A-230

Last updated
A-230
Novichok A230 (Mirzayanov 2009).svg
Names
IUPAC name
methyl-(1-(diethylamino)ethylidene)phosphonamidofluoridate
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
PubChem CID
  • InChI=1/C7H16FN2OP/c1-5-10(6-2)7(3)9-12(4,8)11/h5-6H2,1-4H3
    Key: OUJDIWHRYQBZSR-UHFFFAOYNA-N
  • CCN(CC)C(C)=N[P](C)(F)=O
Properties
C7H16FN2OP
Molar mass 194.190 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

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. [2] [3] [4] [5] [6]

Contents

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. [7] [8] 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. It is notable to say that Annex 1 does not explicitly relate this structure to the name A-230, just add this particular structure to the prohibited compounds section.

See also

Related Research Articles

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<span class="mw-page-title-main">VX (nerve agent)</span> Chemical compound and chemical warfare 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 discoveries of organophosphate toxicity in pesticide research. In its pure form, VX is an oily, relatively non-volatile liquid that is amber-like in colour. Because of its low volatility, VX persists in environments where it is dispersed.

<span class="mw-page-title-main">Organophosphate</span> Organic compounds with the structure O=P(OR)3

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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 solids at standard temperature and pressure, while others are liquids. Dispersal of solid form agents is thought possible if in ultrafine powder state.

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<span class="mw-page-title-main">VR (nerve agent)</span> Chemical compound

VR is a "V-series" unitary nerve agent closely related 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."

<span class="mw-page-title-main">Cholinesterase inhibitor</span> Chemicals which prevent breakdown of acetylcholine and butyrylcholine

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<span class="mw-page-title-main">EA-3148</span> Chemical compound

EA-3148 is a "V-series" nerve agent related to the better-known compounds VX and VR. It was studied by both the US and Soviet chemical weapons programmes during the Cold War, and is notable as the only V-series organophosphate nerve agent specifically identified in public domain sources as having a higher absolute potency as an acetylcholinesterase inhibitor than VX. However, both the US and Soviet investigations of the compound concluded that despite its high potency, the physicochemical properties of the substance made it unsuitable for weaponisation, and further research was not conducted.

Vil Sultanovich Mirzayanov is a Russian chemist of ethnic Tatar origin who now lives in the United States, best known for revealing secret chemical weapons experimentation in Russia.

<span class="mw-page-title-main">A-232</span> Chemical compound

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.

<span class="mw-page-title-main">A-234 (nerve agent)</span> Chemical compound

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.

<span class="mw-page-title-main">Poisoning of Alexei Navalny</span> Attack on Russian politician

On 20 August 2020, Russian opposition figure and anti-corruption activist Alexei Navalny was poisoned with a Novichok nerve agent and was hospitalized in serious condition. During a flight from Tomsk to Moscow, he became ill and was taken to a hospital in Omsk after an emergency landing there, and put in a coma. He was evacuated to the Charité hospital in Berlin, Germany, two days later. The use of the nerve agent was confirmed by five Organisation for the Prohibition of Chemical Weapons (OPCW) certified laboratories. On 7 September, doctors announced that they had taken Navalny out of the induced coma and that his condition had improved. He was discharged from the hospital on 22 September 2020. The OPCW said that a cholinesterase inhibitor from the Novichok group was found in Navalny's blood, urine, skin samples and his water bottle. At the same time, the OPCW report clarified that Navalny was poisoned with a new type of Novichok, which was not included in the list of controlled chemicals of the Chemical Weapons Convention.

<span class="mw-page-title-main">A-242</span> Chemical compound

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.

<span class="mw-page-title-main">GP (nerve agent)</span> Chemical compound

GP is an organophosphate nerve agent of the G-series, with a relatively slow rate of hydrolysis, and thus high stability and persistence in the environment.

<span class="mw-page-title-main">EA-1356</span> Chemical compound

EA-1356 is an organophosphate nerve agent of the G-series. It is highly resistant to enzymatic degradation in the body. The nerve agent was tested at Edgewood Arsenal in Maryland among many other chemicals tested on humans. A novel enzyme was patented by the US Army in 2018 to break down EA-1356. It is a schedule 1 substance by the Chemical Weapons Convention standards. It is under the category of munitions of ML7.b.1.a.

<span class="mw-page-title-main">A-262</span> Chemical compound

A-262 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-262, 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.

<span class="mw-page-title-main">GosNIIOKhT</span> Russian research institute

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 products.

References

  1. Chai PR, Hayes BD, Erickson TB, Boyer EW (2018). "Novichok agents: a historical, current, and toxicological perspective". Toxicology Communications. 2 (1): 45–48. doi: 10.1080/24734306.2018.1475151 . PMC   6039123 . PMID   30003185. S2CID   49661943.
  2. Mirzayanov VS (2008). State Secrets: An Insider's Chronicle of the Russian Chemical Weapons Program. Outskirts Press. ISBN   978-1-4327-2566-2.
  3. Vásárhelyi G, Földi L (2007). "History of Russia's chemical weapons" (PDF). AARMS. 6 (1): 135–146. Archived from the original (PDF) on 2018-03-14.
  4. Franca TC, Kitagawa DA, Cavalcante SF, da Silva JA, Nepovimova E, Kuca K (March 2019). "Novichoks: The Dangerous Fourth Generation of Chemical Weapons". International Journal of Molecular Sciences. 20 (5): 1222. doi: 10.3390/ijms20051222 . PMC   6429166 . PMID   30862059.
  5. "Земан: в Чехии производился и складировался нервно-паралитический газ "Новичок"" [Heman: The "Novichoch" nerve gas is produced and scaled up in Czechoslovakia.]. TASS, information agency (in Russian). 3 May 2018.
  6. Harvey SP, McMahon LR, Berg FJ (January 2020). "Hydrolysis and enzymatic degradation of Novichok nerve agents". Heliyon. 6 (1): e03153. Bibcode:2020Heliy...603153H. doi:10.1016/j.heliyon.2019.e03153. PMC   7002793 . PMID   32042950.
  7. "S/1821/2019/Rev.1 Note by the Technical Secretariat Guidance for States Parties on Article VI Declaration Obligations and Inspections Following Entry Into Force of Changes to Schedule 1 of the Annex on Chemicals to the Chemical Weapons Convention" (PDF). 14 January 2020. Archived (PDF) from the original on 2020-05-01.
  8. "Schedule 1". Organisation for the Prohibition of Chemical Weapons (OPCW). Retrieved 2020-07-26.