Alloxydim-Pesticide database

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(Also known as: carbodimedon; zizalon)

Alloxydim is a post-emergence herbicide. It is highly soluble in water, volatile and is not normally persistent in either soil or water systems. It has a low mammalian toxicity and is not expected to bioaccumulate. Alloxydim is not highly toxic to most biodiversity.

The following alerts are based on the data in the tables below. An absence of an alert does not imply the substance has no implications for human health, biodiversity or the environment but just that we do not have the data to form a judgement.

Environmental fate	Ecotoxicity	Human health
Environmental fate High alert: Drainflow: Very mobile Warning: Significant data are missing	Ecotoxicity Moderate alert: Bees acute contact ecotoxicity: Moderate	Human health Low alert Warning: Significant data are missing

GENERAL INFORMATION

A cyclohexene oxime herbicide used post-emergence to control common weeds and grasses

Example pests controlled

Grasses; Broad-leaved weeds; Volunteer cereals

Example applications

Cereals; Sugarbeets; Vegetables

Efficacy & activity

Availability status

Considered obsolete but may be available in some countries

Introduction & key dates

circa 1980, Japan

UK regulatory status

UK COPR regulatory status

Date COPR inclusion expires

UK LERAP status

No UK approval for use

EC Regulation 1107/2009 (repealing 91/414)

EC Regulation 1107/2009 status

Dossier rapporteur/co-rapporteur

Date EC 1107/2009 inclusion expires

EU Candidate for substitution (CfS)

Listed in EU database

Approved for use (✓) under EC 1107/2009 in the following EU Member States

ATAustria	BEBelgium	BGBulgaria	CYCyprus	CZCzech Republic	DEGermany	DKDenmark	EEEstonia	ELGreece

ESSpain	FIFinland	FRFrance	HRCroatia	HUHungary	IEIreland	ITItaly	LTLithuania	LULuxembourg

LVLatvia	MTMalta	NLNetherlands	PLPoland	PTPortugal	RORomania	SESweden	SISlovenia	SKSlovakia

Approved for use (✓) under EC 1107/2009 by Mutual Recognition of Authorisation and/or national regulations in the following EEA countries

ISIceland	NONorway

Additional information

Chemical structure

A chiral molecule. Alloxydim is a racemic mixture of E- and Z- isomers

Chemical formula

C₁₇H₂₅NO₅

Canonical SMILES

CCCC(=C1C(=O)CC(C(C1=O)C(=O)OC)(C)C)NOCC=C

Isomeric SMILES

CCC/C(=C/1\C(=O)CC(C(C1=O)C(=O)OC)(C)C)/NOCC=C

International Chemical Identifier key (InChIKey)

ORFLOUYIJLPLPL-WOJGMQOQSA-N

International Chemical Identifier (InChI)

InChI=1S/C17H25NO5/c1-6-8-11(18-23-9-7-2)13-12(19)10-17(3,4)14(15(13)20)16(21)22-5/h7,14,18H,2,6,8-10H2,1,3-5H3/b13-11-

2D structure diagram/image available?

Substance groups

Cyclohexene oxime herbicide; Cyclohexanedione herbicide

Minimum active substance purity

Known relevant impurities

Substance origin

Selective, systemic action. Inhibits Acetyl CoA Carboxylase distrupting fatty acid biosynthesis and lipid formation.

US EPA chemical code

CLP index number

PIN (Preferred Identification Name)

rac-methyl (1R)-4-hydroxy-6,6-dimethyl-2-oxo-3-[(1E)-N-(prop-2-en-1-yloxy)butanimidoyl]cyclohex-3-ene-1-carboxylate

methyl (1RS)-3-[(E)-1-(allyloxyimino)butyl]-4-hydroxy-6,6-dimethyl-2-oxocyclohex-3-enecarboxylate

methyl 2,2-dimethyl-4,6-dioxo-5-[(1E)-1-[(2-propenyloxy)imino]butyl]cyclohexanecarboxylate

Other status information

Relevant Environmental Water Quality Standards

Herbicide Resistance Classification (HRAC)

Herbicide Resistance Classification (WSSA)

Insecticide Resistance Classification (IRAC)

Fungicide Resistance Classification (FRAC)

Examples of recorded resistance

Colourless crystals

Related substances & organisms

alloxydim sodium

Example manufacturers & suppliers of products using this active now or historically

Nippon

Example products using this active

Kusaguard

Formulation and application details

ENVIRONMENTAL FATE

Source; quality score; and other information

Solubility - In water at 20 °C (mg l⁻¹)

W4 W = French database provided by ARVALIS-Institut du Végétal. Dataset no longer available.
4 = Verified data

Solubility - In organic solvents at 20 °C (mg l⁻¹)

Melting point (°C)

Decomposes before melting

L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source

Boiling point (°C)

Decomposes before boiling

L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source

Degradation point (°C)

L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source

Flashpoint (°C)

Octanol-water partition coefficient at pH 7, 20 °C

T4 T = UN EPFA database. Dataset no longer available.
4 = Verified data

Fat solubility of residues

Density (g ml⁻¹)

Q2 Q = Miscellaneous data from online sources
2 = Unverified data of unknown source

Dissociation constant pKa) at 25 °C

A5 A = EU regulatory and evaluation data as published by EC, EFSA (RAR, DAR & Conclusion dossiers), EMA (e.g. EU Annex III PIC DGD) (EU - Pesticides database; EFSA Scientific Publications )
5 = Verified data used for regulatory purposes

No dissociation

Vapour pressure at 20 °C (mPa)

L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source

Henry's law constant at 25 °C (Pa m³ mol⁻¹)

