VR (nerve Agent)
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VR (Russian VX, VXr, Soviet V-gas,
GOSNIIOKhT The State Research Institute of Organic Chemistry and Technology () (GosNIIOKhT) is a Russian research institute engaged in the development of chemical technologies for use in the national economy and the production of relevant goods and pro ...
substance No. 33, Agent "November") is a "V-series"
unitary Unitary may refer to: Mathematics * Unitary divisor * Unitary element * Unitary group * Unitary matrix * Unitary morphism * Unitary operator * Unitary transformation * Unitary representation * Unitarity (physics) * ''E''-unitary inverse semigrou ...
nerve agent Nerve agents, sometimes also called nerve gases, are a class of organic chemicals that disrupt the mechanisms by which nerves transfer messages to organs. The disruption is caused by the blocking of acetylcholinesterase (AChE), an enzyme that ...
closely related (it is an
isomer In chemistry, isomers are molecules or polyatomic ions with identical molecular formulae – that is, same number of atoms of each element – but distinct arrangements of atoms in space. Isomerism is existence or possibility of isomers. Iso ...
) to the better-known
VX nerve agent VX is an extremely toxic synthetic chemical compound in the organophosphorus class, specifically, a thiophosphonate. In the class of nerve agents, it was developed for military use in chemical warfare after translation of earlier discoveri ...
. It became a prototype for the series of
Novichok agents 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 Ru ...
. According to chemical weapons expert
Jonathan Tucker Jonathan Moss Tucker (born May 31, 1982) is an American actor. He is known for his roles in the films ''The Virgin Suicides'' (1999), '' The Texas Chainsaw Massacre'' (2003), ''Hostage'' (2005), '' In the Valley of Elah'' (2007), '' The Ruins'' ( ...
, 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 Lars-Erik Tammelin (16 March 1923 – 3 January 1991) was a Swedish chemist, defence researcher and civil servant. Tammelin served as Director-General of the Swedish National Defence Research Institute from 1984 to 1985. Career Tammelin was bo ...
published his first articles on fluorophosphorylcholines and phosphorylthiocholines in
Acta Chemica Scandinavica ''Acta Chemica Scandinavica'' was a peer-reviewed Nordic scientific journal in the fields of chemistry. The journal was established in 1947 and was jointly managed during 53 years from beginning of 1947 until end of 1999 by the chemical societ ...
) by a team from the Soviet Union's Scientific Research Institute No. 42 (NII-42). Sergei Zotovich Ivin, Leonid Soborovsky, and Iya Danilovna Shilakova jointly developed this analogue of VX. They completed their work in 1963 and were later awarded the Lenin Prize for their achievement. A
binary weapon __NOTOC__ Binary chemical weapons or munitions are chemical weapons which contain the toxic agent in its active state as chemical precursors that are significantly less toxic than the agent. This improves the safety of storing, transporting, and di ...
comprising two less toxic precursors which mixed during flight to form Substance 33 was later developed by a team led by Nikolai Kuznetsov, for which they were awarded the 1990 Lenin Prize. In 1972 the Soviets opened Cheboksary Khimprom, a manufacturing plant for VR in
Novocheboksarsk Novocheboksarsk (russian: Новочебокса́рск; cv, Ҫӗнӗ Шупашкар, ''Śĕnĕ Şupaşkar'') is a city in the Chuvash Republic, Russia, located on the southern bank of the Volga River, about east of Cheboksary, the capital o ...
. All facilities in USSR produced 15,557 tons of VR according to their declaration to the
Organisation for the Prohibition of Chemical Weapons The Organisation for the Prohibition of Chemical Weapons (OPCW) is an intergovernmental organisation and the implementing body for the Chemical Weapons Convention (CWC), which entered into force on 29 April 1997. The OPCW, with its 193 member ...
(OPCW), although most if not all of this has now been destroyed under disarmament treaties.


