Naled
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Naled (Dibrom) is an
organophosphate In organic chemistry, organophosphates (also known as phosphate esters, or OPEs) are a class of organophosphorus compounds with the general structure , a central phosphate molecule with alkyl or aromatic substituents. They can be considered ...
insecticide Insecticides are pesticides used to kill insects. They include ovicides and larvicides used against insect eggs and larvae, respectively. The major use of insecticides is in agriculture, but they are also used in home and garden settings, i ...
. Its chemical name is dimethyl 1,2-dibromo-2,2-dichloroethylphosphate. Naled is stable in anhydrous condition and must be stored away from light. It must also be stored under normal pressure and temperatures. It degrades in the presence of water and alkali, and produces toxic
chloride The term chloride refers to a compound or molecule that contains either a chlorine anion (), which is a negatively charged chlorine atom, or a non-charged chlorine atom covalently bonded to the rest of the molecule by a single bond (). The pr ...
fumes if exposed to acids or acidic fumes. Contact with metals, reducing agents, or sulfhydryls cause naled to release bromide and revert to
dichlorvos Dichlorvos (2,2-dichlorovinyl dimethyl phosphate, commonly abbreviated as an DDVP) is an organophosphate widely used as an insecticide to control household pests, in public health, and protecting stored products from insects. The compound has be ...
.


Uses

Naled is used primarily to control adult
mosquito Mosquitoes, the Culicidae, are a Family (biology), family of small Diptera, flies consisting of 3,600 species. The word ''mosquito'' (formed by ''Musca (fly), mosca'' and diminutive ''-ito'') is Spanish and Portuguese for ''little fly''. Mos ...
s. It is also registered to control
black flies A black fly or blackfly (sometimes called a buffalo gnat, turkey gnat, or white socks) is any member of the family Simuliidae of the Culicomorpha infraorder. It is related to the Ceratopogonidae, Chironomidae, and Thaumaleidae. Over 2,200 speci ...
, and leaf eating insects on a variety of fruits, vegetables, and nuts. Approximately 70% of naled in USA is used in mosquito control, and approximately 30% in agriculture. With higher exposures, however, naled can cause
cholinesterase The enzyme cholinesterase (EC 3.1.1.8, choline esterase; systematic name acylcholine acylhydrolase) catalyses the hydrolysis of choline-based esters: : an acylcholine + H2O = choline + a carboxylate Several of these serve as neurotransmitte ...
inhibition in humans, which in turn can overstimulate the nervous system causing nausea, dizziness, confusion, and at very high exposures, respiratory paralysis and death. It has the UN hazard classification of ''6.1'' (inhalation hazard) and is prohibited for use as an insecticide within the EU. Naled may cross the
placenta The placenta (: placentas or placentae) is a temporary embryonic and later fetal organ that begins developing from the blastocyst shortly after implantation. It plays critical roles in facilitating nutrient, gas, and waste exchange between ...
if it is in the
bloodstream In vertebrates, the circulatory system is a system of organs that includes the heart, blood vessels, and blood which is circulated throughout the body. It includes the cardiovascular system, or vascular system, that consists of the heart an ...
of a
mammal A mammal () is a vertebrate animal of the Class (biology), class Mammalia (). Mammals are characterised by the presence of milk-producing mammary glands for feeding their young, a broad neocortex region of the brain, fur or hair, and three ...
. Repeated exposures may also cause future behavioral problems, as well as issues with neurodevelopment, growth, and respiratory health in offspring. Chronic exposure to dichlorvos, a
metabolite In biochemistry, a metabolite is an intermediate or end product of metabolism. The term is usually used for small molecules. Metabolites have various functions, including fuel, structure, signaling, stimulatory and inhibitory effects on enzymes, c ...
of naled, has also been linked to neurological issues, such as
Parkinson's disease Parkinson's disease (PD), or simply Parkinson's, is a neurodegenerative disease primarily of the central nervous system, affecting both motor system, motor and non-motor systems. Symptoms typically develop gradually and non-motor issues become ...
and nigrostriatal
dopaminergic Dopaminergic means "related to dopamine" (literally, "working on dopamine"), a common neurotransmitter. Dopaminergic substances or actions increase dopamine-related activity in the brain. Dopaminergic pathways, Dopaminergic brain pathways facil ...
degeneration. Persons who work closely with naled or other organophosphate pesticides should undergo regular testing of their cholinesterase levels. EPA classifies naled as Group E or non-carcinogenic for humans. Neither naled nor its metabolite, dichlorvos, build up in breast milk or breast tissue. In a 2017 general-population study of the chemical,
University of Michigan The University of Michigan (U-M, U of M, or Michigan) is a public university, public research university in Ann Arbor, Michigan, United States. Founded in 1817, it is the oldest institution of higher education in the state. The University of Mi ...
researchers found that children in
China China, officially the People's Republic of China (PRC), is a country in East Asia. With population of China, a population exceeding 1.4 billion, it is the list of countries by population (United Nations), second-most populous country after ...
who had the highest prenatal exposure to naled had, at age 9 months, 3% to 4% lower scores on tests of their fine motor skills, compared with those with the lowest exposure.


