MedKoo Cat#: 464815 | Name: Picaridin-d3
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Picaridin-d3 is intended for use as an internal standard for the quantification of picaridin by GC- or LC-MS. Picaridin is an insect repellant. 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 repellants against flies, mosquitoes, chiggers, ticks, and fleas.

Chemical Structure

Picaridin-d3
Picaridin-d3
CAS#2928067-33-6

Theoretical Analysis

MedKoo Cat#: 464815

Name: Picaridin-d3

CAS#: 2928067-33-6

Chemical Formula: C12H20D3NO3

Exact Mass: 232.1866

Molecular Weight: 232.34

Elemental Analysis: C, 62.04; H, 11.28; N, 6.03; O, 20.66

Price and Availability

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1mg USD 550.00 2 Weeks
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Synonym
Picaridin-d3; Picaridin d3; Icaridin-d3; Icaridin d3;
IUPAC/Chemical Name
butan-2-yl-1,1,1-d3 2-(2-hydroxyethyl)piperidine-1-carboxylate
InChi Key
QLHULAHOXSSASE-BMSJAHLVSA-N
InChi Code
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/i2D3
SMILES Code
O=C(OC(CC)C([2H])([2H])[2H])N1C(CCCC1)CCO
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Biological target:
Picaridin-d3 is intended for use as an internal standard for the quantification of picaridin by GC- or LC-MS. Picaridin is an insect repellant.
In vitro activity:
TBD
In vivo activity:
Larval mosquitos were not affected by exposure to repellents containing DEET or picaridin. This study found no larval salamander mortality in control and DEET treatments, but mortality rates in picaridin treatments ranged from 45 to 65% after 25 days of exposure. Salamander larvae exposed to repellents containing picaridin began to display tail deformities and impaired development four days after the experiment began. Reference: Biol Lett. 2018 Oct 31;14(10):20180526. https://pubmed.ncbi.nlm.nih.gov/30381452/

