol.Mech.Methods_16_235 |
| Author(s) : Straus DL , Chambers JE |
| Ref : Toxicol Mech Methods , 16 :235 , 2006 |
| Abstract : |
| PubMedSearch : Straus_2006_Toxicol.Mech.Methods_16_235 |
| PubMedID: 20021048 |
| Title : Inhibition of carbamate-insensitive acetylcholinesterase by piperonyl butoxide in Helicoverpa armigera - Gunning_2006_J.Mol.Neurosci_30_21 |
| Author(s) : Gunning RV |
| Ref : Journal of Molecular Neuroscience , 30 :21 , 2006 |
| Abstract : |
| PubMedSearch : Gunning_2006_J.Mol.Neurosci_30_21 |
| PubMedID: 17192611 |
| Title : Effect of pretreatment with piperonyl butoxide on pyrethroid efficacy against insecticide-resistant Helicoverpa armigera (Lepidoptera: Noctuidae) and Bemisia tabaci (Sternorrhyncha: Aleyrodidae) - Young_2006_Pest.Manag.Sci_62_114 |
| Author(s) : Young SJ , Gunning RV , Moores GD |
| Ref : Pest Manag Sci , 62 :114 , 2006 |
| Abstract : |
| PubMedSearch : Young_2006_Pest.Manag.Sci_62_114 |
| PubMedID: 16235269 |
| Title : Effect of binary combination of some plant-derived molluscicides with MGK-264 or piperonyl butoxide on the reproduction of the snail Lymnaea acuminata - Singh_2005_Pest.Manag.Sci_61_204 |
| Author(s) : Singh P , Singh VK , Singh DK |
| Ref : Pest Manag Sci , 61 :204 , 2005 |
| Abstract : |
| PubMedSearch : Singh_2005_Pest.Manag.Sci_61_204 |
| PubMedID: 15619718 |
| Title : The effect of piperonyl butoxide on pyrethroid-resistance-associated esterases in Helicoverpa armigera (Hubner) (Lepidoptera: Noctuidae). - Young_2005_Pest.Manag.Sci_61_397 |
| Author(s) : Young SJ , Gunning RV , Moores GD |
| Ref : Pest Manag Sci , 61 :397 , 2005 |
| Abstract : |
| PubMedSearch : Young_2005_Pest.Manag.Sci_61_397 |
| PubMedID: 15605351 |
| Title : Role of piperonyl butoxide in the toxicity of chlorpyrifos to Ceriodaphnia dubia and Xenopus laevis - El-Merhibi_2004_Ecotoxicol.Environ.Saf_57_202 |
| Author(s) : El-Merhibi A , Kumar A , Smeaton T |
| Ref : Ecotoxicology & Environmental Safety , 57 :202 , 2004 |
| Abstract : |
| PubMedSearch : El-Merhibi_2004_Ecotoxicol.Environ.Saf_57_202 |
| PubMedID: 14759667 |
| Title : Piperonyl butoxide. - |
| Author(s) : Gunning RV |
| Ref : Cholinergic Mechanisms, CRC Press :581 , 2004 |
| PubMedID: |
| Title : The use of piperonyl butoxide and MGK-264 to improve the efficacy of some plant-derived molluscicides - Singh_1998_Pest.Sci_54_145 |
| Author(s) : Singh K , Singh A , Singh DK |
| Ref : Pest Sci , 54 :145 , 1998 |
| Abstract : |
| PubMedSearch : Singh_1998_Pest.Sci_54_145 |
| PubMedID: |
| Title : Diazinon poisoning in large white butterfly larvae and the influence of sesamex and piperonyl butoxide - Wahla_1976_Pest.Sci_7_367 |
| Author(s) : Wahla MA , Gibbs RG , Ford JB |
| Ref : Pest Sci , 7 :367 , 1976 |
| Abstract : |
| PubMedSearch : Wahla_1976_Pest.Sci_7_367 |
| PubMedID: |