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Details

Stereochemistry ACHIRAL
Molecular Formula C19H30O5
Molecular Weight 338.4385
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PIPERONYL BUTOXIDE

SMILES

CCCCOCCOCCOCC1=CC2=C(OCO2)C=C1CCC

InChI

InChIKey=FIPWRIJSWJWJAI-UHFFFAOYSA-N
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

HIDE SMILES / InChI

Description

Piperonyl butoxide (PBO) is an organic compound used as a component of pesticide formulations. It is a waxy white solid. It is a semisynthetic derivative of safrole. It is used for the treatment of head, pubic (crab), and body lice. Piperonyl butoxide is a synergist. It has no pesticidal activity of its own, but acts to increase the activity of pesticides such as carbamates, pyrethrins, pyrethroids, and rotenone. PBO acts as an insecticide synergist by inhibiting the natural defense mechanisms of the insect, the most important of which is the Mixed Function Oxidase system, also known as the cytochrome P-450 system. The MFO system is the primary route of detoxification in insects, and causes the oxidative breakdown of insecticides like pyrethrins and the synthetic pyrethroids - thus when PBO is added, higher insecticide levels remain in the insect to exercise their lethal effect. An important consequence of this property is that, by enhancing the activity of a given insecticide, less may be used to achieve the same result. PBO does not appear to have a significant effect on the MFO system in humans. Skin Sensitization PBO has a low acute toxicity by oral, inhalation and dermal routes. It is minimally irritating to the eyes and skin. It is a not a dermal sensitizer. No evidence suggests that PBO disrupts the normal functioning of the endocrine system. This includes the recently developed data to assess the possible interaction of PBO with the endocrine system.

Originator

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
RID MOUSSE

T1/2

ValueDoseCo-administeredAnalytePopulation
24 h
500 mg/kg single, oral
PIPERONYL BUTOXIDE plasma
Rattus norvegicus

PubMed

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
S-bioallethrin and PIPERONYL BUTOXIDE (PBO) caused inhibition of lymphocyte proliferation (MTT-test) after a 72-h culture period in a concentration dependent manner.