A-230
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A-230
A-230 is an organophosphate nerve agent. It was developed in the Soviet Union under the FOLIANT program and is one of the group of compounds referred to as Novichok agents that were revealed by Vil Mirzayanov. A-230 is possibly the most potent nerve agent for which specific toxicity figures have been published, with a human lethal dose estimated to be less than 0.1 mg. However it was felt to be less suitable for weaponisation than other agents such as A-232 and A-234, due to issues with the liquid agent exhibiting low volatility and solidifying at low temperatures, as well as poor stability in the presence of water. Legal status A-230 has been added to Schedule 1 of the Annex on Chemicals of the Chemical Weapons Convention as of June 2020, and it has been explicitly named as an example compound for schedule 1.A.13. For chemicals listed in Schedule 1, the most stringent declaration and verification measures are in place combined with far-reaching limits and bans on production ...
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Novichok Agent
Novichok (russian: Новичо́к, lit=newcomer, novice, newbie) is a group of nerve agents, some of which are binary chemical weapons. The agents were developed at the GosNIIOKhT state chemical research institute by the Soviet Union and Russia between 1971 and 1993. Some Novichok agents are solids at standard temperature and pressure, while others are liquids. Dispersal of solid form agents is thought possible if in ultrafine powder state. Russian scientists who developed the nerve agents claim they are the deadliest ever made, with some variants possibly five to eight times more potent than VX, and others up to ten times more potent than soman. As well as Russia, Novichok agents have been known to be produced in Iran. In the 21st century, Novichok agents came to public attention after they were used to poison opponents of the Russian government, including the Skripals and two others in Amesbury, UK (2018), and Alexei Navalny (2020), but civil poisonings with this subs ...
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A-232
A-232 is an organophosphate nerve agent. It was developed in the Soviet Union under the FOLIANT program and is one of the group of compounds referred to as Novichok agents that were revealed by Vil Mirzayanov. A-232 is reportedly slightly less potent as a nerve agent compared to some of the other compounds in the series such as A-230 and A-234, having similar potency to the older nerve agent VR. However it proved to be the most versatile agent as it was chemically stable and remained a volatile liquid over a wide temperature range, making it able to be used in standard chemical munitions without requiring special delivery mechanisms to be developed. Legal status A-232 has been added to Schedule 1 of the Annex on Chemicals of the Chemical Weapons Convention as of June 2020, and it has been explicitly named as an example compound for schedule 1.A.14. For chemicals listed in Schedule 1, the most stringent declaration and verification measures are in place combined with far-reaching ...
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A-234 (nerve Agent)
A-234 is an organophosphate nerve agent. It was developed in the Soviet Union under the FOLIANT program and is one of the group of compounds referred to as Novichok agents that were revealed by Vil Mirzayanov. In March 2018 the Russian ambassador to the UK, Alexander Yakovenko, claimed to have been informed by British authorities that A-234 had been identified as the agent used in the poisoning of Sergei and Yulia Skripal. Vladimir Uglev, one of the inventors of the Novichok series of compounds, said he was "99 percent sure that it was A-234" in relation to the 2018 Amesbury poisonings, noting its unusually high persistence in the environment. According to a classified report by the United States Army National Ground Intelligence Center, the agent designated as A-232 and its ethyl analog A-234, developed under the FOLIANT program, "are as toxic as VX, as resistant to treatment as soman, and more difficult to detect and easier to manufacture than VX". Of the agent's binary versi ...
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List Of Schedule 1 Substances (CWC)
Schedule 1 substances, in the sense of the Chemical Weapons Convention, are chemicals which can either be used as chemical weapons themselves or used in the manufacture of chemical weapons and which have no, or very limited, uses outside of chemical warfare. These may be produced or used for research, medical, pharmaceutical or chemical weapon defence testing (called "protective testing" in the treaty) purposes but production above 100 grams per year must be declared to the OPCW in accordance with Part VI of the "Verification Annex". A country is limited to possessing a maximum of one tonne of these materials. They are sub-divided into Part A substances, which are chemicals that can be used directly as weapons, and Part B which are precursors useful in the manufacture of chemical weapons. Examples are mustard and nerve agents, and substances which are solely used as precursor chemicals in their manufacture. A few of these chemicals have very small-scale non-military applications; ...
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A-242
A-242 is an organophosphate nerve agent. It was developed in the Soviet Union under the FOLIANT program and is one of the group of compounds referred to as Novichok agents that were revealed by Vil Mirzayanov. Mirzayanov gives little specific information about A-242, stating that it is highly toxic but no figures are given to compare it to other related agents. It is reportedly a solid rather than a volatile liquid as with most nerve agents, and in order to weaponise it successfully, it had to be milled into a fine powder form that could be dispersed as a dust. Legal status A-242 has been added to Schedule 1 of the Annex on Chemicals of the Chemical Weapons Convention as of June 2020, and it has been explicitly named as an example compound for schedule 1.A.15. For chemicals listed in Schedule 1, the most stringent declaration and verification measures are in place combined with far-reaching limits and bans on production and use. See also * C01-A035 * C01-A039 * A-230 * A-232 ...
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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 as esters of phosphoric acid. Like most functional groups, organophosphates occur in a diverse range of forms, with important examples including key biomolecules such as DNA, RNA and ATP, as well as many insecticides, herbicides, nerve agents and flame retardants. OPEs have been widely used in various products as flame retardants, plasticizers, and performance additives to engine oil. The popularity of OPEs as flame retardants came as a substitution for the highly regulated brominated flame retardants. The low cost of production and compatibility to diverse polymers made OPEs to be widely used in industry including textile, furniture, electronics as plasticizers and flame retardants. These compounds are added to the final product physica ...
