piperidines and Insect-Bites-and-Stings

Topics: Administration, Topical; Animals; DEET; Humans; Insect Bites and Stings; Insect Repellents; Piperidines; Plant Oils; Propionates

This review examines the published laboratory and field tests where the repellents DEET and picaridin have been compared for their efficacy as repellents against mosquitoes. The review is limited to an assessment of whether the duration of protection afforded by picaridin is similar to or better than DEET.. Identification and analysis of laboratory and field-based trials published in peer-reviewed journals that compared DEET to picaridin efficacy.. Only eight field studies and three laboratory studies met the review criteria for inclusion and most were considered to be of high risk of bias and of lower quality when judged against evidence-based principles. Overall, the studies showed little potential difference between DEET and picaridin applied at the same dosage, with some evidence pointing to a superior persistence for picaridin.. Applied dosage is one important variable in determining the persistence of a repellent experienced by users but the maximum concentration in current picaridin formulation is <30%w/v. Therefore, where only 30% DEET or lower concentrations are available, then on current evidence, it is reasonable to offer DEET or picaridin as a first choice. Where >50% DEET products are available then the protection time advantage associated with these formulations reasonably can be invoked to consider them as first choice repellents.

Topics: Animals; Culicidae; DEET; Dose-Response Relationship, Drug; Humans; Insect Bites and Stings; Insect Repellents; Piperidines; Travel-Related Illness

Arthropod bites remain a major cause of patient morbidity. These bites can cause local or systemic effects that may be infectious or inflammatory in nature. Arthropods, notably insects and arachnids, are vectors of potentially serious ailments including malaria, West Nile virus, dengue, and Lyme disease. Measures to curtail the impact of insect bites are important in the worldwide public health effort to safely protect patients and prevent the spread of disease. The history of insect repellent (IR) lends insight into some of the current scientific strategies behind newer products. Active ingredients of currently available IRs include N,N-diethyl-3-methylbenzamide (DEET), botanicals, citronella, and, the newest agent, picaridin. Currently, the Environmental Protection Agency's registered IR ingredients approved for application to the skin include DEET, picaridin, MGK-326, MGK-264, IR3535, oil of citronella, and oil of lemon eucalyptus. DEET has reigned as the most efficacious and broadly used IR for the last 6 decades, with a strong safety record and excellent protection against ticks, mosquitoes, and other arthropods. Newer agents, like picaridin and natural products such as oil of lemon eucalyptus are becoming increasingly popular because of their low toxicity, comparable efficacy, and customer approval. Various characteristics and individual product advantages may lead physicians to recommend one agent over another.

Topics: Adult; Animals; Child; DEET; Eucalyptus; Garlic; Humans; Insect Bites and Stings; Insect Repellents; Oils, Volatile; Permethrin; Piperidines; Plant Oils; Receptors, Odorant

The protection against arthropods especially disease transmitting mosquitoes is becoming more and more important. The problems with drugs used for treatment and prophylactic of malaria are rapidly growing due to emergence of resistant parasites and unwanted side effects. Furthermore the population living in endemic area often can't afford the new expensive drugs. A safe and effective way of preventing insect bites is needed. One can prevent arthropod born diseases by avoiding insect bites through physical and chemical means or a combination of both. Repellents are substances applied to the skin, which effectively prevent insects from biting. The gold standard is still Diethylbenzamine (DEET), which is highly effective, well documented and in use for more than 50 years. The new repellent Bayrepel (hydroxyethyl isobutyl piperidin carboxylate) available to the consumer since 1998, seems to have an efficacy comparable with DEET. Insecticides have a direct toxic effect on the nervous system of arthropods. Mainly synthetic pyrethroids, which produce less ecological problems than the older products, are used. They are supplied in form of sprays, vaporising mats or coils. An important progress is the combination of insecticides with physical means. Insecticide treated bed nets or clothes give an excellent protection. Topical or systemic Vitamin B1, acoustic devices and electrocuters are still sold and widely used although their complete ineffectivity is documented in many studies.