Ecological effects

Naled is considered highly toxic to bees, as well as being moderately to highly toxic to birds and toxic to most aquatic life. Naled is also toxic to butterflies at amounts typically used to control mosquitoes. The
mule deer The mule deer (''Odocoileus hemionus'') is a deer indigenous to western North America; it is named for its ears, which are large like those of the mule. Two subspecies of mule deer are grouped into the black-tailed deer. Unlike the related whit ...
is among those most resistant to its effects.


2015–16 Zika virus epidemic

Aerial spraying of naled has been recommended by the
Centers for Disease Control and Prevention The Centers for Disease Control and Prevention (CDC) is the National public health institutes, national public health agency of the United States. It is a Federal agencies of the United States, United States federal agency under the United S ...
and
United States Environmental Protection Agency The Environmental Protection Agency (EPA) is an independent agency of the United States government tasked with environmental protection matters. President Richard Nixon proposed the establishment of EPA on July 9, 1970; it began operation on De ...
for the prevention of the spread of the Zika virus in the United States. Experts at both the CDC and EPA, as well as independent universities, have argued that naled is safer than other chemicals and should not cause significant health issues due to the low level of exposure. The federal government had considered using the chemical in
Puerto Rico ; abbreviated PR), officially the Commonwealth of Puerto Rico, is a Government of Puerto Rico, self-governing Caribbean Geography of Puerto Rico, archipelago and island organized as an Territories of the United States, unincorporated territo ...
to stop the spread of Zika, but decided against it due to the potential danger to pregnant women. Its proposed use against Zika led to protests in Puerto Rico.
Miami Miami is a East Coast of the United States, coastal city in the U.S. state of Florida and the county seat of Miami-Dade County, Florida, Miami-Dade County in South Florida. It is the core of the Miami metropolitan area, which, with a populat ...
is using specialized trucks to spray naled and ''
Bacillus thuringiensis israelensis ''Bacillus thuringiensis'' serotype ''israelensis'' (Bti) is a group of bacteria used as biological control agents for larvae stages of certain dipterans. Bti, along with other '' B. thuringiensis'' products, produces toxins which are effec ...
'' (BTI). Governor
Rick Scott Richard Lynn Scott ( Myers; born December 1, 1952) is an American attorney, businessman, politician, and United States Navy, Navy veteran serving as the Seniority in the United States Senate, senior United States senator from the state of F ...
said that the CDC recommended using helicopters to spray the insecticides, but some people in Miami and Miami Beach are opposed to aerial spraying. Spraying of naled in
Dorchester County, South Carolina Dorchester County is located in the U.S. state of South Carolina. As of the 2020 census, the population was 161,540. Its county seat is St. George. The county was created on February 25, 1897 by an act of the South Carolina General Assembly. D ...
purportedly led to the deaths of 3 million honeybees and increased criticism by
beekeeper A beekeeper is a person who keeps honey bees, a profession known as beekeeping. The term beekeeper refers to a person who keeps honey bees in beehives, boxes, or other receptacles. The beekeeper does not control the creatures. The beekeeper ow ...
s. Beekeepers in the county complained that they had not been notified of spraying before it happened. Juanita Stanley, a beekeeper and co-owner of Flowerton Bee Farm and Supply, told CNN, "Now, I'm going to have to destroy my hives, the honey, all my equipment. It's all contaminated." Jennifer Holmes, vice-president of the Florida State Beekeepers Association, compared the loss of bees to other forms of agriculture, saying, "If there was a regulation that allowed some spraying that would kill half of your livestock overnight, how would you recover?" She went on to say that "we understand the serious threat of possible disease, but we also have to maintain our agricultural livelihood.”


See also

*
Malathion Malathion is an organophosphate insecticide which acts as an acetylcholinesterase inhibitor. In the USSR, it was known as carbophos, in New Zealand and Australia as maldison and in South Africa as mercaptothion. The compound's name is presumably ...
- another insecticide sprayed from the air to control mosquitos *''
Bacillus thuringiensis israelensis ''Bacillus thuringiensis'' serotype ''israelensis'' (Bti) is a group of bacteria used as biological control agents for larvae stages of certain dipterans. Bti, along with other '' B. thuringiensis'' products, produces toxins which are effec ...
'' - a biological control agent sprayed from the air to control mosquitos


References

{{Authority control Acetylcholinesterase inhibitors Organophosphate insecticides Organochlorides Methyl esters Organobromides