VS (nerve agent) - Misplaced Pages

VS
Names

Preferred IUPAC name S-{2-ethyl} O-ethyl ethylphosphonothioate
Identifiers
CAS Number	73835-17-3
3D model (JSmol)	Interactive image
ChemSpider	500042
PubChem CID	575137
CompTox Dashboard (EPA)	DTXSID601020102
InChI InChI=1S/C12H28NO2PS/c1-7-15-16(14,8-2)17-10-9-13(11(3)4)12(5)6/h11-12H,7-10H2,1-6H3Key: KQIZEWYIQBLXPT-UHFFFAOYSA-N
SMILES CCOP(=O)(CC)SCCN(C(C)C)C(C)C
Properties
Chemical formula	C₁₂H₂₈NO₂PS
Molar mass	281.39 g·mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references

Chemical compound

VS is a nerve agent of the V-series. Its chemical structure is very similar to the VX nerve agent, but the methyl group on the phosphorus atom is replaced by an ethyl group.

References

Hoenig, Steven L. (2007). "Nerve Agent – VS". Compendium of chemical warfare agents. New York, NY: Springer. pp. 106–109. doi:10.1007/978-0-387-69260-9_5. ISBN 9780387346267.

Acetylcholine metabolism and transport modulators

Enzyme
(modulators)

ChATTooltip Choline acetyltransferase

AChETooltip Acetylcholinesterase

Inhibitors: Reversible: Carbamates: Aldicarb
Aminocarb
Bendiocarb
Bufencarb
Carbaryl
Carbendazim
Carbetamide
Carbofuran
Carbosulfan
Chlorbufam
Chloropropham
Dimetilan
Ethienocarb
Ethiofencarb
Fenobucarb
Formetanate
Formparanate
Methiocarb
Methomyl
Metolcarb
Miotine
Oxamyl
Phenmedipham
Pinmicarb
Pirimicarb
Promecarb
Propamocarb
Propham
Propoxur
Thiodicarb
Thiofanox; Stigmines: Distigmine
Eptastigmine
Ganstigmine
Neostigmine +glycopyrronium bromide
Phenserine
Physostigmine
Pyridostigmine
Quilostigmine
Rivastigmine
Terestigmine; Others: Acotiamide
Ambenonium
Caffeine
Donepezil
EA-3990
EA-4056
Edrophonium
Galantamine
Huperzine A
Huprine W
Huprine X
Huprine Y
Ipidacrine
Itopride
Ladostigil
Minaprine
Octamethylene-bis(5-dimethylcarbamoxyisoquinolinium bromide)
T-1123
T-1152
T-1194
TL-599
TL-1238
Tacrine
Zanapezil

Irreversible: Organophosphates: 2-Ethoxycarbonyl-1-methylvinyl cyclohexyl methylphosphonate
Acephate
Armine
Azinphos-ethyl
Azinphos-methyl
BAY-29952
Bensulide
Cadusafos
Carbophenothion
Chlorethoxyfos
Chlorfenvinphos
Chlorpyrifos
Chlorpyrifos-methyl
Coumaphos
Crotylsarin
Cyanophos
Cyclosarin (GF)
Demephion
Demeton
Demeton-S-methyl
Dialifor
Diazinon
Dichlorvos
Dicrotophos
Dicyclohexyl phosphorofluoridate
Diisopropylphosphate
Diisopropyl fluorophosphate
Dimefox
Dimethoate
Dimethyl 4-(methylthio)phenyl phosphate
Dioxathion
Disulfoton
EA-2012
EA-2054
EA-2098
EA-2192
EA-2613
EA-3148
EA-4352
Echothiophate
Ethylsarin (GE)
Endothion
EPN
Ethion
Ethoprop
Fenamiphos
Fenitrothion
Fenthion
Fluorotabun
Fonofos
Formothion
Fosthiazate
GD-42
GH
GT-45
GV
Guanitoxin
Hexaethyl tetraphosphate (HETP)
Isofluorophate
Isoxathion
Leptophos
Malaoxon
Malathion
Mazidox
Methamidophos
Methidathion
Methyl phenkapton
Methylfluorophosphonylcholine (MFPCh)
Metrifonate
Mevinphos
Mipafox
Monocrotophos
MSPI
Naled
Novichok agent
Omethoate
Oxydemeton-methyl
Paraoxon
Parathion
Parathion-methyl
Phorate
Phosalone
Phosfolan
Phosmet
Phosphamidon
Phoxim
Pirimiphos-methyl
Profenofos
Prothoate
R-16661
Ro 3-0340
Ro 3-0346
Ro 3-0347
Ro 3-0351
Ro 3-0352
Ro 3-0397
Ro 3-0411
Ro 3-0412
Ro 3-0417
Ro 3-0419
Ro 3-0422
Ro 3-0433
Ronnel
Sarin (GB)
Schradan
Soman (GD)
Sulfotep (TEDP)
Tabun (GA)
Tebupirimfos
Temefos
Terbufos
Tetrachlorvinphos
Tetraethyl pyrophosphate (TEPP)
Triazofos
Tribufos
Trichlorfon
Trichloronate
Tricresyl phosphate
VE
VG
VM
VP
VS
VR
VX; Others: Demecarium
Fasciculins (green mamba toxins) (1, 2, 3, 4)
Onchidal (Onchidella binneyi)
Methanesulfonyl fluoride

