Names | |
---|---|
IUPAC name Ethyl N-acetyl-N-butyl-β-alaninate | |
Preferred IUPAC name Ethyl 3-(N-butylacetamido)propanoate | |
Other names
| |
Identifiers | |
3D model (JSmol) | |
ChemSpider | |
ECHA InfoCard | 100.052.560 |
PubChem CID | |
UNII | |
CompTox Dashboard (EPA) | |
| |
| |
Properties | |
C11H21NO3 | |
Molar mass | 215.293 g·mol−1 |
Appearance | Colorless liquid |
Odor | Almost odorless |
Density | 0.998 g/cm3 (at 20 °C) |
Melting point | < -90 °C |
Boiling point | 141 °C (decomposes) |
70 g/L (at 20 °C) | |
Solubility in Acetone, ethyl acetate, dichloromethane, n-heptane, methanol, p-xylene | >250 g/L (at RT) |
log P | 1.7 (at 23 °C) |
Hazards | |
GHS labelling: | |
Warning | |
H319 | |
P280, P305+P351+P338, P337+P313 | |
Flash point | 159 °C (318 °F; 432 K) |
Lethal dose or concentration (LD, LC): | |
LD50 (median dose) |
|
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Ethyl butylacetylaminopropionate is an insect repellent whose trade name is IR3535 and was developed and commercialized by Merck KGaA (Germany). It is a colorless and odorless oil with a good skin feel in final products, and it is biodegradable. [1] [2] [3]
Unlike icaridin, IR3535 can dissolve some plastics and synthetic fabrics, except polyethylene and polypropylene. [4] [5] [6]
IR3535 is effective in repelling several different insects such as mosquitoes species and also midges, ticks and head lice. It is as effective as DEET against Aedes and Culex mosquitoes, but may be less effective than DEET against Anopheles mosquitoes, vectors of malaria. [7] [8]
A 2013 review concluded that IR3535 is as effective as 20% DEET against Anopheles, citing that some studies reported possibly shorter protection of just 3.8 hours. [9] [6] In areas with malaria, the NHS recommends 50% DEET or at least 30% DEET or 20% icaridin instead of IR3535. [10] [11] [12] IR3535, among other repellents, is included in the World Health Organization (WHO) recommendation for areas with malaria. The WHO also notes that it may be necessary to reapply repellents every 3-4 hours in hot and humid climates. [13] [14]
IR3535 also helps prevent bites from ticks that may transmit Lyme disease. [6]
IR3535 can irritate the eyes on contact. [5]
Few if any studies have evaluated possible interactions when using IR3535 with sunscreens. [15]
The mechanism of action is still under investigation, but it probably related to the intolerance of mosquitos and other invertebrate animals to its odor.
IR3535 is applied topically in human skin and prevent bites from mosquitos and ticks that might cause serious diseases, such as dengue, malaria, zika, West Nile virus, Lyme disease, among others. [16]
IR3535 is a derivative of non-proteinogenic amino acid beta-alanine. [2]
IR3535 is approved by several authorities around the world, including ECHA (Europe) [17] and the EPA (US) [18] where it is considered a biopesticide.
Mosquitoes, the Culicidae, are a family of small flies consisting of 3,600 species. The word mosquito is Spanish and Portuguese for little fly. Mosquitoes have a slender segmented body, one pair of wings, three pairs of long hair-like legs, and specialized, highly elongated, piercing-sucking mouthparts. All mosquitoes drink nectar from flowers; females of some species have in addition adapted to drink blood. Evolutionary biologists view mosquitoes as micropredators, small animals that parasitise larger ones by drinking their blood without immediately killing them. Medical parasitologists view mosquitoes instead as vectors of disease, carrying protozoan parasites or bacterial or viral pathogens from one host to another.
West Nile fever is an infection by the West Nile virus, which is typically spread by mosquitoes. In about 80% of infections people have few or no symptoms. About 20% of people develop a fever, headache, vomiting, or a rash. In less than 1% of people, encephalitis or meningitis occurs, with associated neck stiffness, confusion, or seizures. Recovery may take weeks to months. The risk of death among those in whom the nervous system is affected is about 10 percent.
N,N-Diethyl-meta-toluamide, also called diethyltoluamide or DEET, is the oldest, most effective and most common active ingredient in commercial insect repellents. It is a slightly yellow oil intended to be applied to the skin or to clothing and provides protection against mosquitoes, flies, ticks, fleas, chiggers, leeches, and many other biting insects.
Permethrin is a medication and an insecticide. As a medication, it is used to treat scabies and lice. It is applied to the skin as a cream or lotion. As an insecticide, it can be sprayed onto outer clothing or mosquito nets to kill the insects that touch them.
An insect repellent is a substance applied to the skin, clothing, or other surfaces to discourage insects from landing or climbing on that surface. Insect repellents help prevent and control the outbreak of insect-borne diseases such as malaria, Lyme disease, dengue fever, bubonic plague, river blindness, and West Nile fever. Pest animals commonly serving as vectors for disease include insects such as flea, fly, and mosquito; and ticks (arachnids).
Aedes aegypti, the yellow fever mosquito, is a mosquito that can spread dengue fever, chikungunya, Zika fever, Mayaro and yellow fever viruses, and other disease agents. The mosquito can be recognized by black and white markings on its legs and a marking in the form of a lyre on the upper surface of its thorax. This mosquito originated in Africa, but is now found in tropical, subtropical and temperate regions throughout the world.
