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 prod ...
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 semigr ...
nerve agent Nerve agents, sometimes also called nerve gases, are a class of organic chemistry, organic chemicals that disrupt the mechanisms by which nerves transfer messages to organs. The disruption is caused by the blocking of acetylcholinesterase (ACh ...
closely related (it is an
isomer In chemistry, isomers are molecules or polyatomic ions with identical molecular formula – that is, the same number of atoms of each element (chemistry), element – but distinct arrangements of atoms in space. ''Isomerism'' refers to the exi ...
) to the better-known VX nerve agent. It became a prototype for the series of Novichok agents. 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'' (2 ...
, 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 The Union of Soviet Socialist Republics. (USSR), commonly known as the Soviet Union, was a List of former transcontinental countries#Since 1700, transcontinental country that spanned much of Eurasia from 1922 until Dissolution of the Soviet ...
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 jointly developed this analogue of VX. They completed their work in 1963 and were later awarded the
Lenin Prize The Lenin Prize (, ) was one of the most prestigious awards of the Soviet Union for accomplishments relating to science, literature, arts, architecture, and technology. It was originally created on June 23, 1925, and awarded until 1934. During ...
for their achievement. A binary weapon comprising two less toxic precursors which mixed during flight to form Substance 33 was later developed by a team led by Nikolai Kuznetsov. In 1972 the Soviets opened Cheboksary Khimprom, a manufacturing plant for VR in Novocheboksarsk. All facilities in
USSR The Union of Soviet Socialist Republics. (USSR), commonly known as the Soviet Union, was a List of former transcontinental countries#Since 1700, transcontinental country that spanned much of Eurasia from 1922 until Dissolution of the Soviet ...
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; French: ''Organisation pour l'interdiction des armes chimiques'', OIAC) is an intergovernmental organisation and the implementing body for the Chemical Weapons Convention (CWC), ...
(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 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 of the United Kingdom. Its stated purpose is "to maximise the impact of science and technology for the defence and security of the UK". The a ...
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 (, ; born 9 March 1935 in Starokangyshevo, Dyurtyulinsky District, Bashkortostan) is a Russian chemist of ethnic Tatar origin who now lives in the United States, best known for revealing secret chemical weapons experi ...
, 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 prod ...
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 The poisoning of Sergei and Yulia Skripal, also known as the Salisbury poisoning, was a botched assassination attempt to poison Sergei Skripal, a former Russian military officer and double agent for the British intelligence agencies in the cit ...
, former head of the GosNIIOKhT security department Nikolay Volodin said in an interview to
Novaya Gazeta ''Novaya Gazeta'' (, ) is an independent Russian newspaper. It is known for its critical and investigative coverage of Russian political and social affairs, the Chechen wars, corruption among the ruling elite, and increasing authoritarianism i ...
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 () is a family 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 ...
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 neurotransmitte ...
, and treatment remains the same. However, the window for effectively treating second generation V series
seizure A seizure is a sudden, brief disruption of brain activity caused by abnormal, excessive, or synchronous neuronal firing. Depending on the regions of the brain involved, seizures can lead to changes in movement, sensation, behavior, awareness, o ...
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 inhibit ...
, 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 also used off-label to t ...
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 give ...
and
diazepam Diazepam, sold under the brand name Valium among others, is a medicine of the benzodiazepine family that acts as an anxiolytic. It is used to treat a range of conditions, including anxiety disorder, anxiety, seizures, alcohol withdrawal syndr ...
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 Nociception, respond normally to Pain, painful stimuli, light, or sound, lacks a normal Circadian rhythm, sleep-wake cycle and does not initiate ...
s.


See also

* A-234 (nerve agent) * Novichok agent


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 Isobutyl esters