A-242
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| Names
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| IUPAC name
methyl-(bis(diethylamino)methylene)phosphonamidofluoridate
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Systematic IUPAC name
1,1,3,3-tetraethyl-2-[fluoro(methyl)phosphoryl]guanidine
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| Identifiers
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CAS Number
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- 2387496-14-0
N
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3D model (JSmol)
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InChI
InChI=1S/C10H23FN3OP/c1-6-13(7-2)10(12-16(5,11)15)14(8-3)9-4/h6-9H2,1-5H3 Key: WJDIQLITBJEMBA-UHFFFAOYSA-N
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SMILES
CCN(CC)C(=N[P](C)(F)=O)N(CC)CC
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| Properties
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Chemical formula
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C10H23FN3OP
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| Molar mass
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251.286 g·mol−1
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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| Infobox references
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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.[1]
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.[2][3] 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
- A-234
- A-262
References
- ↑ State Secrets: An Insider's Chronicle of the Russian Chemical Weapons Program. Outskirts Press. 2008. ISBN 978-1-4327-2566-2.
- ↑ "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". 14 January 2020. https://www.opcw.org/sites/default/files/documents/2020/01/s-1821-2019r1(e).pdf.
- ↑ "Schedule 1" (in en). Organisation for the Prohibition of Chemical Weapons (OPCW). https://www.opcw.org/chemical-weapons-convention/annexes/annex-chemicals/schedule-1.
- Agents used in chemical warfare
- incapacitation
- riot control
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|---|
| Blood |
- Cyanogen
- Cyanogen bromide
- Cyanogen chloride (CK)
- Hydrogen cyanide (AC)
- Arsine
- Vinyl arsine
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| Blister |
- Arsenicals
- Ethyldichloroarsine (ED)
- Methyldichloroarsine (MD)
- Phenyldichloroarsine (PD)
- Lewisite (L)
- Mustard gas (HD H HT HL HQ)
- Nitrogen mustard
- Nitrosocarbamates
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| Nerve | |
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| Neurotoxins |
- Saxitoxin (TZ)
- Botulinum toxin (BTX)
- Tetanospasmin (TeNT)
- Chlorophenylsilatrane
- Tetrodotoxin
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| Nettle | |
|---|
| Pulmonary/Choking agent |
- Chlorine
- Phosgene (CG)
- Perfluoroisobutene
- Chloropicrin (PS)
- Diphosgene (DP)
- Disulfur decafluoride
- Acrolein
- Ethyl bromoacetate
- Perchloromethyl mercaptan
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| Vomiting agent |
- Adamsite
- Chloropicrin
- Diphenylchlorarsine
- Diphenylcyanoarsine
- Diphenylaminecyanoarsine
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| Incapacitating |
- Agent 15 (BZ)
- Dimethylheptylpyran (DMHP)
- EA-3167
- EA-3443
- EA-3580
- EA-3834
- Kolokol-1
- LSD-25
- PAVA spray
- Sleeping gas
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| Riot control |
- Xylyl bromide
- Pepper spray (OC)
- Mace (spray)
- CN
- CS
- CR
- CNS
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| Other |
- Methyl fluoroacetate
- Fluoroethyl fluoroacetate
- Ricin
- Abrin
- Enterotoxin type B
- Depleted uranium
- post-combustion uranium oxides
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- List of chemical warfare agents
- CB military symbol
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Acetylcholine metabolism and transport modulators |
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Enzyme (modulators) | | ChAT |
- Inhibitors: 1-(-Benzoylethyl)pyridinium
- 2-(α-Naphthoyl)ethyltrimethylammonium
- 3-Chloro-4-stillbazole
- 4-(1-Naphthylvinyl)pyridine
- Acetylseco hemicholinium-3
- Acryloylcholine
- AF64A
- B115
- BETA
- CM-54,903
- N,N-Dimethylaminoethylacrylate
- N,N-Dimethylaminoethylchloroacetate
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| AChE | |
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| BChE |
- Inhibitors: Affinine
- Affinisine
- Conodurine
- Cymserine
- Ladostigil
- Profenamine (ethopropazine)
- Rivastigmine
- Tacrine
- ZINC-12613047
- Many of the other AChE inhibitors listed above
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Transporter (modulators) | | CHT |
- Inhibitors: Hemicholinium-3 (hemicholine)
- Triethylcholine
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| VAChT | |
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Release (modulators) | | Inhibitors |
- SNAP-25 inactivators: Botulinum toxin (A, C, E)
- VAMP inactivators: Botulinum toxin (B, D, F, G)
- Others: [[Chemistry:BungaroBungarotoxins (Beta-Bungarotoxin|β-bungarotoxin]], γ-bungarotoxin)
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| Enhancers |
- LPHN agonists: α-Latrotoxin
- Others: Atracotoxins (e.g., robustoxin, versutoxin)
- Crotoxin
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See also: Receptor/signaling modulators • Muscarinic acetylcholine receptor modulators • Nicotinic acetylcholine receptor modulators |
Neurotoxins |
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| Animal |
- Batrachotoxin
- Bestoxin
- Birtoxin
- Bungarotoxin
- Charybdotoxin
- Conotoxin
- Fasciculin
- Huwentoxin
- Poneratoxin
- Saxitoxin
- Tetrodotoxin
- Vanillotoxin
- Spooky toxin (SsTx)
- Epibatidine
- Zetekitoxin AB
- Dendrotoxin
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| Bacterial |
- Botulinum toxin
- Tetanospasmin
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| Cyanotoxins |
- Anatoxin-a
- Anatoxin-a(S)
- BMAA
- Saxitoxin
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| Plant |
- Bicuculline
- Penitrem A
- Picrotoxin
- Strychnine
- Tutin
- Rotenone
- Ginkgotoxin
- Cicutoxin
- Oenanthotoxin
- Thujone
- Volkensin
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| Mycotoxins |
- Ibotenic acid
- Muscarine
- Muscimol
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| Pesticides |
- Fenpropathrin
- Tetramethylenedisulfotetramine
- Bromethalin
- Crimidine
- Methamidophos
- Endosulfan
- Fipronil
- Phenylsilatrane
- Chlorophenylsilatrane
- Sulfuryl fluoride
- Mipafox
- Schradan
- Dimefox
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| Nerve agents |
- Cyclosarin
- EA-3148
- Novichok agent
- Sarin
- Soman
- Tabun
- VE
- VG
- VM
- VP
- VR
- VX
- GV
- EA-3990
- EA-4056
- T-1123
- Octamethylene-bis(5-dimethylcarbamoxyisoquinolinium bromide)
- Fluorotabun
- Chinese VX
- EA-2192
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| Bicyclic phosphates | |
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| Other |
- Dimethylmercury
- Toxopyrimidine
- IDPN
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 | Original source: https://en.wikipedia.org/wiki/A-242. Read more |