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 | "Descrizione" by Al222 (19782 pt) | 2024-Jun-28 21:43 |
Picaridin (Icaridin) is the name of the plant extract from which it is extracted.
Icaridin is a synthetic compound widely used as an active ingredient in insect repellents. It is known for its effectiveness in repelling a broad range of insects, including mosquitoes, ticks, and flies, while being gentle on the skin and providing long-lasting protection.
Chemical Composition and Structure
Icaridin, chemically known as 1-(1-methylpropoxycarbonyl)-2-(2-hydroxyethyl)piperidine, has the molecular formula C12H23NO3. Its structure includes a piperidine ring substituted with an ethyl group and a hydroxy group, contributing to its repellent properties.
Physical Properties
Icaridin typically appears as a colorless to pale yellow liquid with a mild, non-offensive odor. It is soluble in organic solvents and slightly soluble in water. Icaridin is known for its non-greasy feel and non-staining properties, making it suitable for use in various formulations, including sprays, lotions, and wipes.
Chemical Industrial Synthesis Process
It appears as a colourless to yellowish liquid, volatile and insoluble in water.
What it is used for and where
Insecticides
In 1980, Bayer chemically produced Icaridin as an insect repellent, which was subsequently authorised in 2001 in 2001, while in Canada, authorisation was only granted in 2012.in 2012.
The most commonly used insect and tick repellents on the market are DEET (N,N,Diethyltoluamide), IR3535 (Ethyl Butylacetylaminopropionate) and Icaridin (Picaridin). IR3535 has a lower level of toxicity and has efficacy equal to DEET. Icaridin has the same efficacy as DEET, but has a lower level of toxicity and a longer duration of protection. A natural product, clove essential oil, has shown good repellency, but requires relatively high dosages to cause high effects (1). Other repellents: lemon eucalyptus oil, citronella oil, catnip oil and 2-undecanone.
Icaridin is a newly developed repellent and its recommended use starts at a concentration of 5% and goes up to a maximum of 10% with a short-term protection of about 3 to 5 hours, while in more dangerous situations, when there is a need for a longer period of protection, a concentration of 20% can protect for up to 10 hours (2).
Alternatives to Icaridine
Nepeta cataria also known as catnip, has shown some efficacy as a spatial repellent but less effective than DEET as a contact repellent (3).
VUAA1, a chemical compound that functions as a co-receptor ion channel agonist of the insect odourant receptor (4).
Repellents of natural and plant origin cinnamon oil have shown almost equal repellency to DEET while margosa extract (Azadirachta indica (A.Juss., Sapindales: Meliaceae) has slightly lower efficacy (4). Other repellents: lemon eucalyptus oil, citronella oil, catnip oil, 2-undecanone, para-menthane-3,8-diol (distilled from Eucalyptus citriodora), geraniol.
For more information: Icaridine studies
| Appearance | Colourless liquid |
| pH | 4-9 |
| Boiling Point | 330.9±15.0°C at 760 mmHg |
| Melting Point | below -170ºC |
| Density | 1.0±0.1 g/cm3 |
| Vapor Pressure | 0.0±1.6 mmHg at 25°C |
| Refraction Index | 1.478 |
| PSA | 49.77000 |
| LogP | 1.56 |
| Loss on drying | ≤2.0% |
| Sulphated ash | ≤0.5%/g |
| Heavy metals | ≤10 ppm |
| Safety |  |
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Price
1 g €45.50
10 g €51.00
100 g €103.80
Synonyms
References______________________________________________________________
(1) Nentwig G, Frohberger S, Sonneck R. Evaluation of Clove Oil, Icaridin, and Transfluthrin for Spatial Repellent Effects in Three Tests Systems Against the Aedes aegypti (Diptera: Culicidae). J Med Entomol. 2017 Jan;54(1):150-158. doi: 10.1093/jme/tjw129.
(2) Morimoto Y, Kawada H, Kuramoto KY, Mitsuhashi T, Saitoh T, Minakawa N. New mosquito repellency bioassay for evaluation of repellents and pyrethroids using an attractive blood-feeding device. Parasit Vectors. 2021 Mar 10;14(1):151. doi: 10.1186/s13071-021-04656-y.
Abstract. Background: With the increasing threat of the worldwide spread of mosquito-borne infectious diseases, consumer interest in anti-mosquito textiles that protect against mosquito bites is also increasing. Accordingly, repellent- or insecticide-treated textiles are gaining popularity. The standardization of commercial textile products is, therefore, indispensable for an authentic and objective evaluation of these products. Here we report a textile testing method using an artificial blood-feeding system that does not involve human volunteers or live animals, which aligns with the policy of protecting human and animal welfare....Conclusions: The accuracy and reproducibility of the developed method demonstrate that the ABFD may be widely used for fundamental experiments in the field of mosquito physiology, for the development of new repellent chemicals and in evaluation studies of mosquito repellent products, such as anti-mosquito textiles. The further development of the membrane and feeding unit systems will enable a more practical evaluation of mosquito repellents and blood-feeding inhibitors, such as pyrethroids.
(3) Bernier UR, Furman KD, Kline DL, Allan SA, Barnard DR. Comparison of contact and spatial repellency of catnip oil and N,N-diethyl-3-methylbenzamide (deet) against mosquitoes. J Med Entomol. 2005 May;42(3):306-11. doi: 10.1603/0022-2585(2005)042[0306:cocasr]2.0.co;2.
Abstract. Nepetalactone, the primary component of catnip oil, was compared with the repellent N,N-diethyl-3-methylbenzamide (deet) for its ability to affect the host-seeking ability of Aedes aegypti (L.). A triple cage olfactometer was used to bioassay each substance and to assess its attraction inhibition (spatial repellent) attributes when combined with the following attractants: carbon dioxide, acetone, a blend of L-lactic acid and acetone, and human odors. Repellent tests were conducted with each substance against female Ae. aegypti, Anopheles albimanus Weidemann, and Anopheles quadrimaculatus Say. Catnip oil and deet were both weakly attractive to Ae. aegypti, catnip oil was the better spatial repellent, whereas deet was a more effective contact repellent in tests with all three species of mosquitoes.
(4) Rinker, D. C., Jones, P. L., Pitts, R. J., Rutzler, M., Camp, G., Sun, L., ... & Zwiebel, L. J. (2012). Novel high‐throughput screens of Anopheles gambiae odorant receptors reveal candidate behaviour‐modifying chemicals for mosquitoes. Physiological Entomology, 37(1), 33-41.
Abstract. Despite many decades of multilateral global efforts, a significant portion of the world population continues to be plagued with one or more mosquito-vectored diseases. These include malaria and filariasis as well as numerous arboviral-associated illnesses including Dengue and Yellow fevers. The dynamics of disease transmission by mosquitoes is complex, and involves both vector competence and vectorial capacity. One area of intensive effort is the study of chemosensory-driven behaviours in the malaria vector mosquito Anopheles gambiae Giles, the modulation of which are likely to provide opportunities for disease reduction. In this context recent studies have characterized a large divergent family of An. gambiae odorant receptors (AgORs) that play critical roles in olfactory signal transduction. This work has facilitated high-throughput, cell-based calcium mobilization screens of AgOR-expressing HEK cells that have identified a large number of conventional AgOR ligands, as well as the first non-conventional Orco (olfactory receptor co-receptor) family agonist. As such, ligand-mediated modulation serves as a proof-of-concept demonstration that AgORs represent viable targets for high-throughput screening and for the eventual development of behaviour-modifying olfactory compounds. Such attractants or repellents could foster malaria reduction programmes.
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