Topics: Animals; beta-Alanine; Culicidae; Humans; Insect Bites and Stings; Insect Control; Insect Repellents; Insect Vectors; Insecticides; Piperidines; Plants; Protective Clothing; Pyrethrins; Travel

Trikatu is composed of dried fruits of Piper nigrum L and Piper retrofractum Vahl, and dried rhizomes of Zingiber officinale R. Although this preparation has been used to relieve pruritis, pain, and inflammation for a long time, there is no clinical evidence to confirm its efficacy and safety. Therefore, we performed a double-blind, within person-randomized controlled study of 30 healthy volunteers to determine efficacy and safety of topical Trikatu on mosquito bite reactions.. All subjects were bitten by Aedes aegypti laboratory mosquitoes on their forearms and they were randomly assigned arms to apply either Trikatu or reference product on the mosquito bite papule. The main outcome was the difference of papule size reduction at 30 min, measured by a caliper, between the Trikatu and reference arms. Pruritis, redness, pain, and patient satisfaction were assessed at 15, 30, 60, 180, and 360 min as secondary outcomes.. There were no significant differences between treatment and reference arms on any outcome at any time of measurement.. Trikatu did not show additional effects for relieving mosquito bite reaction as compared with the reference product containing camphor, menthol, and eucalyptus. For further study, it is very important to consider a proper selection of subjects, comparator product, and concentration of extract when Trikatu preparation is investigated.

Topics: Adult; Aedes; Alkenes; Animals; Erythema; Female; Humans; Insect Bites and Stings; Male; Piperidines; Plant Extracts; Pruritus

People frequently experience whealing and delayed papules from mosquito bites. Whealing is mediated by antisaliva immunoglobulin (Ig)E antibodies and histamine. Cetirizine, ebastine and loratadine have earlier shown effects on mosquito-bite reactions but no comparative studies exist.. A double-blind, placebo-controlled, cross-over study was performed with cetirizine 10 mg, ebastine 10 mg and loratadine 10 mg in 29 mosquito-bite-sensitive adults exposed to Aedes aegypti mosquito-bites. The size of the bite lesion and the intensity of pruritus (visual analog scale) were measured at 15 min and 2, 6 and 24 h.. Cetirizine and ebastine, but not loratadine, decreased significantly the size of whealing (P < 0.01) and accompanying pruritus (P < 0.001) compared to placebo. Cetirizine was most effective on pruritus but caused more often sedation than ebastine or loratadine. The delayed bite symptoms remained too faint for any statistical comparison.. This comparative study in mosquito-bite-sensitive adults shows that cetirizine and ebastine decrease significantly whealing and accompanying pruritus, and that cetirizine seems to be the most effective against pruritus.

Topics: Adult; Animals; Butyrophenones; Cetirizine; Conscious Sedation; Cross-Over Studies; Culicidae; Double-Blind Method; Finland; Histamine H1 Antagonists; Humans; Hypersensitivity, Immediate; Insect Bites and Stings; Loratadine; Middle Aged; Piperidines; Pruritus; Severity of Illness Index; Time Factors; Treatment Outcome

Mosquito bites usually cause wealing and delayed bite papules. Cetirizine decreases wealing, bite papules and pruritus but the effect of other antihistamines on mosquito bites is unknown. We studied the effect of ebastine in 30 mosquito bite-sensitive adult subjects. Ebastine 10 mg or 20 mg and placebo were given for 4 days in a cross-over fashion. Aedes aegypti bites were given on forearms. The size of the bite lesions and pruritus (visual analogue score) were measured at 15 min, 2, 6, and 24 h after the bites. Twenty-five subjects were evaluable in the study. At 15 min ebastine decreased significantly the size of the bite lesion (p = 0.0017) and pruritus (p<0.0001). The effects of 10 mg and 20 mg of ebastine were similar. No significant effect was found at 2, 6 or 24 h, but when the measurements at all four time points were compiled the size of the bite lesion and pruritus score decreased significantly. Sedation occurred during ebastine treatment in 6 (21%) and during placebo treatment in 2 (7%) subjects. The present results show that prophylactically given ebastine is effective against immediate mosquito bite symptoms.

