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Insecticides and acaricides

Vamidothion

Also known as Vamidoate, Kilval, Trucidor

CAS 2275-23-2Formula C8H18NO4PS2Molar mass 287.34 g/molEC 218-894-8
GHS signal word: Danger. Pictograms: Acute toxicity (severe), Hazardous to the environment 1 supplier listed
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Vamidothion chemical structure, C8H18NO4PS2, CAS 2275-23-2
2D chemical structure

Key facts

What buyers check first

All properties
Appearance
Colorless needles
Melting point
43 °C
Solubility
In water, 4 kg/L at 20 °C /miscible/
HS code
293090
Category
Insecticides and acaricides
UN number
UN 2783
Illustrative photo, colourless crystals beside a jumbo bulk bag in a chemical plant
Typical packagingIllustrative packaging image, not the actual product

What is Vamidothion?

Plain description, key identifiers and synonyms

Vamidothion is an organic thiophosphate that is N-methyl-2-[(2-sulfanylethyl)sulfanyl]propanamide in which the thiol group has been converted into the corresponding O,O-dimethyl thiophoshate. Formerly used as an insecticide and acaricide, it is no longer approved for use within the European Union. It has a role as an acaricide, an antibacterial agent, an agrochemical, an antifungal agent and an EC 3.1.1.7 (acetylcholinesterase) inhibitor. It is an organothiophosphate insecticide and an organic thiophosphate. It is functionally related to a 2-((2-hydroxyethyl)sulfanyl)-N-methylpropionamide.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
2-(2-dimethoxyphosphorylsulfanylethylsulfanyl)-N-methylpropanamide
CAS number
2275-23-2 CAS number cross-checked
EC number
218-894-8
Molecular formula
C8H18NO4PS2
UNII
H1G712H762
MDL number
MFCD00055442
InChIKey
LESVOLZBIFDZGS-UHFFFAOYSA-N
InChI
InChI=1S/C8H18NO4PS2/c1-7(8(10)9-2)15-5-6-16-14(11,12-3)13-4/h7H,5-6H2,1-4H3,(H,9,10)
SMILES (canonical and isomeric)
CC(C(=O)NC)SCCSP(=O)(OC)OC

Synonyms

  • Vamidoate
  • Kilval
  • Trucidor
  • NPH 83
  • ENT 26,613
  • 10465 rp
  • Dimethyl S-(2-(1-methylcarbamoylethylthio)ethyl) phosphorothiolate
  • O,O-Dimethyl S-(2-(1-methylcarbamoylethylthio)ethyl) phosphorothioate
  • R.P. 10,465
  • 2-(2-Dimethoxyphosphinoylthioethylthio)-N-methylpropionamide
  • O,O-Dimethyl S-2-(1-N-methylcarbamoylethylmercapto)ethyl thiophosphate
  • N-Methyl O,O-dimethylthiolophosphoryl-5-thia-3-methyl-2-valeramide
  • O,O-Dimethyl phosphorothioate S-ester with 2-((2-mercaptoethyl)thio)-N-methylpropionamide
  • Phosphorothioic acid, O,O-dimethyl S-(2-((1-methyl-2-(methylamino)-2-oxoethyl)thio)ethyl) ester
  • Phosphorothioic acid, O,O-dimethyl ester, S-ester with 2-((2-mercaptoethyl)thio)-N-methylpropionamide
  • O,O-Dimethyl S-(2-((1-methyl-2-(methylamino)-2-oxoethyl)thio)ethyl) phosphorothioate
  • O,O-Dimethyl S-[2-(1-methylcarbamoylethylthio)ethyl] phosphorothioate
  • O,O-dimethyl S-(2-{[1-methyl-2-(methylamino)-2-oxoethyl]sulfanyl}ethyl) phosphorothioate
  • Phosphorothioic acid, O,O-dimethyl ester, S-ester with 2-[(2-mercaptoethyl)thio]-N-methylpropionamide
  • Phosphorothioic acid, O,O-dimethyl S-[2-[[1-methyl-2-(methylamino)-2-oxoethyl]thio]ethyl] ester
  • Dimethyl S-[2-(1-methylcarbamoylethylthio)ethyl] phosphorothiolate
  • O,O-dimethyl S-(2-((1-methyl-2-(methylamino)-2-oxoethyl)sulfanyl)ethyl) phosphorothioate
  • O,O-dimethyl S-(2-(1-methylcarbamoylethylthio)ethyl)phosphorothioate
  • American cyanamid-43073
  • 2-(2-dimethoxyphosphorylsulfanylethylsulfanyl)-N-methylpropanamide
Show all 33 synonyms
  • N-Methyl-3-thia-2-methyl-valeramid der O,O-dimethylthiolphosphorsaeure
  • Bamidothion
  • O,O-dimethyl S-(2-{[1-methyl-2-(methylamino)-2-oxoethyl]sulfanyl}ethyl) thiophosphate
  • RP 9895
  • Vamidothion standard solution
  • 2-(2-dimethoxyphosphorylsulfanylethylsulfanyl)-N-methyl-propanamide
  • dimethyl [(2-{[1-(methylcarbamoyl)ethyl]sulfanyl}ethyl)sulfanyl]phosphonate
  • O,O-dimethyl S-(2-((1-(methylamino)-1-oxopropan-2-yl)thio)ethyl) phosphorothioate

Physical and chemical properties

Measured values and descriptors computed from the structure

Physical and chemical properties

Measured values, check the supplier specification for your grade

Appearance
Colorless needlesexp.
Melting point
43 °Cexp.
Solubility
In water, 4 kg/L at 20 °C /miscible/exp.
Vapour pressure
Undergoes slight decomp at room temperature, but solutions in organic solvents (methyl ethyl ketone, cyclohexane) are stable. Decomposes in strong acid or alkaline media. VP: negligible at 20 °C.exp.

Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.

Computed descriptors

Calculated from the structure, useful for screening and formulation

Molecular weight
287.34 g/molcalc.
Exact mass
287.0415 Dacalc.
LogP (octanol/water)
1.99calc.
Topological polar surface area
64.63 Ųcalc.
Hydrogen bond donors
1calc.
Hydrogen bond acceptors
6calc.
Rotatable bonds
8calc.
Heavy atoms
16calc.
Rings
0calc.
Aromatic rings
0calc.
Fraction sp3 carbons
0.88calc.
Formal charge
0calc.
Stereocentres
1calc.
Lipinski rule of five
Passes (0 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Danger
GHS06: Acute toxicity (severe)
Acute toxicity (severe)
GHS09: Hazardous to the environment
Hazardous to the environment

Hazard statements

  • H301Toxic if swallowed.
  • H312Harmful in contact with skin.
  • H400Very toxic to aquatic life.
Precautionary statements (13)
  • P264Wash skin thoroughly after handling.
  • P270Do not eat, drink or smoke when using this product.
  • P273Avoid release to the environment.
  • P280Wear protective gloves, protective clothing, eye protection and face protection.
  • P301 + P316If swallowed: Get emergency medical help immediately.
  • P302 + P352If on skin: Wash with plenty of water.
  • P317Get medical help.
  • P321Specific treatment (see supplemental first aid instructions on the label).
  • P330Rinse mouth.
  • P362 + P364Take off contaminated clothing. And wash it before reuse.
  • P391Collect spillage.
  • P405Store locked up.
  • P501Dispose of contents and container in accordance with local regulations.
UN number
UN 2783
Transport hazard class
6.1
Packing group
III

GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.

Full safety data and first aid

Vamidothion suppliers

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Vamidothion price

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Uses and applications

What the substance is used for, by industry and function

Aphicide, miticide.

It is a systemic acaricide and insecticide.

Used on fruit trees, vines, ornamentals, beet, potatoes, cotton, rice, etc for persistent control of all species of aphids (especially woolly aphids), thrips, sawfly larvae, psyllids, spider mites, etc.

Long-lasting systemic aphicide and miticide.

For Vamidothion there are 0 labels match.

Roles

  • acaricide
  • agrochemical
  • antibacterial agent
  • antifungal agent
  • antimicrobial agent
  • enzyme inhibitor
  • pesticide

How it is made

Vamidothion is produced by reaction of O,O-dimethylphosphoric acid chloride with the sodium salt of N-methylcarbamylethylmercaptoethanethiol.

2-Chloroethanol (ethylene chlorohydrin) is reacted with ethyl 2-mercapto propionate giving ethyl-2-(2-hydroxyethylthio)propionate. That intermediate is, in turn treated successively with methylamine and thionyl chloride to give 2-(2-chloroethylthio)-N-methylpropionamide. Condensation with O,O-dimethylphosphorothioate gives vamidothion.

Regulatory status

Inventories, regulations and trade controls that list this substance

Europe

  • EU harmonised classification (CLP Annex VI)
    Index no: 015-059-00-8

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Vamidothion is traded under.

HS 2930.90Indicative HS code

Organo-sulphur compounds, other

World exports in 2024
$5.83B
+0.1% vs 2023, imports $5.93B
2019 to 2024
Top exporters
  1. China40.7%
  2. United States10.9%
  3. Japan9.3%
Top importers
  1. United States13.3%
  2. Brazil12.6%
  3. China6.6%
Reported customs values in USD, not prices.Full trade data

The HS code shown for Vamidothion is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

Quick answers about Vamidothion, based on the data on this page

What is Vamidothion?

Vamidothion is an organic thiophosphate that is N-methyl-2-[(2-sulfanylethyl)sulfanyl]propanamide in which the thiol group has been converted into the corresponding O,O-dimethyl thiophoshate. Formerly used as an insecticide and acaricide, it is no longer approved for use within the European Union.

What is the CAS number of Vamidothion?

The CAS registry number of Vamidothion is 2275-23-2.

What is the molecular formula and weight of Vamidothion?

The molecular formula of Vamidothion is C8H18NO4PS2 and its molar mass is 287.34 g/mol.

What is Vamidothion used for?

Aphicide, miticide. It is a systemic acaricide and insecticide. Used on fruit trees, vines, ornamentals, beet, potatoes, cotton, rice, etc for persistent control of all species of aphids (especially woolly aphids), thrips, sawfly larvae, psyllids, spider mites, etc. Long-lasting systemic aphicide and miticide.

Is Vamidothion hazardous?

Vamidothion carries the GHS signal word "Danger". Main hazards: toxic if swallowed, harmful in contact with skin, very toxic to aquatic life. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of Vamidothion?

Vamidothion is usually classified under HS code 293090 (Organo-sulphur compounds, other). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Vamidothion?

CompoundList lists 1 supplier of Vamidothion in China. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

What is the price of Vamidothion?

Suppliers quote Vamidothion on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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