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EA-3990
EA-3990 is a deadly carbamate nerve agent. It is lethal because it inhibits acetylcholinesterase. Inhibition causes an overly high accumulation of acetylcholine between the nerve and muscle cells. This paralyzes the muscles by preventing their relaxation. The paralyzed muscles include the muscles used for breathing. Patent assigned to US army for EA-3990 among other similar nerve agents was filed in December 7, 1967. Lethality EA-3990 lethality in humans is unknown but estimates have been made. Carbamates like EA-3990 are well absorbed by the lungs, gastrointestinal tracts, and the skin. Signs and symptoms from exposure to such carbamates are similar to other nerve agents. In general their penetration through the blood-brain barrier is difficult due to quaternary nitrogens in these molecules. Despite this, EA-3990 is claimed to be about three times more toxic than VX (another nerve agent). For VX, the median lethal dose (LD50) for 70 kg men via exposure to the ...
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Amidines
Amidines are organic compounds with the functional group RC(NR)NR2, where the R groups can be the same or different. They are the imine derivatives of amides (RC(O)NR2). The simplest amidine is formamidine, HC(=NH)NH2. Examples of amidines include: * DBU * diminazene * benzamidine * Pentamidine * Paranyline Preparation A common route to primary amidines is the Pinner reaction. Reaction of the nitrile with alcohol in the presence of acid gives an iminoether. Treatment of the resulting compound with ammonia then completes the conversion to the amidine. Instead of using a Bronsted acid, Lewis acids such as aluminium trichloride promote the direct amination of nitriles. They are also generated by amination of an imidoyl chloride. They are also prepared by the addition of organolithium reagents to diimines, followed by protonation or alkylation. Dimethylformamide acetal reacts with primary amines to give amidines: :Me2NC(H)(OMe)2 + RNH2 → Me2NC=NHR + 2 MeOH Properties and applica ...
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Acetylcholinesterase Inhibitors
Acetylcholinesterase inhibitors (AChEIs) also often called cholinesterase inhibitors, inhibit the enzyme acetylcholinesterase from breaking down the neurotransmitter acetylcholine into choline and acetate, thereby increasing both the level and duration of action of acetylcholine in the central nervous system, autonomic ganglia and neuromuscular junctions, which are rich in acetylcholine receptors. Acetylcholinesterase inhibitors are one of two types of cholinesterase inhibitors; the other being butyryl-cholinesterase inhibitors. Acetylcholinesterase is the primary member of the cholinesterase enzyme family. Acetylcholinesterase inhibitors are classified as reversible, irreversible, or quasi-irreversible (also called pseudo-irreversible). Mechanism of action Organophosphates Organophosphates like TEPP and sarin inhibit cholinesterases, enzymes that hydrolyze the neurotransmitter acetylcholine. The active centre of cholinesterases feature two important sites, namely th ...
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3,3,5-Trimethylcyclohexyl 3-pyridyl Methylphosphonate
VP (3,3,5-Trimethylcyclohexyl 3-pyridyl methylphosphonate), also known as EA-1511, is an extremely toxic organophosphate nerve agent of the V-series. Agent VP belongs to a class of organophosphates known as 3-pyridyl phosphonates. These agents are extremely potent acetylcholinesterase inhibitors. Synthesis Methylphosphonic dichloride and triethylamine are dissolved in benzene. 3,3,5-Trimethylcyclohexanol is then slowly added while stirring and cooling. The reaction temperature is maintained at 10-15 °C. The mixture is then heated to 40 °C for 1 hour. A benzene solution of 3,3,5-trimethylcyclohexyl methylphosphonochloridate is formed. Triethylamine is then added to reaction mixture and 3-pyridol is added slowly while stirring and cooling. The reaction temperature is maintained at 35 °C. The mixture is then stirred for 1 hour at room temperature. The mixture is washed with a sodium hydroxide solution and water. The solvent is then removed by distillation at red ...
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VR (nerve Agent)
VR (Russian VX, VXr, Soviet V-gas, GOSNIIOKhT substance No. 33, Agent "November") is a "V-series" unitary nerve agent closely related (it is an isomer) to the better-known VX nerve agent. It became a prototype for the series of Novichok agents. According to chemical weapons expert Jonathan Tucker, the first binary formulation developed under the Soviet Foliant program was used to make Substance 33, differing from VX only in the alkyl substituents on its nitrogen and oxygen atoms. "This weapon was given the code name Novichok." History The development of VR started in 1957, after the Soviet Union obtained information about detection of high level of toxicity in phosphorylthiocholines (the same year Lars-Erik Tammelin published his first articles on fluorophosphorylcholines and phosphorylthiocholines in Acta Chemica Scandinavica) by a team from the Soviet Union's Scientific Research Institute No. 42 (NII-42). Sergei Zotovich Ivin, Leonid Soborovsky, and Iya Danilovna Shilakova j ...
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Methylfluorophosphonylcholine
Methylfluorophosphonylcholine (MFPCh) is an extremely toxic chemical compound related to the G-series nerve agents. It is an extremely potent acetylcholinesterase inhibitor which is around 100 times more potent than sarin at inhibiting acetylcholinesterase ''in vitro'', and around 10 times more potent ''in vivo'', depending on route of administration and animal species tested. MFPCh is resistant to oxime reactivators, meaning the acetylcholinesterase inhibited by MFPCh can't be reactivated by oxime reactivators. MFPCh also acts directly on the acetylcholine receptors. However, despite its high toxicity, methylfluorophosphonylcholine is a relatively unstable compound and degrades rapidly in storage, so it was not deemed suitable to be weaponised for military use.Black RM, Harrison JM. The chemistry of organophosphorus chemical warfare agents. Chapter 10 of The chemistry of organophosphorus compounds. Volume 4, Ter- and quinque-valent phosphorus acids and their derivatives. (1996) ...
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