CHEBI:39260 - pyriproxyfen

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ChEBI Name pyriproxyfen
ChEBI ID CHEBI:39260
Definition An aromatic ether that consists of propylene glycol having a 2-pyridyl group at the O-1 position and a 4-phenoxyphenyl group at the O-3 position.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information ChemicalBook:CB2779692, eMolecules:6886432
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Pyriproxyfen is a pesticide which is found to be effective against a variety of insects. It was introduced to the US in 1996, to protect cotton crops against whitefly. It has also been found useful for protecting other crops. It is also used as a prevention for flea control on household pets, for killing indoor and outdoor ants and roaches. Methods of application include aerosols, bait, carpet powders, foggers, shampoos and pet collars. Pyriproxyfen is a juvenile hormone analog (IRAC group 7C) and an insect growth regulator. It prevents larvae from developing into adulthood and thus rendering them unable to reproduce. In the US, pyriproxyfen is often marketed under the trade name Nylar, and is one of two active ingredients in Advantage II. In Europe, pyriproxyfen is known under the brand names Cyclio (Virbac) and Exil Flea Free TwinSpot (Emax).
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Formula C20H19NO3
Net Charge 0
Average Mass 321.36980
Monoisotopic Mass 321.13649
InChI InChI=1S/C20H19NO3/c1-16(23-20-9-5-6-14-21-20)15-22-17-10-12-19(13-11-17)24-18-7-3-2-4-8-18/h2-14,16H,15H2,1H3
InChIKey NHDHVHZZCFYRSB-UHFFFAOYSA-N
SMILES CC(COc1ccc(Oc2ccccc2)cc1)Oc1ccccn1
Roles Classification
Biological Role(s): juvenile hormone mimic

Application(s): juvenile hormone mimic

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ChEBI Ontology
Outgoing pyriproxyfen (CHEBI:39260) has functional parent 4-phenoxyphenol (CHEBI:39264)
pyriproxyfen (CHEBI:39260) has role juvenile hormone mimic (CHEBI:24942)
pyriproxyfen (CHEBI:39260) is a aromatic ether (CHEBI:35618)
pyriproxyfen (CHEBI:39260) is a pyridines (CHEBI:26421)
IUPAC Name
2-[1-methyl-2-(4-phenoxyphenoxy)ethoxy]pyridine
Synonyms Sources
4-phenoxyphenyl (RS)-2-(2-pyridyloxy)propyl ether ChemIDplus
Pyriproxyfen ChemIDplus
Manual Xrefs Databases
574 PPDB
574 VSDB
C18605 KEGG COMPOUND
D08455 KEGG DRUG
GB2140010 Patent
Pyriproxyfen Wikipedia
US4751225 Patent
View more database links
Registry Numbers Types Sources
6932868 Reaxys Registry Number Reaxys
95737-68-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations
Last Modified
28 July 2014