Preparing Stock Solutions

The following data is based on the product molecular weight 232.34 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
Almeida RM, Han BA, Reisinger AJ, Kagemann C, Rosi EJ. High mortality in aquatic predators of mosquito larvae caused by exposure to insect repellent. Biol Lett. 2018 Oct 31;14(10):20180526. doi: 10.1098/rsbl.2018.0526. PMID: 30381452; PMCID: PMC6227861.
In vitro protocol:
TBD
In vivo protocol:
Almeida RM, Han BA, Reisinger AJ, Kagemann C, Rosi EJ. High mortality in aquatic predators of mosquito larvae caused by exposure to insect repellent. Biol Lett. 2018 Oct 31;14(10):20180526. doi: 10.1098/rsbl.2018.0526. PMID: 30381452; PMCID: PMC6227861.
1: Luker HA, Rodriguez S, Kandel Y, Vulcan J, Hansen IA. A novel Tick Carousel Assay for testing efficacy of repellents on Amblyomma americanum L. PeerJ. 2021 Apr 21;9:e11138. doi: 10.7717/peerj.11138. PMID: 33976963; PMCID: PMC8067905. 2: Clarkson TC, Janich AJ, Sanchez-Vargas I, Markle ED, Gray M, Foster JR, Black Iv WC, Foy BD, Olson KE. Nootkatone Is an Effective Repellent against Aedes aegypti and Aedes albopictus. Insects. 2021 Apr 27;12(5):386. doi: 10.3390/insects12050386. PMID: 33925333; PMCID: PMC8145050. 3: Lyu Z, Soleman SR, Li M, Harada KH. Letter to the editors regarding "Risk assessments for the insect repellents DEET and picaridin". Regul Toxicol Pharmacol. 2021 Jun;122:104928. doi: 10.1016/j.yrtph.2021.104928. Epub 2021 Apr 18. PMID: 33857527. 4: Chauhan KR, McPhatter LP, O'Dell K, Syed Z, Wheeler A, Debboun M. Evaluation of a Novel User-Friendly Arthropod Repellent Gel, Verdegen. J Med Entomol. 2021 Apr 15:tjab065. doi: 10.1093/jme/tjab065. Epub ahead of print. PMID: 33855440. 5: Afify A, Betz JF, Riabinina O, Lahondère C, Potter CJ. Commonly Used Insect Repellents Hide Human Odors from Anopheles Mosquitoes. Curr Biol. 2019 Nov 4;29(21):3669-3680.e5. doi: 10.1016/j.cub.2019.09.007. Epub 2019 Oct 17. PMID: 31630950; PMCID: PMC6832857. 6: Insect repellents. Med Lett Drugs Ther. 2019 Aug 26;61(1579):129-132. PMID: 31593398. 7: Xu P, Zeng F, Bedoukian RH, Leal WS. DEET and other repellents are inhibitors of mosquito odorant receptors for oviposition attractants. Insect Biochem Mol Biol. 2019 Oct;113:103224. doi: 10.1016/j.ibmb.2019.103224. Epub 2019 Aug 22. PMID: 31446031; PMCID: PMC6752049. 8: Carr AL, Salgado VL. Ticks home in on body heat: A new understanding of Haller's organ and repellent action. PLoS One. 2019 Aug 23;14(8):e0221659. doi: 10.1371/journal.pone.0221659. PMID: 31442282; PMCID: PMC6707551. 9: Chatha SAS, Asgher M, Asgher R, Hussain AI, Iqbal Y, Hussain SM, Bilal M, Saleem F, Iqbal HMN. Environmentally responsive and anti-bugs textile finishes - Recent trends, challenges, and future perspectives. Sci Total Environ. 2019 Nov 10;690:667-682. doi: 10.1016/j.scitotenv.2019.06.520. Epub 2019 Jul 3. PMID: 31301507. 10: Gliniewicz A, Borecka A, Przygodzka M, Mikulak E. Susceptibility of Dermacentor reticulatus tick to repellents containing different active ingrediens. Przegl Epidemiol. 2019;73(1):117-125. doi: 10.32394/pe.73.13. PMID: 31134780. 11: Spirhanzlova P, Fini JB, Demeneix B, Lardy-Fontan S, Vaslin-Reimann S, Lalere B, Guma N, Tindall A, Krief S. Composition and endocrine effects of water collected in the Kibale national park in Uganda. Environ Pollut. 2019 Aug;251:460-468. doi: 10.1016/j.envpol.2019.05.006. Epub 2019 May 2. PMID: 31103006. 12: Kajla MK, Barrett-Wilt GA, Paskewitz SM. Bacteria: A novel source for potent mosquito feeding-deterrents. Sci Adv. 2019 Jan 16;5(1):eaau6141. doi: 10.1126/sciadv.aau6141. PMID: 30746455; PMCID: PMC6357744. 13: Hasler T, Fehr J, Held U, Schlagenhauf P. Use of repellents by travellers: A randomised, quantitative analysis of applied dosage and an evaluation of knowledge, Attitudes and Practices (KAP). Travel Med Infect Dis. 2019 Mar- Apr;28:27-33. doi: 10.1016/j.tmaid.2018.12.007. Epub 2018 Dec 19. PMID: 30578847. 14: Drugs and Lactation Database (LactMed) [Internet]. Bethesda (MD): National Library of Medicine (US); 2006–. Icaridin. 2018 Dec 3. PMID: 29999892. 15: Franco TA, Xu P, Brito NF, Oliveira DS, Wen X, Moreira MF, Unelius CR, Leal WS, Melo ACA. Reverse chemical ecology-based approach leading to the accidental discovery of repellents for Rhodnius prolixus, a vector of Chagas diseases refractory to DEET. Insect Biochem Mol Biol. 2018 Dec;103:46-52. doi: 10.1016/j.ibmb.2018.10.004. Epub 2018 Oct 26. PMID: 30401626; PMCID: PMC6278923. 16: Nguyen QD, Vu MN, Hebert AA. Insect Repellents: An Updated Review for the Clinician. J Am Acad Dermatol. 2018 Nov 2:S0190-9622(18)32824-X. doi: 10.1016/j.jaad.2018.10.053. Epub ahead of print. PMID: 30395919. 17: Almeida RM, Han BA, Reisinger AJ, Kagemann C, Rosi EJ. High mortality in aquatic predators of mosquito larvae caused by exposure to insect repellent. Biol Lett. 2018 Oct 31;14(10):20180526. doi: 10.1098/rsbl.2018.0526. PMID: 30381452; PMCID: PMC6227861. 18: Devillers J. 2D and 3D structure-activity modelling of mosquito repellents: a review $. SAR QSAR Environ Res. 2018 Sep;29(9):693-723. doi: 10.1080/1062936X.2018.1513218. PMID: 30220218. 19: Goodyer L, Schofield S. Mosquito repellents for the traveller: does picaridin provide longer protection than DEET? J Travel Med. 2018 May 1;25(suppl_1):S10-S15. doi: 10.1093/jtm/tay005. PMID: 29718433. 20: Tavares M, da Silva MRM, de Oliveira de Siqueira LB, Rodrigues RAS, Bodjolle-d'Almeida L, Dos Santos EP, Ricci-Júnior E. Trends in insect repellent formulations: A review. Int J Pharm. 2018 Mar 25;539(1-2):190-209. doi: 10.1016/j.ijpharm.2018.01.046. Epub 2018 Feb 3. PMID: 29410208.