Topics: Adult; Aedes; Animals; Butyrophenones; Cross-Over Studies; Double-Blind Method; Female; Histamine H1 Antagonists; Humans; Hypersensitivity; Insect Bites and Stings; Male; Middle Aged; Piperidines; Premedication

Topics: Animals; Attitude to Health; Consumer Health Information; Culicidae; Cyclohexane Monoterpenes; DEET; Eucalyptus; Health Behavior; Health Education; Humans; Insect Bites and Stings; Insect Repellents; Menthol; Mosquito Control; Phytotherapy; Piperidines; Plant Extracts; Time Factors

Topics: Animals; Culicidae; Cyclohexane Monoterpenes; DEET; Humans; Insect Bites and Stings; Insect Repellents; Malaria; Menthol; Piperidines; Travel

Commercial formulations of 3 repellents: OFF Active (active ingredient [AI] 15% N,N-diethyl-meta-toluamide [deet]), OFF Family Care (AI 5% picaridin), and CVS Pharmacy Fresh Insect Repellent (AI 10% citronella, 2% lauryl sulfate, and 0.2% potassium sorbate) were evaluated to determine the mean protection time provided against the large floodwater mosquitoes, Psorophora ciliata and Ps. howardii. Each of these products contained different active ingredients and displayed different protection times, but repellency was in accordance with each product's label reapplication times/repellency durations. The CVS Pharmacy Fresh Insect Repellent provided the least protection (2 h and 26 min), followed by OFF Family Care (3 h and 46 min). OFF Active afforded the longest protection (5 h and 41 min), which was significantly higher than the other treatments (P < 0.001).

Topics: Animals; Culicidae; Cymbopogon; DEET; Female; Humans; Insect Bites and Stings; Insect Repellents; Male; Middle Aged; Phytotherapy; Piperidines; Plant Preparations; Young Adult

Recently, vector-borne diseases have been resurging in endemic areas and expanding their geographic range into nonendemic areas. Such changes have refocused attention to the potential for major public health events, as naive populations are exposed to these pathogens. Personal topical repellents, recommended by the United States Centers for Disease Control and Prevention and World Health Organization, remain a first line of protection against infection. The current study evaluated the repellent efficacy of four new U.S. Environmental Protection Agency-registered topical repellent products, two with picaridin as the active ingredient and two with IR3535, against a standard DEET (N,N-diethyl-3-methylbenzamide)-based product. All products were evaluated against a wide range of vector species under field conditions across the Americas. Human volunteers were used to evaluate product efficacy as compared with a well-known DEET-based formulation and determine suitability for use by the U.S. military. Findings demonstrated the new formulations performed as well as the standard U.S. military repellent and could be recommended for use.

Topics: Administration, Topical; Americas; Humans; Insect Bites and Stings; Insect Repellents; Piperidines; Propionates

Changes in the time to first bite (TFB) and the bloodfeeding behavior of adult female Aedes aegypti (L.) mosquitoes following dissemination of Sindbis virus (SINV) were observed after exposure to repellents with the active ingredients (AI) DEET, picaridin, 2-undecanone (2-U), and oil of lemon eucalyptus. Dissemination of SINV significantly decreased (P<0.0001) the TFB of DEET (15%) and picaridin (15%) by 46% and 37%, respectively. Significant (P<0.0001) changes in activation, probing, and engorgement times were observed in SINV infected mosquitoes after exposure to the four repellents compared to uninfected mosquitoes. Taken together, a decrease in TFB and time to complete the four bloodfeeding stages will lessen the prey-status, and enhance both the chances of mosquito survival and arbovirus transmission.

Topics: Aedes; Animals; Behavior, Animal; DEET; Female; Insect Bites and Stings; Insect Repellents; Ketones; Piperidines; Sindbis Virus; Time Factors

A six-year old mixed-breed dog presented with severe trauma to the oral mucosa suggestive of chemical burn. Sixteen Harmonia axyridis (Coccinellidae) were removed from the oral cavity, which revealed trauma consistent with chemical burn. The beetles had become embedded in mucosa covering the hard palate and required manual removal. A diagnosis of beetle induced chemical burn was warranted and consistent with the nature of the chemical constituents of H. axyridis hemolymph.

