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 A\/B H 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

IUPHAR :

Wikipedia :

Target

Families :

Stucture :

Protein :

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 : Zhou_2022_J.Med.Entomol__
ESTHER : Zhou_2022_J.Med.Entomol__
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 : Panini_2017_Pest.Manag.Sci_73_371
ESTHER : Panini_2017_Pest.Manag.Sci_73_371
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 : Rakotoson_2017_Parasit.Vectors_10_396
ESTHER : Rakotoson_2017_Parasit.Vectors_10_396
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 : Uner_2014_J.Biochem.Mol.Toxicol_28_84
ESTHER : Uner_2014_J.Biochem.Mol.Toxicol_28_84
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 : Yardimci_2014_Arh.Hig.Rada.Toksikol_65_387
ESTHER : Yardimci_2014_Arh.Hig.Rada.Toksikol_65_387
PubMedSearch : Yardimci_2014_Arh.Hig.Rada.Toksikol_65_387
PubMedID: 25720026

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 : Pereira_2014_Rev.Soc.Bras.Med.Trop_47_579
ESTHER : Pereira_2014_Rev.Soc.Bras.Med.Trop_47_579
PubMedSearch : Pereira_2014_Rev.Soc.Bras.Med.Trop_47_579
PubMedID: 25467258

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 : Gao_2014_Pestic.Biochem.Physiol_114_90
ESTHER : Gao_2014_Pestic.Biochem.Physiol_114_90
PubMedSearch : Gao_2014_Pestic.Biochem.Physiol_114_90
PubMedID: 25175655

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 : Lopez-Soler_2011_Pest.Manag.Sci_67_1549
ESTHER : Lopez-Soler_2011_Pest.Manag.Sci_67_1549
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 : Moores_2009_Pest.Manag.Sci_65_150
ESTHER : Moores_2009_Pest.Manag.Sci_65_150
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 : Khot_2008_Pest.Manag.Sci_64_1139
ESTHER : Khot_2008_Pest.Manag.Sci_64_1139
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 : Rodriguez_2007_J.Am.Mosq.Control.Assoc_23_420
ESTHER : Rodriguez_2007_J.Am.Mosq.Control.Assoc_23_420
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 : Straus_2006_Toxicol.Mech.Methods_16_235
ESTHER : Straus_2006_Toxicol.Mech.Methods_16_235
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 : Gunning_2006_J.Mol.Neurosci_30_21
ESTHER : Gunning_2006_J.Mol.Neurosci_30_21
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 : Young_2006_Pest.Manag.Sci_62_114
ESTHER : Young_2006_Pest.Manag.Sci_62_114
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 : Singh_2005_Pest.Manag.Sci_61_204
ESTHER : Singh_2005_Pest.Manag.Sci_61_204
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 : Young_2005_Pest.Manag.Sci_61_397
ESTHER : Young_2005_Pest.Manag.Sci_61_397
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 : El-Merhibi_2004_Ecotoxicol.Environ.Saf_57_202
ESTHER : El-Merhibi_2004_Ecotoxicol.Environ.Saf_57_202
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 : Singh_1998_Pest.Sci_54_145
ESTHER : Singh_1998_Pest.Sci_54_145
PubMedSearch : Singh_1998_Pest.Sci_54_145
PubMedID:

Title : Assessment of the teratogenic potential of piperonyl butoxide, biphenyl, and phosalone in the rat -
Author(s) : Khera KS , Whalen C , Angers G , Trivett G
Ref : Toxicol Appl Pharmacol , 47 :353 , 1979
PubMedID: 452026

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 : Wahla_1976_Pest.Sci_7_367
ESTHER : Wahla_1976_Pest.Sci_7_367
PubMedSearch : Wahla_1976_Pest.Sci_7_367
PubMedID: