sec-Butyl 2-(2-hydroxyethyl)piperidine-1-carboxylate

Description

Picaridin is an insect repellent. It inhibits A. aegypti odorant receptor 2 (AaOR2) or AaOR8 in the presence of their odorant activators, indole and octenol, respectively, expressed in Xenopus oocytes (IC₅₀s = 1,452 and 1,911 μM, respectively). Picaridin reduces the number of entries into a food chamber by female D. melanogaster in an olfactory-based choice assay. It acts synergistically with the non-pyrethroid insecticide pyrimiphos methyl to increase mortality of A. gambiae and reduce blood feeding when used at a concentration of 10 g/m² on nets surrounding guinea pig cages. Formulations containing picaridin have been used as insect repellents against flies, mosquitoes, chiggers, ticks, and fleas.

Description

Icaridin, also commonly known as picaridin, is an insect repellent that was developed by Bayer and first sold under the trade name Beyrepel. After Bayer’s 2005 spinoff of Lanxess and its Saltigo subsidiary, the trade name was changed to Saltidin. Icaridin has some advantages over the long-used insecticide?DEET.
Icaridin is a potentially optically active compound, with two stereocenters. The article of commerce is a mixture of the four possible stereoisomers, one of which is shown in the 3-D image here.
The ongoing Zika virus outbreak has spurred increased use of icaridin. In February, ACS published a?news video?that includes advice about how to avoid being bitten by mosquitoes, especially those that carry the virus. The video also mentions that some bug zappers use?1-octen-3-ol, an earlier Molecule of the Week, to attract mosquitoes.

Chemical properties

Colorless Liquid

The Uses of sec-Butyl 2-(2-hydroxyethyl)piperidine-1-carboxylate

Acts on certain olfactory receptor cell types to reduce the activating or attracting effect of odor sources. Insect repellent

The Uses of sec-Butyl 2-(2-hydroxyethyl)piperidine-1-carboxylate

Insect repellent.

The Uses of sec-Butyl 2-(2-hydroxyethyl)piperidine-1-carboxylate

Acts on certain olfactory receptor cell types to reduce the activating or attracting effect of odor sources.Insect repellent.

What are the applications of Application

Picaridin is an effector of certain insect olfactory cells

Definition

ChEBI: Butan-2-yl 2-(2-hydroxyethyl)piperidine-1-carboxylate is a carboxylic acid and a member of piperidines.

Hazard

A reproductive hazard.