Topics: Animals; Burns, Chemical; Coleoptera; Dog Diseases; Dogs; Hemolymph; Insect Bites and Stings; Mouth Mucosa; Piperidines; Tongue

A series of behavioral tests with Aedes aegypti (L.), Anopheles stephensi Liston, mosquitoes, and the sand fly Phlebotomus papatasi Scopoli in the presence of Deet, SS220, and Picaridin topically applied to the skin of human volunteers showed that the insects were deterred from feeding on and repelled from surfaces emanating the compounds. When offered a 12- or 24-cm2 area of skin, one-half treated with compound and one-half untreated, the insects fed almost exclusively on untreated skin. The sand flies and mosquitoes did not at any time physically contact chemically treated surfaces. When treated and untreated skin areas were covered with cloth, insects contacted, landed, and bit only through cloth covering untreated skin. These observations provided evidence that the compounds deterred feeding and repelled insects from treated surfaces primarily as a result of olfactory sensing. When cloth, one-half untreated and one-half treated with chemical, was placed over untreated skin, insects only touched and specifically bit through the untreated cloth. This showed that the activity of the chemicals does not involve a chemical x skin interaction. In the presence of any of the three chemicals, no matter how they were presented to the insects, overall population biting activity was reduced by about one-half relative to controls. This reduction showed a true repellent effect for the compounds. Results clearly showed that Deet, SS220, and Picaridin exert repellent and deterrent effects upon the behavior of mosquitoes and sand flies. Heretofore, the combined behavioral effects of these compounds upon mosquito and sand fly behavior were unknown. Moreover, protection afforded by Deet, SS220, and Picaridin against the feeding of these three disease vectors on humans is mechanistically a consequence of the two chemical effects.

Topics: Aedes; Animals; Anopheles; Biological Assay; Cyclohexenes; DEET; Feeding Behavior; Female; Humans; Insect Bites and Stings; Insect Repellents; Male; Phlebotomus; Piperidines; Smell

Topics: Animals; Culicidae; DEET; Humans; Insect Bites and Stings; Insect Repellents; Piperidines; Plant Structures; Ticks

Topics: Animals; Culicidae; DEET; Humans; Insect Bites and Stings; Insect Repellents; Patient Compliance; Piperidines

Topics: Animals; Culicidae; DEET; Eucalyptus; Humans; Insect Bites and Stings; Insect Repellents; Piperidines; Plant Oils

Topics: Animals; Culicidae; DEET; Eucalyptus; Humans; Insect Bites and Stings; Insect Repellents; Piperidines; Plant Oils

Recently, catnip, Nepeta cataria L. (Lamiaceae), essential oil has been formulated and marketed as an alternative repellent for protection against biting arthropods by several vendors. We isolated the major active components of catnip oil, E,Z- and Z,E-nepetalactone, and quantitatively measured their antibiting efficacy compared with the repellents N,N-diethyl-3-methylbenzamide (deet) and chiral (1S,2'S)-2-methylpiperidinyl-3-cyclohexene-1-carboxamide (SS220) against the yellowfever mosquito, Aedes aegypti (L.), by using an in vitro assay and human volunteers at 24 nmol compound/cm2 (cloth or skin). Of all compounds tested in an in vitro assay, SS220 ranked as the most effective, whereas catnip oil and the nepetalactone compounds did not differ significantly from each other or from deet. However, in human volunteer bioassays, neither E,Z and Z,E-nepetalactone nor racemic nepetalactone deterred mosquito biting as effectively as SS220 or deet. All compounds differed significantly from the control. We conclude that catnip oil and nepetalactone isomers are significantly less effective than deet or SS220 in deterring the biting of Ae. aegypti.

Topics: Aedes; Animals; Cyclohexenes; Cyclopentane Monoterpenes; Cyclopentanes; DEET; Humans; Insect Bites and Stings; Insect Repellents; Nepeta; Piperidines; Plant Oils; Pyrones

The insect repellents N,N-diethyl-3-methylbenzamide (Deet) and the racemate and 1S,2'S stereoisomer of 2-methylpiperidinyl-3-cyclohexene-1-carboxamide (AI3-37220) were tested against Anopheles albimanus Wiedemann and Aedes aegypti (L.) in laboratory human-volunteer assays. Estimated skin doses of Deet or racemic AI3-37220 required to reduce biting by 95% in Ae. aegypti were 2.3 and 3.5 x 10(-2) micromol/cm2 skin, respectively, whereas estimated doses for 95% bite reduction of An. albimanus in an approximately 40-yr-old laboratory colony established from El Salvador were 5 times higher at 12 x 10(-2) micromol Deet/cm2 skin and >20 x 10(-2) micromol/cm2 skin for AI3-37220. In tests with the 1S,2'S stereoisomer of AI3-37220, a newly established colony of An. albimanus from Belize bit less aggressively than El Salvador An. albimanus. However, the Belize-derived mosquitoes were as resistant as the old El Salvador colony to repellent effects of 1S,2'S stereoisomer of 2-methylpiperidinyl-3-cyclohexene-1-carboxamide. Earlier workers surmised that usual skin doses of Deet would offer only limited protection against An. albimanus in the field. Our findings support this speculation, but they also indicate that doses of Deet higher than those needed for protection against Ae. aegypti might offer reasonable protection against An. albimanus. Results indicate that neither racemate nor 1S,2'S stereoisomer of 2-methylpiperidinyl-3-cyclohexene-1-carboxamide offer as much protection as Deet against An. Albimanus, despite being highly effective against Ae. aegypti.

