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Annex II Entry 736 CMR23/11/2016

Flumioxazin

Flumioxazin is listed in Annex II as a prohibited substance for cosmetic products placed on the EU market.

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Prohibited substance— Annex II, EU Regulation 1223/2009
Entry: 736
CMR

Chemical identity and properties

PubChem 2D chemical structure for CAS 103361-09-7
CAS 103361-09-7PubChem CID 92425

Flumioxazin

Flumioxazin is a benzoxazine that is N-(prop-2-yn-1-yl)-2H-1,4-benzoxazin-3(4H)-one which is substituted at position 6 by a 1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl group and at position 7 by a fluorine. A protoporphyrinogen oxidase inhibitor, it is used for the control of weeds in soya, peanuts, and a variety of vegetable and fruit crops. It has a role as a herbicide, an agrochemical, a teratogenic agent and an EC 1.3.3.4 (protoporphyrinogen oxidase) inhibitor. It is a dicarboximide, an organofluorine compound, a benzoxazine and a terminal acetylenic compound. — ChEBI

IUPAC name
2-(7-fluoro-3-oxo-4-prop-2-ynyl-1,4-benzoxazin-6-yl)-4,5,6,7-tetrahydroisoindole-1,3-dione
Molecular formula
C19H15FN2O4
Molecular weight
354.3 g/mol
Exact mass
354.10158513 Da
XLogP3
1.8
Topological polar surface area
66.9 Ų
Hydrogen-bond donors
0
Hydrogen-bond acceptors
5
Covalent units
1
Defined stereocentres
0

Also known as

SumisoyaS-53482VALORS 53482V 53482EINECS Annex I Index 613-166-00-XL0PX7OGI22CHEBI:8939
16 more reported names
7-Fluoro-6-(3,4,5,6-tetrahydrophthalimido)-4-(2-propynyl)-1,4-benzoxazin-3(2H)-one7-fluoro-6-((3,4,5,6-tetrahydro)phthalimido)-4-(2-propynyl)-1,4-benzoxazin-3(2 H)-oneV-53482n-(7-fluoro-3,4-dihydro-3-oxo-4-prop-2-ynyl-2h-1,4-benzoxazin-6-yl)cyclohex-1-ene-1,2-dicarboxamide2-(7-fluoro-3-oxo-4-(prop-2-yn-1-yl)-3,4-dihydro-2H-1,4-benzoxazin-6-yl)-2,3,4,5,6,7-hexahydro-1H-isoindole-1,3-dione2-[7-fluoro-3-oxo-4-(prop-2-yn-1-yl)-3,4-dihydro-2H-1,4-benzoxazin-6-yl]-2,3,4,5,6,7-hexahydro-1H-isoindole-1,3-dioneRefChem:1408481H-Isoindole-1,3(2H)-dione, 2-(7-fluoro-3,4-dihydro-3-oxo-4-(2-propyn-1-yl)-2H-1,4-benzoxazin-6-yl)-4,5,6,7-tetrahydro-Flumioxazin [ISO]Sumisoya; V 534822-[7-Fluoro-3,4-dihydro-3-oxo-4-(2-propyn-1-yl)-2H-1,4-benzoxazin-6-yl]-4,5,6,7-tetrahydro-1H-isoindole-1,3(2H)-dioneFlumioxazineFlumizinFlumioxazin Solution in Acetonitrile1H-Isoindole-1,3(2H)-dione,2-[7-fluoro-3,4-dihydro-3-oxo-4-(2-propynyl)-2H-1,4-benzoxazin-6-yl]-4,5,6,7-tetrahydro-2-[7-fluoro-3-oxo-4-(prop-2-yn-1-yl)-3,4-dihydro-2H-1,4-benzoxazin-6-yl]-4,5,6,7-tetrahydro-1H-isoindole-1,3(2H)-dione
Open full PubChem recordPubChem annotations3D structure image
External database identifiers

Evidence from additional scientific databases

EMBL-EBI ChEBI
Exact identifier matchCHEBI:8939

flumioxazin

A benzoxazine that is N-(prop-2-yn-1-yl)-2H-1,4-benzoxazin-3(4H)-one which is substituted at position 6 by a 1,3-dioxo-1,3,4,5,6,7-hexahydro-2H-isoindol-2-yl group and at position 7 by a fluorine. A protoporphyrinogen oxidase inhibitor, it is used for the control of weeds in soya, peanuts, and a variety of vegetable and fruit crops.