BChETooltip Butyrylcholinesterase

Inhibitors: Affinine
Affinisine
Conodurine
Cymserine
Ladostigil
Profenamine (ethopropazine)
Rivastigmine
Tacrine
ZINC-12613047
Many of the other AChE inhibitors listed above

Transporter
(modulators)

CHTTooltip Choline transporter

Inhibitors: Hemicholinium-3 (hemicholine)
Triethylcholine

Enhancers: Coluracetam

VAChTTooltip Vesicular acetylcholine transporter

Inhibitors: Vesamicol

Release
(modulators)

Inhibitors

SNAP-25Tooltip Synaptosomal-associated protein 25 inactivators: Botulinum toxin (A, C, E)

VAMPTooltip Vesicle-associated membrane protein inactivators: Botulinum toxin (B, D, F, G)

Others: Bungarotoxins (β-bungarotoxin, γ-bungarotoxin)

Enhancers

LPHNTooltip Latrophilin agonists: α-Latrotoxin

Others: Atracotoxins (e.g., robustoxin, versutoxin)
Crotoxin

See also: Receptor/signaling modulators; Muscarinic acetylcholine receptor modulators; Nicotinic acetylcholine receptor modulators

Blood agents

Blister agents

Arsenicals	Ethyldichloroarsine (ED) Methyldichloroarsine (MD) Phenyldichloroarsine (PD) Lewisite (L) Lewisite 2 (L2) Lewisite 3 (L3)
Sulfur mustards	Levinstein mustard (EA-229) T Q CEES
Nitrogen mustards	HN1 HN2 HN3 TL-301
Nettle agents	Phosgene oxime (CX)
Other	KB-16 Dibutylchloromethyltin chloride Selenium oxychloride