Topics: Aedes; Animals; Animals, Laboratory; Anopheles; DEET; Dose-Response Relationship, Drug; Female; Humans; Insect Bites and Stings; Insecticide Resistance; Male; Piperidines; Species Specificity

Topics: Animals; Culicidae; DEET; Humans; Insect Bites and Stings; Insect Repellents; Piperidines

IR3535, KBR3023, para-Menthane-3,8-diol (PMD), and deet were evaluated in controlled studies with human subjects (n = 5) for repellency to black salt marsh mosquitoes (Ochlerotatus taeniorhynchus Wiedemann), in the Everglades National Park, FL. In tests of 6-h duration, with an average mosquito biting pressure on exposed forearm skin of 19.5 (+/- 13.7) bites per minute, the mean percent repellencies (SE) for IR3535, KBR3023, PDM, and deet was 88.6 (3.2), 97.5 (1.7), 89.2 (2.9), and 94.8 (2.5), respectively. Mean complete protection times (SE) for IR3535, KBR3023, PMD), mean deet were 3.0 (1.0), 5.4 (0.6), 3.8 (1.4), and 5.6 (0.5) h, respectively. Untreated (ethanol) controls provided 0% repellency. When mosquito biting rates on the untreated forearm skin of repellent-treated subjects were compared with biting rates on the forearm skin of control subjects, the former were 23%-40% lower early in tests and as much as 22% higher late in tests. These differences cast doubt on the technical merit of test designs comprising evaluation of more than one repellent at a time on the same human subject while underscoring the importance of untreated subjects as negative controls in field repellent bioassays.

Topics: Activity Cycles; Animals; Culicidae; Cyclohexane Monoterpenes; Florida; Humans; Insect Bites and Stings; Insect Repellents; Insecticides; Menthol; Piperidines; Propionates; Terpenes

Field trials to compare repellent formulations containing either picaridin or deet against rainforest mosquitoes in northern Queensland, Australia, were conducted. Three repellents were compared at night: 9.3% picaridin and 19.2% picaridin (Autan Repel and Autan Repel Army 20, respectively, Bayer, Sydney, Australia) and 35% deet in a gel (Australian Defense Force [ADF]). During the day, the following three repellents were compared: 19.2% picaridin, 20% deet in a controlled release formulation (Sawyer Controlled Release Deet), and 33% deet in a polymer formulation (U.S. Army Extended Duration Topical Insect and Arthropod Repellent [EDTIAR]). The predominant mosquito species collected was Verrallina lineata (Taylor), with smaller numbers of Ochlerotatus kochi (Donitz), Anopheles farauti s.s. Laveran, Ochlerotatus notoscriptus (Skuse), and Coquilletidia xanthogaster (Edwards). In nighttime tests, 19.2% picaridin provided >94.7% protection for at least 9 h, and ADF deet provided >95% protection for 7 h. The 9.3% picaridin formulation provided >95% protection for only 2 h, and provided 60% protection at 9 h. In daytime tests, Sawyer 20% deet provided >95% protection for 6 h, and both 19.2% picaridin and U.S. Army EDTIAR provided >95% protection for 8 h. In both nighttime and daytime tests 19.2% picaridin provided similar or better protection than deet formulations.