Comparison to VX

VR has similar lethal dose levels to VX (between 10–50 mg), as well as being similar in appearance. However, due to usage of diethylamino radicals instead of diisopropylamino it is more prone to decomposition. The former are worse at sterically protecting the nitrogen atom from attacking either phosphorus or the α-carbon atom adjacent to sulfur than the latter. According to UK
Defence Science and Technology Laboratory The Defence Science and Technology Laboratory (Dstl) is an executive agency of the Ministry of Defence (United Kingdom), Ministry of Defence of the United Kingdom. Its stated purpose is "to maximise the impact of science and technology for the ...
Detection Department scientists Robin M. Black and John M. Harrison, chemical stability was an important factor why of all the similarly toxic phosphorylthiocholines, ethyl N-2-diisopropylaminoethyl methylphosphonothiolate in particular (now known as VX), was weaponized in the West. According to Russian CW developer
Vil Mirzayanov Vil Sultanovich Mirzayanov (russian: Вил Султанович Мирзаянов, tt-Cyrl, Вил Солтан улы Мирзаҗанов; born 9 March 1935 in Starokangyshevo, Dyurtyulinsky District, Bashkortostan) is a Russian people, Russi ...
, in the late 1980s a group of
GosNIIOKhT The State Research Institute of Organic Chemistry and Technology () (GosNIIOKhT) is a Russian research institute engaged in the development of chemical technologies for use in the national economy and the production of relevant goods and pro ...
chemists led by Georgiy Drozd prepared a scientific report that Substance 33 had much lower shelf life than VX. The report, writes Mirzayanov, caused 'panic' in the institute top management and the military representative office, and later was met with administrative resistance. This finding was independently verified by another chemist Igor Revelskiy but his report wasn't approved either. Following the
poisoning of Sergei and Yulia Skripal On 4 March 2018, Sergei Skripal, a former Russian military officer and double agent for the British intelligence agencies, and his daughter, Yulia Skripal, were poisoned in the city of Salisbury, England. According to UK sources and the Organi ...
, former head of the GosNIIOKhT security department Nikolay Volodin said in an interview to
Novaya Gazeta ''Novaya Gazeta'' ( rus, Новая газета, t=New Gazette, p=ˈnovəjə ɡɐˈzʲetə) is an independent Russian newspaper known for its critical and investigative coverage of Russian political and social affairs. It is published in Mo ...
that Substance 33 was decomposing too quickly in combat conditions, and implied that this fact may have influenced the decision to continue research on the
Novichok 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 Ru ...
program.


Toxicity

Both agents have similar symptoms and method of action to other nerve agents that act on
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 neurotransmitters ...
, and treatment remains the same. However, the window for effectively treating second generation V series
seizure An epileptic seizure, informally known as a seizure, is a period of symptoms due to abnormally excessive or synchronous neuronal activity in the brain. Outward effects vary from uncontrolled shaking movements involving much of the body with los ...
s is shorter, as they rapidly denature the acetylcholinesterase protein in a similar manner to
soman Soman (or GD, EA 1210, Zoman, PFMP, A-255, systematic name: ''O''-pinacolyl methylphosphonofluoridate) is an extremely toxic chemical substance. It is a nerve agent, interfering with normal functioning of the mammalian nervous system by inhibiti ...
, making treatment with the standard nerve gas antidote
pralidoxime Pralidoxime (2-pyridine aldoxime methyl chloride) or 2-PAM, usually as the chloride or iodide salts, belongs to a family of compounds called oximes that bind to organophosphate-inactivated acetylcholinesterase. It is used to treat organophosph ...
ineffective unless it is given very soon after exposure. Pre-treatment with
pyridostigmine Pyridostigmine is a medication used to treat myasthenia gravis and underactive bladder. It is also used together with atropine to end the effects of neuromuscular blocking medication of the non-depolarizing type. It is typically given by mouth ...
prior to exposure, and treatment with other drugs such as
atropine Atropine is a tropane alkaloid and anticholinergic medication used to treat certain types of nerve agent and pesticide poisonings as well as some types of slow heart rate, and to decrease saliva production during surgery. It is typically given i ...
and
diazepam Diazepam, first marketed as Valium, is a medicine of the benzodiazepine family that acts as an anxiolytic. It is commonly used to treat a range of conditions, including anxiety, seizures, alcohol withdrawal syndrome, muscle spasms, insomnia, a ...
after exposure, will reduce symptoms of nerve agent toxicity but may not be sufficient to prevent death if a large dose of nerve agent has been absorbed. In addition to the standard seizures, some of the second generation V series agents are known to cause
coma A coma is a deep state of prolonged unconsciousness in which a person cannot be awakened, fails to respond normally to painful stimuli, light, or sound, lacks a normal wake-sleep cycle and does not initiate voluntary actions. Coma patients exhi ...
s.


See also

*
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 ...
*
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 R ...


References

{{Acetylcholine metabolism and transport modulators Acetylcholinesterase inhibitors V-series nerve agents Phosphonothioates Chemical weapons Cold War weapons of the Soviet Union Soviet inventions Science and technology in the Soviet Union Diethylamino compounds Soviet chemical weapons program