ChemicalBook--->CAS DataBase List--->119515-38-7

119515-38-7

119515-38-7 Structure

119515-38-7 Structure
IdentificationBack Directory
[Name]

sec-Butyl 2-(2-hydroxyethyl)piperidine-1-carboxylate
[CAS]

119515-38-7
[Synonyms]

Bayrepe
KBR 3023
ICARIDIN
Bayrepel
Icaridine
Picaridin
BAYREPELVE
Picaridin, 93-97%
HYDROXYETHYL ISOBUTYL PIPERIDINE CARBOXYLATE
2-(2-hydroxyethyl)-1-piperidinecarboxylicacid 1-Me
sec-Butyl 2-(2-hydroxyethyl)piperidine-1-carboxylate
1-(1-methylpropoxycarbonyl)-2-(2-hydroxyethyl)piperidine
1-methylpropyl2-(2-hydroxyethyl)-1-piperidinecarboxylate
1-(1-methyl-propoxycarbonyl)-2-(2-hydroxyethyl)-piperidine
2-(2-hydroxyethyl)-1-piperidinecarboxylicaci1-methylpropylester
2-(2-Hydroxyethyl)-1-piperidinecarboxylic Acid 1-Methyl-propyl Ester
1-Piperidinecarboxylic acid, 2-(2-hydroxyethyl)-, 1-methylpropyl ester
[EINECS(EC#)]

423-210-8
[Molecular Formula]

C12H23NO3
[MDL Number]

MFCD01756488
[MOL File]

119515-38-7.mol
[Molecular Weight]

229.32
Chemical PropertiesBack Directory
[Appearance]

Colorless Liquid
[Melting point ]

<-170°
[Boiling point ]

2800C
[density ]

d20 1.07
[refractive index ]

nD20 1.4717
[Fp ]

142°C
[storage temp. ]

Refrigerator
[solubility ]

Chloroform (Slightly), Methanol (Slightly)
[form ]

Oil
[pka]

15.15±0.10(Predicted)
[color ]

Colourless
[Henry's Law Constant]

3.3×105 mol/(m3Pa) at 25℃, HSDB (2015)
[Cosmetics Ingredients Functions]

ANTIMICROBIAL
[InChI]

InChI=1S/C12H23NO3/c1-3-10(2)16-12(15)13-8-5-4-6-11(13)7-9-14/h10-11,14H,3-9H2,1-2H3
[InChIKey]

QLHULAHOXSSASE-UHFFFAOYSA-N
[SMILES]

N1(C(OC(C)CC)=O)CCCCC1CCO
[CAS DataBase Reference]

119515-38-7
[EPA Substance Registry System]

1-Piperidinecarboxylic acid, 2-(2-hydroxyethyl)-, 1-methylpropyl ester(119515-38-7)
Hazard InformationBack Directory
[Chemical Properties]

Colorless Liquid
[Uses]

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

Insect repellent.
[Hazard]

A reproductive hazard.
[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.
[Definition]

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

Commercial production of icaridin involves a highly optimised chemical synthesis process developed to meet global demand for safe and effective insect repellents. The active ingredient is a piperidine derivative, and its synthesis typically starts with cyclohexane derivatives, which undergo a series of reactions including chlorination, etherification, and nitrile formation to build the final molecular structure.
[Mechanism of action]

Topically applied, repellent. Odorant receptor. It has been proposed that icaridin may bind to odorant binding protein 1 (AgamOBP1).
[storage]

4°C, protect from light
[References]

[1] JONATHAN D BOHBOT  Joseph C D. Insect repellents: modulators of mosquito odorant receptor activity.[J]. PLoS ONE, 2010: e12138. DOI: 10.1371/journal.pone.0012138
[2] ZAINULABEUDDIN SYED. Generic insect repellent detector from the fruit fly Drosophila melanogaster.[J]. PLoS ONE, 2011: e17705. DOI: 10.1371/journal.pone.0017705
[3] CéDRIC PENNETIER. Synergy between repellents and non-pyrethroid insecticides strongly extends the efficacy of treated nets against Anopheles gambiae.[J]. ACS Applied Bio Materials, 2007: 38. DOI: 10.1186/1475-2875-6-38
[Pesticide Type]

Insecticide; Repellent; Veterinary substance
Safety DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)Exclamation Mark (GHS07)
GHS02,GHS07
[Signal word ]

Danger
[Hazard statements ]

H225-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[REACH Registrations]

Inactive
[Hazardous Substances Data]

119515-38-7(Hazardous Substances Data)
[Toxicity]

LD50 in rats (mg/kg): 4743 orally; >2000 dermally (Yap); LC50 in rainbow trout (96 hr): 173 mg/l; in bobwhite quail (5 day diet): >5000 ppm a.i. in diet (WHO).
Spectrum DetailBack Directory
[Spectrum Detail]

sec-Butyl 2-(2-hydroxyethyl)piperidine-1-carboxylate(119515-38-7)1HNMR
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