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Azoxystrobin chemical structure, C22H17N3O5, CAS 131860-33-8
2D chemical structure

Key facts

What buyers check first

Appearance
White crystalline solid
Melting point
116 ยฐC
Density
1.33
Solubility
In water, 6 mg/L at 20 ยฐC
HS code
293359
Category
Fungicides
Illustrative photo, colourless crystals in an open fibre drum in a chemical plant
Typical packagingIllustrative packaging image, not the actual product

What is Azoxystrobin?

Plain description, key identifiers and synonyms

Azoxystrobin is an aryloxypyrimidine having a 4,6-diphenoxypyrimidine skeleton in which one of the phenyl rings is cyano-substituted at C-2 and the other carries a 2-methoxy-1-(methoxycarbonyl)vinyl substituent, also at C-2. An inhibitor of mitochondrial respiration by blocking electron transfer between cytochromes b and c1, it is used widely as a fungicide in agriculture. It has a role as a quinone outside inhibitor, a xenobiotic, a mitochondrial cytochrome-bc1 complex inhibitor, an environmental contaminant and an antifungal agrochemical. It is a nitrile, a methyl ester, an enol ether, an aryloxypyrimidine, an enoate ester and a methoxyacrylate strobilurin antifungal agent.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
methyl (E)-2-[2-[6-(2-cyanophenoxy)pyrimidin-4-yl]oxyphenyl]-3-methoxyprop-2-enoate
CAS number
131860-33-8 CAS number cross-checkedOther or deprecated CAS: 215934-32-0
EC number
603-524-3
Molecular formula
C22H17N3O5
UNII
NYH7Y08IPM
MDL number
MFCD08277047
InChIKey
WFDXOXNFNRHQEC-GHRIWEEISA-N
InChI
InChI=1S/C22H17N3O5/c1-27-13-17(22(26)28-2)16-8-4-6-10-19(16)30-21-11-20(24-14-25-21)29-18-9-5-3-7-15(18)12-23/h3-11,13-14H,1-2H3/b17-13+
Canonical SMILES
COC=C(C(=O)OC)c1ccccc1Oc1cc(Oc2ccccc2C#N)ncn1
Isomeric SMILES
CO/C=C(\C1=CC=CC=C1OC2=NC=NC(=C2)OC3=CC=CC=C3C#N)/C(=O)OC

Synonyms

  • Amistar
  • Bankit
  • Heritage
  • Quadris
  • Icia-5504
  • Benzeneacetic acid, 2-((6-(2-cyanophenoxy)-4-pyrimidinyl)oxy)-alpha-(methoxymethylene)-, methyl ester, (E)-
  • methyl (2E)-2-(2-{[6-(2-cyanophenoxy)pyrimidin-4-yl]oxy}phenyl)-3-methoxyprop-2-enoate
  • Benzeneacetic acid, 2-[[6-(2-cyanophenoxy)-4-pyrimidinyl]oxy]-alpha-(methoxymethylene)-, methyl ester, (alphaE)-
  • methyl (2E)-2-(2-(6-(2-cyanophenoxy)pyrimidin-4-yloxy)phenyl)-3-methoxyacrylate
  • methyl (E)-2-[2-[6-(2-cyanophenoxy)pyrimidin-4-yloxy]phenyl]-3-methoxyacrylate
  • azoxy-strobin
  • (alphaE)-2-[[6-(2-cyanophenoxy)-4-pyrimidinyl]oxy]-alpha-(methoxymethylene) benzeneacetic acid methyl ester
  • Benzeneacetic acid, 2-((6-(2-cyanophenoxy)-4-pyrimidinyl)oxy)-alpha-(methoxymethylene)-, methyl ester, (alphaE)-
  • ICIA5504
  • methyl (2E)-2-(2-((6-(2-cyanophenoxy)pyrimidin-4-yl)oxy)phenyl)-3-methoxyprop-2-enoate
  • methyl (e)-2-(2-(6-(2-cyanophenoxy)pyrimidin-4-yloxy)phenyl)-3-methoxyacrylate
  • methyl (E)-2-{2-[6-(2-cyanophenoxy)pyrimidin-4-yloxy]phenyl}-3-methoxyacrylate
  • (alphaE)-2-((6-(2-cyanophenoxy)-4-pyrimidinyl)oxy)-alpha-(methoxymethylene) benzeneacetic acid methyl ester
  • azoxystrobin (ISO), methyl (E)-2-(2-(6-(2-cyanophenoxy)pyrimidin-4-yloxy)phenyl)-3-methoxyacrylate
  • Methyl (E)-2-[2-[6-(2-cyanophenoxy)pyrimidin-4-yl]oxyphenyl]-3-methoxy -prop-2-enoate
  • methyl (E)-2-[2-[6-(2-cyanophenoxy)pyrimidin-4-yl]oxyphenyl]-3-methoxyprop-2-enoate
  • Methyl (2Z)-2-(2-{[6-(2-cyanophenoxy)pyrimidin-4-yl]oxy}phenyl)-3-methoxyacrylate
  • AZO
  • ICI-A 5504
  • Azoxystrobine x
Show all 32 synonyms
  • 1sqb
  • Bankit, Cruiser Extreme, ICI-A 5504
  • methyl (E)-2-(2-((6-(2-cyanophenoxy)pyrimidin-4-yl)oxy)phenyl)-3-methoxyacrylate
  • 40 - Fungicides
  • Azoxystrobin (Standard)
  • Methyl (E)-2-(2-(6-(2-cyanopheoxy)pyrimidin-4-yloxy)phenyl)-3-methoxypropenoate
  • Azoxystrobin 1000 microg/mL in Acetone

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
White crystalline solidexp.
Melting point
116 ยฐCexp.
Density
1.33exp.
Solubility
In water, 6 mg/L at 20 ยฐCexp.
Vapour pressure
8.3 ร— 10โปยนยณ mm Hg at 25 ยฐCexp.