Topics: Animals; Australia; Culicidae; DEET; Female; Humans; Insect Bites and Stings; Insect Repellents; Male; Mosquito Control; Piperidines; Trees; Tropical Climate

The repellent 1-(3-cyclohexen-1-yl-carbonyl)-2-methylpiperidine (AI3-37220) was compared with 2 formulations of diethylmethylbenzamide (deet) for its effectiveness in protecting 4 humans against the bites of Anopheles koliensis mosquitoes at a village in Central Province, Papua New Guinea. A mean of 77.2 +/- 10.5 bites/human/10 min of An. koliensis was collected on ethanol-treated (control) volunteers, a much higher density than most previous studies with Anopheles sp. mosquitoes. The protection provided by all repellents did not last long. Both 25% A13-37220 in ethanol and a formulation containing 35% deet in a gel provided >95% protection for only 2 h. A formulation of 25% deet in ethanol provided only 93% protection 1 h after repellent application and 39% protection 5 h after application.

Topics: Adult; Animals; Anopheles; DEET; Humans; Insect Bites and Stings; Insect Repellents; Male; Papua New Guinea; Piperidines

Deet, the lactone CIC-4, and the piperidine compounds A13-37220 and A13-35765 were evaluated for initial repellency against laboratory-reared Anopheles albimanus Wiedemann, An. freeborni Aitken, An. gambiae Giles, An. stephensi Liston, and Phlebotomus papatasi (Scopoli) using a dose-response testing procedure on human volunteers. In addition, deet and CIC-4 were tested against Lutzomyia longipalpis (Lutz & Neiva). In general, the repellency of A13-37220, A13-35765, and CIC-4 was not markedly different from that of deet against each species tested; however, the different species varied greatly in response to the repellents. Overall, An. stephensi, L. longipalpis, and P. papatasi were the most sensitive, and An. albimanus the most tolerant species. The four repellents subsequently were tested against An. stephensi and An. albimanus to determine the duration of repellency. AI3-37220 provided effective (> 90%) protection against An. stephensi bites for 7 h, whereas deet, AI3-35765, and CIC-4 provided 6, 5, and 3 h of protection, respectively. Each of the four compounds provided < 1 h of protection against An. albimanus bites.

Topics: Animals; Anopheles; Chromones; DEET; Female; Humans; Insect Bites and Stings; Insect Repellents; Lethal Dose 50; Male; Piperidines; Psychodidae

Deet (N,N-diethyl-3-methyl-benzamide), the lactone CIC-4 ([2-hydroxy-methyl-cyclohexyl] acetic acid lactone), the USDA Proprietary Chemicals AI3-37220 (1- [3-cyclohexen-1-ylcarbonyl]-2-methylpiperidine) and ++[3-35765 (1-[3-cyclohexen-1-ylcarbonyl] piperidine), and the U.S. military extended duration repellent formulation (EDRF) of deet were evaluated for repellency in the laboratory and field against the black flies Prosimulium mixtum and P. fuscum. CIC-4, AI3-37220, and AI3-35765 were as effective as deet at repelling P. mixtum and P. fuscum in laboratory and field experiments. Only the EDRF provided significantly longer protection than the deet standard against these black flies in the field.

Topics: Animals; Chromones; DEET; Female; Humans; Insect Bites and Stings; Insect Repellents; Piperidines; Simuliidae

It is now apparent that venom and venom components of the Hymenoptera superfamilies of Apida (honeybee) and Vespida (wasps, yellow jackets, and hornets) are becoming increasingly important in the diagnosis and treatment of hypersensitivity reactions. Stings from fire ants (superfamily Formicidae, family Myrmicinae) have also been recognized as causes of systemic reactions in man. Fire ant venom is unique in its composition, consisting mainly of alkaloids in aqueous suspension with only trace amounts of protein. This study compares the skin reactivity of fire ant venom and synthesized alkaloid components with the whole body extract (WBE) of fire ants and other Hymenoptera. The venom as well as the WBE of fire ants was found useful for skin test diagnosis of sensitive individuals. There appear to be cross-reactive or shared antigens between fire ant venom, WBE, and WBE of other Hymenoptera. Successful passive transfer of skin reactivity to nonsensitive individuals was accomplished with sera from sensitive individuals. Loss of this passive transfer by heating sera at 56 degrees C for 4 hr is evidence in favor of IgE mediating the positive skin test to the venom.

Topics: Animals; Ants; Humans; Hypersensitivity; Immunization, Passive; Insect Bites and Stings; Piperidines; Skin Tests; Tissue Extracts; Venoms