A black fly or blackfly is any member of the family Simuliidae of the Culicomorpha infraorder. It is related to the Ceratopogonidae, Chironomidae, and Thaumaleidae. Over 2,200 species of black flies have been formally named, of which 15 are extinct. They are divided into two subfamilies: Parasimuliinae contains only one genus and four species; Simuliinae contains all the rest. Over 1,800 of the species belong to the genus Simulium.
Mosquito control manages the population of mosquitoes to reduce their damage to human health, economies, and enjoyment. Mosquito control is a vital public-health practice throughout the world and especially in the tropics because mosquitoes spread many diseases, such as malaria and the Zika virus.
Deltamethrin is a pyrethroid ester insecticide. Deltamethrin plays a key role in controlling malaria vectors, and is used in the manufacture of long-lasting insecticidal mosquito nets; however, resistance of mosquitos and bed bugs to deltamethrin has seen a widespread increase.
Icaridin, also known as picaridin, is an insect repellent which can be used directly on skin or clothing. It has broad efficacy against various arthropods such as mosquitos, ticks, gnats, flies and fleas, and is almost colorless and odorless. A study performed in 2010 showed that picaridin spray and cream at the 20% concentration provided 12 hours of protection against ticks. Unlike DEET, icaridin does not dissolve plastics, synthetics or sealants, is odorless and non-greasy and presents a lower risk of toxicity when used with sunscreen, as it may reduce skin absorption of both compounds.
The discipline of medical entomology, or public health entomology, and also veterinary entomology is focused upon insects and arthropods that impact human health. Veterinary entomology is included in this category, because many animal diseases can "jump species" and become a human health threat, for example, bovine encephalitis. Medical entomology also includes scientific research on the behavior, ecology, and epidemiology of arthropod disease vectors, and involves a tremendous outreach to the public, including local and state officials and other stake holders in the interest of public safety.
p-Menthane-3,8-diol, also known as para-menthane-3,8-diol, PMD, or menthoglycol, is an organic compound classified as a diol and a terpenoid. It is colorless. Its name reflects the hydrocarbon backbone, which is that of p-menthane. A total of eight stereoisomers are possible, based on the three stereocenters of the ring. Depending on the source, one or more may predominate.
RID is an Australian brand of personal insect repellent sold and distributed in Australia, New Zealand, and online.
Mosquito-borne diseases or mosquito-borne illnesses are diseases caused by bacteria, viruses or parasites transmitted by mosquitoes. Nearly 700 million people get a mosquito-borne illness each year, resulting in over 725,000 deaths.
VectorBase is one of the five Bioinformatics Resource Centers (BRC) funded by the National Institute of Allergy and Infectious Diseases (NIAID), a component of the National Institutes of Health (NIH), which is an agency of the United States Department of Health and Human Services. VectorBase is focused on invertebrate vectors of human pathogens working with the sequencing centers and the research community to curate vector genomes.
Rickettsia felis is a species of bacterium, the pathogen that causes cat-flea typhus in humans, also known as flea-borne spotted fever. Rickettsia felis also is regarded as the causative organism of many cases of illnesses generally classed as fevers of unknown origin in humans in Africa.
SS220 is an insect repellent with a broad range of efficacy.
Callicarpenal is a terpenoid that has been isolated from plants of the genus Callicarpa (beautyberry). It acts as an insect repellent against mosquitoes and fire ants. It also has activity against ticks.
Anthranilate-based insect repellents include methyl anthranilate, N,N-dimethylanthranilic acid (DMA), ethyl anthranilate (EA), and butyl anthranilate (BA). Chemically, they are esters of anthranilic acid. While the United States Food and Drug Administration (FDA) has approved some of these compounds for use as food additives, cinnamyl anthranilate is banned by the FDA. The compounds repel both fruit flies and mosquitos, and target the same neurons that respond to DEET. The receptors are located on part of the antennae known as the Sacculus.
Howard Carter is a British inventor and businessman. He foundered Incognito in 2007. He is an expert in the field of insects and specifically as a mosquito bite prevention expert. After contracting two life-threatening diseases from mosquito bites, despite using a high-percentage DEET-based repellent, he was motivated to invent a totally natural, equally effective mosquito repellent, incognito anti-mosquito. This was, in part, because statistics were suggesting more mosquitoes were becoming resistant to synthetic repellents that contained controversial pesticides such as DDT and DEET.
Like a number of other repellents, IR3535® is not compatible with certain synthetic materials.
IR3535 20% offers protection against Aedes and Culex mosquitoes for 7-10 hours but only 3.8 hours of protection against Anopheles in some studies. Therefore, IR3535 is not recommended for use in malaria-endemic areas. It is a serious eye irritant but otherwise has a good safety profile. It can melt some plastics and damage some fabrics.
use insect repellent on your skin – make sure it's 50% DEET-based
A product with 50% DEET is recommended as a first choice. If DEET is not tolerated, use of a repellent containing the highest strength formulation available of either icaridin (20%), eucalyptus citriodora oil, hydrated, cyclised or 3-ethlyaminopropionate is recommended.
IR3535: less effective than DEET or Icaridin at preventing bites from the type of mosquitos that carry malaria; should not be used in countries where malaria is present
Few or no studies address using IR3535 or oil of lemon eucalyptus with sunscreens.