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
403.39 g/molcalc.
Exact mass
403.1168 Dacalc.
LogP (octanol/water)
4.09calc.
Topological polar surface area
103.6 ร…ยฒcalc.
Hydrogen bond donors
0calc.
Hydrogen bond acceptors
8calc.
Rotatable bonds
7calc.
Heavy atoms
30calc.
Rings
3calc.
Aromatic rings
3calc.
Fraction sp3 carbons
0.09calc.
Formal charge
0calc.
Stereocentres
0calc.
Lipinski rule of five
Passes (0 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, c1ccc(Oc2cc(Oc3ccccc3)ncn2)cc1

c1ccc(Oc2cc(Oc3ccccc3)ncn2)cc1

3 rings, 20 atoms, the 4,6-Diphenoxypyrimidine ring system.

41 other chemicals share this scaffold

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

  • H331Toxic if inhaled.
  • H400Very toxic to aquatic life.
  • H410Very toxic to aquatic life with long lasting effects.
Precautionary statements (10)
  • P261Avoid breathing dust, fume, gas, mist, vapours or spray.
  • P271Use only outdoors or in a well-ventilated area.
  • P273Avoid release to the environment.
  • P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
  • P316Get emergency medical help immediately.
  • P321Specific treatment (see supplemental first aid instructions on the label).
  • P391Collect spillage.
  • P403 + P233Store in a well-ventilated place. Keep container tightly closed.
  • P405Store locked up.
  • P501Dispose of contents and container in accordance with local regulations.

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

Azoxystrobin suppliers

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Azoxystrobin price

Indicative price range per kg from live supplier offers

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Uses and applications

What the substance is used for, by industry and function

Agricultural fungicide.

Use classes: Fungicides, Pesticides.

Roles

  • agrochemical
  • antifungal agent
  • antifungal agrochemical
  • antimicrobial agent
  • cytochrome-bc1 complex inhibitor
  • electron-transport chain inhibitor
  • environmental contaminant
  • enzyme inhibitor
  • fungicide
  • mitochondrial cytochrome-bc1 complex inhibitor
  • mitochondrial respiratory-chain inhibitor
  • pathway inhibitor
  • pesticide
  • quinone outside inhibitor
  • respiratory-chain inhibitor
  • xenobiotic

Functional uses

  • Biocide

How it is made

Azoxystrobin is produced by reaction of 4,6-dichloropyrimidine with (E)-2-hydroxymethoxyacrylate in DMF containing potassium carbonate, followed by reaction with 2-cyanophenol in DMF containing potassium carbonate.

Regulatory status

Inventories, regulations and trade controls that list this substance

Europe

  • EU harmonised classification (CLP Annex VI)
    Index no: 607-256-00-8

HS code and trade data

Customs classification and reported world trade statistics

Global trade

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

HS 2933.59Indicative HS code

Compounds containing a pyrimidine ring (whether or not hydrogenated) or piperazine ring, other

World exports in 2024
$18.4B
+10.5% vs 2023, imports $24.8B
2019 to 2024
Top exporters
  1. Ireland43.6%
  2. Switzerland * partner reported26.3%
  3. China7.9%
Top importers
  1. Slovenia30.3%
  2. United States30.1%
  3. Germany15.3%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

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

Frequently asked questions

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

What is Azoxystrobin?

Azoxystrobin is an aryloxypyrimidine having a 4,6-diphenoxypyrimidine skeleton in which one of the phenyl rings is cyano-substituted at C-2 and the other carries a 2-methoxy-1-(methoxycarbonyl)vinyl substituent, also at C-2.

What is the CAS number of Azoxystrobin?

The CAS registry number of Azoxystrobin is 131860-33-8. Other or deprecated CAS numbers: 215934-32-0.

What is the molecular formula and weight of Azoxystrobin?

The molecular formula of Azoxystrobin is C22H17N3O5 and its molar mass is 403.39 g/mol.

What is Azoxystrobin used for?

Agricultural fungicide. Use classes: Fungicides, Pesticides.

Is Azoxystrobin hazardous?

Azoxystrobin carries the GHS signal word "Danger". Main hazards: toxic if inhaled, very toxic to aquatic life, very toxic to aquatic life with long lasting effects. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of Azoxystrobin?

Azoxystrobin is usually classified under HS code 293359 (Compounds containing a pyrimidine ring (whether or not hydrogenated) or piperazine ringโ€ฆ). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Azoxystrobin?

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Where can I buy Azoxystrobin in India?

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What is the price of Azoxystrobin?

Suppliers quote Azoxystrobin 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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