Formula
C19H15FN2O4
Average mass
354.337 g/mol
Monoisotopic mass
354.10159 Da
Formal charge
0
  • benzoxazine — is a (CHEBI:46969)
  • terminal acetylenic compound — is a (CHEBI:73477)
  • dicarboximide — is a (CHEBI:35356)
  • organofluorine compound — is a (CHEBI:37143)
  • teratogenic agent — has role (CHEBI:50905)
  • herbicide — has role (CHEBI:24527)
  • agrochemical — has role (CHEBI:33286)
  • EC 1.3.3.4 (protoporphyrinogen oxidase) inhibitor — has role (CHEBI:73192)
  • teratogenic agent — has role (CHEBI:50905)
  • herbicide — has role (CHEBI:24527)
  • agrochemical — has role (CHEBI:33286)
  • EC 1.3.3.4 (protoporphyrinogen oxidase) inhibitor — has role (CHEBI:73192)
  • benzoxazine — is a (CHEBI:46969)
  • terminal acetylenic compound — is a (CHEBI:73477)
  • dicarboximide — is a (CHEBI:35356)
  • organofluorine compound — is a (CHEBI:37143)
Additional curated names
2-[7-fluoro-3-oxo-4-(prop-2-yn-1-yl)-3,4-dihydro-2H-1,4-benzoxazin-6-yl]-4,5,6,7-tetrahydro-1H-isoindole-1,3(2H)-dione2-[7-fluoro-3,4-dihydro-3-oxo-4-(2-propyn-1-yl)-2H-1,4-benzoxazin-6-yl]-4,5,6,7-tetrahydro-1H-isoindole-1,3(2H)-dione7-fluoro-6-(3,4,5,6-tetrahydrophthalimido)-4-(2-propynyl)-1,4-benzoxazin-3(2H)-oneN-(7-fluoro-3,4-dihydro-3-oxo-4-prop-2-ynyl-2H-1,4-benzoxazin-6-yl)cyclohex-1-ene-1,2-dicarboxamideflumioxazineS 53482S-53482V 53482
Cross-references from this source
  • CAS: 103361-09-7 — Alan Wood's Pesticides
  • CAS: 103361-09-7 — KEGG COMPOUND
  • CAS: 103361-09-7 — ChemIDplus
  • MANUAL_X_REF: 335 — PPDB
  • MANUAL_X_REF: C11035 — KEGG COMPOUND
  • MANUAL_X_REF: flumioxazin — Alan Wood's Pesticides
  • MANUAL_X_REF: HMDB0034854 — HMDB
  • REGISTRY_NUMBER: 8290535 — Reaxys

Mapped by: Exact CAS cross-reference in the ChEBI compound record. Source updated: 2017-08-11. Retrieved: 2026-08-31. Open source record

NIH PubChem PUG-View
Exact identifier match92425

Attributed physical-property, hazard, environmental and use annotations.

  • Environmental Bioconcentration: An estimated BCF of 18 was calculated for flumioxazin(SRC), using an experimental log Kow of 2.55(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC). Source: Hazardous Substances Data Bank (HSDB)
  • Environmental Fate: TERRESTRIAL FATE: Based on column leaching studies and the short aerobic soil half-life, the potential for flumioxazin to leach in field agricultural soil is low(1). In soils that have been treated with flumioxazin, it is generally not found below 3 inches in depth(2). Volatilization losses from soil surfaces are negligible(1). Flumioxazin degrades rapidly in soil water via hydrolysis with half-lives of 3.4 to 5.1 days at pH 5.0, 21.4-24.6 hours at pH 7.0, and 14.6-22.0 minutes at pH 9.0(1); therefore, aqueous hydrolysis in moist soils will be an important fate process(SRC). Microbial degradation in soil is also an important fate process(1); the half-life for aerobic soil metabolism is 11.9 to 17.5 days, with an average of 14.7 days(1,2). The photolysis half-life on soil is 3.2 to 8.4 days (average 5.8 days)(2). The rapid soil dissipation rate indicates flumioxazin is not persistent in soil(1). Source: Hazardous Substances Data Bank (HSDB)
  • Environmental Fate: AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 13000(SRC), determined from a structure estimation method(2), indicates that flumioxazin is expected to adsorb to suspended solids and sediment(SRC). The hydrolytic degradation half-life of flumioxazin in soil water is 3.4 to 5.1 days at pH 5.0, 21.4-24.6 hours at pH 7.0, and 14.6-22.0 minutes at pH 9.0(3); therefore, hydrolysis will be the major degradation process in water(SRC). An anaerobic aquatic metabolism half-life of 0.2 days has been reported(4). The photolysis half-life in water at pH 5 is 1 day(4). Volatilization from water surfaces is expected to be slow(5) based upon an estimated Henry's Law constant of 6.28X10-7 atm-cu m/mole(SRC), derived from its vapor pressure, 2.41X10-6 mm Hg(6), and water solubility, 1.79 mg/l(4). Using this estimated Henry's Law constant and an estimation method(5), volatilization half-lives for a model river and model lake are 1,765 hours and 809 days, respectively(SRC). According to a classification scheme(7), an estimated BCF of 18(SRC), from a log Kow of 2.55(4) suggests the potential for bioconcentration in aquatic organisms is low(SRC). Source: Hazardous Substances Data Bank (HSDB)
  • Environmental Fate: ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), flumioxazin, which has a vapor pressure of 2.41X10-6 mm Hg at 25 °C (2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase flumioxazin is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 6.8 hours(SRC), calculated from its rate constant of 5.68X10-11 cu cm/molecule-sec at 25 °C(SRC) (that was derived using a structure estimation method(3). Particulate-phase flumioxazin may be removed from the air by wet and dry deposition(SRC). Source: Hazardous Substances Data Bank (HSDB)