Nerve agents

G-agents	Tabun (GA) Sarin (GB) Chlorosarin (ClGB) Thiosarin (SGB) Soman (GD) Chlorosoman (ClGD) Ethylsarin (GE) GH Cyclosarin (GF) GP Fluorotabun EA-1356 EA-4352 Crotylsarin
V-agents	EA-2192 EA-3148 VE VG VM VP VR VS VX EA-1763 Chinese VX V-sub x (GD-7)
GV agents	GV (EA-5365)
Novichok agents	A-208 A-232 A-234 A-242 A-262 C01-A035 C01-A039 C01-A042
Carbamates	Dimethylcarbamoyl fluoride EA-3887 EA-3887A EA-3966 EA-3990 EA-4056 T-1123 T-1152 T-1194 Octamethylene-bis(5-dimethylcarbamoxyisoquinolinium bromide) TL-599 TL-1238 TL-1299 TL-1317 Miotine (AR-28/T-1843) 3152 CT 4-686-293-01 (Agent 1-10)
Other	Diisopropyl fluorophosphate Dicyclohexyl phosphorofluoridate EA-2012 EA-2054 EA-2098 EA-2613 2-Ethoxycarbonyl-1-methylvinyl cyclohexyl methylphosphonate Neopentylene fluorophosphate Selenophos Phospholine R-16661 Ro 3-0422 Methanesulfonyl fluoride Dimefox (TL-792) MSPI
Precursors	Acetonitrile AT ATO AlP A.P.C. complex Chlorosarin Chlorosoman Cyclohexanol 1,8-Dibromooctane N,N-Diisopropylaminoethanol (KB) EA-1250 DIHP ZS DEHP EA-1224 Dimethylamidophosphoric dichloride Dimethylamidophosphoric dicyanide DMHP Ethylphosphonoselenoic dichloride Formaldoxime Nital 4-Hydroxycoumarin Isopropyl alcohol (TB) Methyldichlorophosphine (SW) Methylphosphonyl difluoride (difluoro) (DF) Methylphosphonyl dichloride (dichloro) Nitromethane OPA mixture Phosphoryl chloride Phosphorus pentachloride Phosphorus trichloride (TH) Pinacolone Pinacolyl alcohol Phenacyl chloride QL 2,4,5-Trichlorophenol 3,3,5-Trimethylcyclohexanol Triethyl phosphite Trimethyl phosphite TC TG

Neurotoxins

Anatoxin-a
Saxitoxin (TZ)
Bungarotoxin
Botulinum toxin (BTX)
Tetanospasmin (TeNT)
Ryanodine
Ciguatoxin (CTX)
Guanitoxin (GTX)
Chlorophenylsilatrane
Palytoxin (PTX)
Maitotoxin (MTX)
Tetrodotoxin
Aconitine
Brevetoxin (PbTX)
Strychnine
Antillatoxin (ATX)
Tetraethyllead
Dimethylmercury
HN1 hydrochloride
HN2 hydrochloride
HN3 hydrochloride
A-8564
Picrotoxin
Sulfuryl fluoride
Tremorine
Oxotremorine
Batrachotoxin
Tetramethylenedisulfotetramine (TETS)
Bicyclic phosphates
- IPTBO
- TBPO
- TBPS
Cloflubicyne
Trimethylolpropane phosphite
Domoic acid

Pulmonary/
choking agents

Vomiting agents

Incapacitating
agents

Lachrymatory
agents

Malodorant agents

Cornea-clouding agents

Biological toxins

Other

Methyl fluoroacetate
Napalm (variants and mixtures)
Fluoroethyl fluoroacetate
Depleted uranium
- post-combustion uranium oxides
Plutonium and its compounds
Polonium
White phosphorus

v t e Neurotoxins
Animal toxins	Batrachotoxin Bestoxin Birtoxin Bungarotoxin Charybdotoxin Conotoxin Fasciculin Huwentoxin Poneratoxin Saxitoxin Tetrodotoxin Vanillotoxin Spooky toxin (SsTx) Epibatidine Zetekitoxin AB Dendrotoxin
Bacterial	Botulinum toxin Tetanospasmin
Cyanotoxins	Anatoxin-a Guanitoxin BMAA Saxitoxin
Plant toxins	Aconitine Bicuculline Penitrem A Picrotoxin Strychnine Tutin Rotenone Ginkgotoxin Cicutoxin Oenanthotoxin Thujone Volkensin Veratridine
Mycotoxins	Ibotenic acid Muscarine Muscimol
Pesticides	Fenpropathrin Tetramethylenedisulfotetramine Bromethalin Crimidine Methamidophos Endosulfan Fipronil Phenylsilatrane Chlorophenylsilatrane Sulfuryl fluoride Mipafox Schradan Dimefox
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
Bicyclic phosphates	TBPS TBPO IPTBO
Cholinergic neurotoxins	Acetylcholine mustard Catecholine Choline mustard Ethylcholine mustard Hemicholinium mustard
Psychoactive drugs	Alcohol Nitrous oxide
Other	Dimethylcadmium Dimethylmercury Toxopyrimidine IDPN Tetraethyllead

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See also

References