Mapped by: Existing checksum-valid CAS to unique PubChem CID match. Retrieved: 2026-08-31. Open source record

Scientific classifications and hazard annotations provide context and do not replace the market-specific regulatory decision shown above.

Additional source coverage and match status
SourceResultChecked
EMBL-EBI ChEBIExact match2026-08-31
NIH PubChem PUG-ViewExact match2026-08-31

A recorded no-match is useful evidence that the source was checked; it is not a claim that the substance does not exist elsewhere.

Retrieved from NIH PubChem on 2026-09-02 by checksum-valid CAS matching. Chemical properties do not replace the regulatory decision on this page.

Record details

Chemical name

Flumioxazin

Chemical / IUPAC name

N-(7-fluoro-3,4-dihydro-3-oxo-4-prop-2-ynyl-2H-1,4-benzoxazin-6-yl)cyclohex-ene-1,2-dicarboxamide

Regulatory information

Regulation

(EC) 2009/1223

See every entry this act set

Other directives

(EC) 2009/790

SCCS opinions

CMR

CategoryCarcinogenicMutagenicReprotoxic
Cat. 1B——✓

Key data

CAS
103361-09-7
EC
600-425-7
Annex
II
Entry number
736

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What Annex II means for Flumioxazin

Flumioxazin is listed as a prohibited substance under Annex II of EU Cosmetics Regulation 1223/2009 and must not be intentionally added. Article 17 separately addresses unintended small quantities that are technically unavoidable under good manufacturing practice and compatible with the Article 3 safety requirement.

Formulators must screen their ingredients and raw materials to ensure none contain this substance. Suppliers should provide documentation confirming absence when requested.

The page also surfaces 12 related annex records with overlapping identifiers, annex logic or naming patterns.

Compliance checklist

  • Verify this substance is absent from all raw materials and finished formulations.
  • Request absence confirmation or CoA from raw material suppliers.
  • Document the screening result in the Product Information File (PIF).
  • This substance has CMR classification. Review the CMR table above and verify current Annex II/III status before use.

Frequently asked questions

Yes. Flumioxazin is listed in Annex II of EU Cosmetics Regulation 1223/2009 and is prohibited as an intentionally added cosmetic ingredient. Article 17 provides a narrow exception for unintended small quantities that are technically unavoidable under good manufacturing practice, provided the product remains safe under Article 3.

CAS 103361-09-7 is the unique numerical identifier assigned to Flumioxazin by the Chemical Abstracts Service. In cosmetic compliance work, the CAS number is used to cross-reference the substance across regulatory databases, raw material specifications and safety assessment reports. Multiple EU annex entries may share the same CAS number if the same substance appears under different conditions or in different annexes.

Flumioxazin has a CMR (carcinogenic, mutagenic or reprotoxic) classification under EU CLP Regulation. Under Article 15 of EU Cosmetics Regulation 1223/2009, CMR substances of category 1A or 1B are prohibited in cosmetics unless specifically permitted. Category 2 CMR substances may be used only if assessed safe by the SCCS. Always verify current annex status and any applicable derogations before use.

Use the INCI Checker tool on this site to paste your full ingredient list (INCI) and scan it against all Annex II–VI entries. The tool highlights any ingredients that match restricted, prohibited or allergen-flagged records. This is useful for rapid compliance screening of finished product formulas or raw material declarations.
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Source note for Annex II record Flumioxazin

This page summarizes one Annex II record for Flumioxazin from public European Commission cosmetic materials and adds linked inventory or identifier matches when available.

Use this record page to review Annex II conditions for Flumioxazin, but confirm any final regulatory decision against the current official annex wording and source files.

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