Maximum UV-vis absorption L mol⁻¹ cm⁻¹

Surface tension (mN m⁻¹)

Source; quality score; and other information

General biodegradability

Soil degradation (days) (aerobic)

DT₅₀ (typical)

L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source

DT₅₀ (lab at 20 °C)

DT₅₀ (field)

DT₉₀ (lab at 20 °C)

DT₉₀ (field)

DT₅₀ modelling endpoint

Best available data

Dissipation rate RL₅₀ on plant matrix

R3 R = Peer reviewed scientific publications
3 = Unverified data of known source

Sugarbeet leaves, n=1

Dissipation rate RL₅₀ on and in plant matrix

Aqueous photolysis DT₅₀ (days) at pH 7

K3 K = Research datasets (e.g. Pandora, Demetra; these datasets no longer available). Norman Ecotoxicology database. (click here )
3 = Unverified data of known source

Aqueous hydrolysis DT₅₀ (days) at 20 °C and pH 7

K4 K = Research datasets (e.g. Pandora, Demetra; these datasets no longer available). Norman Ecotoxicology database. (click here )
4 = Verified data

Water-sediment DT₅₀ (days)

K4 K = Research datasets (e.g. Pandora, Demetra; these datasets no longer available). Norman Ecotoxicology database. (click here )
4 = Verified data

Moderately fast

Water phase only DT₅₀ (days)

Soil adsorption and mobility

Source; quality score; and other information

W3 W = French database provided by ARVALIS-Institut du Végétal. Dataset no longer available.
3 = Unverified data of known source

Notes and range

Best available data

Notes and range

Source; quality score; and other information

GUS leaching potential index

Transition state

SCI-GROW groundwater index (μg l⁻¹) for a 1 kg ha⁻¹ or 1 l ha⁻¹ application rate

Potential for particle bound transport index

Potential for loss via drain flow

Bio-concentration factor

BCF (l kg⁻¹)

P4 P = Other non-EU, UK or US Governments and Regulators
4 = Verified data

CT₅₀ (days)

Known metabolites

None

Terrestrial ecotoxicology

Source; quality score; and other information

Mammals - Acute oral LD₅₀ (mg kg⁻¹)

L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source

Mammals - Short term dietary NOEL

L2 L = Pesticide manuals and hard copy reference books / other sources
2 = Unverified data of unknown source

Mammals - Chronic 21d NOAEL (mg kg⁻¹ bw d⁻¹)

Birds - Acute LD₅₀ (mg kg⁻¹)

L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source

Coturnix japonica

Birds - Short term dietary (LC₅₀/LD₅₀)

Birds - Chronic 21d NOEL (mg kg⁻¹ bw d⁻¹)

Earthworms - Acute 14 day LC₅₀ (mg kg⁻¹)

Earthworms - Chronic NOEC, reproduction (mg kg⁻¹)

Soil micro-organisms

Acute LC₅₀ (mg kg⁻¹)

Chronic NOEC (mg kg⁻¹)

Non-target plants

Honeybees (Apis spp.)

Contact acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)

K4 K = Research datasets (e.g. Pandora, Demetra; these datasets no longer available). Norman Ecotoxicology database. (click here )
4 = Verified data

Oral acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)

Unknown mode acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)

Bumblebees (Bombus spp.)

Contact acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)

Oral acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)

Mason bees (Osmia spp.)

Contact acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)

Oral acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)

Other bee species (1)

Acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg insect⁻¹)

Mode of exposure

Other bee species (2)

Acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg insect⁻¹)

Mode of exposure

Beneficial insects (Ladybirds)

Beneficial insects (Lacewings)

Beneficial insects (Parasitic wasps)

Beneficial insects (Predatory mites)

Beneficial insects (Ground beetles)

Aquatic ecotoxicology

Source; quality score; and other information

Fish - Acute 96 hour LC₅₀ (mg l⁻¹)

L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source

Fish - Chronic 21 day NOEC (mg l⁻¹)

Aquatic invertebrates - Acute 48 hour EC₅₀ (mg l⁻¹)

K2 K = Research datasets (e.g. Pandora, Demetra; these datasets no longer available). Norman Ecotoxicology database. (click here )
2 = Unverified data of unknown source

Unknown species

Aquatic invertebrates - Chronic 21 day NOEC (mg l⁻¹)

Aquatic crustaceans - Acute 96 hour LC₅₀ (mg l⁻¹)

Sediment dwelling organisms - Acute 96 hour LC₅₀ (mg l⁻¹)

Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l⁻¹)

Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg⁻¹)

Aquatic plants - Acute 7 day EC₅₀, biomass (mg l⁻¹)

Algae - Acute 72 hour EC₅₀, growth (mg l⁻¹)

K3 K = Research datasets (e.g. Pandora, Demetra; these datasets no longer available). Norman Ecotoxicology database. (click here )
3 = Unverified data of known source

Unknown species

Algae - Chronic 96 hour NOEC, growth (mg l⁻¹)

Mesocosm study data

NOEAEC mg l⁻¹

NOEAEC mg l⁻¹

HUMAN HEALTH AND PROTECTION

Source; quality score; and other information

Threshold of Toxicological Concern (Cramer Class)

High (class III)

Mammals - Acute oral LD₅₀ (mg kg⁻¹)

L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source

Mammals - Dermal LD₅₀ (mg kg⁻¹ body weight)

L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source

Mammals - Inhalation LC₅₀ (mg l⁻¹)

L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source

Other Mammal toxicity endpoints

ADI - Acceptable Daily Intake (mg kg⁻¹ bw day⁻¹)

ARfD - Acute Reference Dose (mg kg⁻¹ bw day⁻¹)

AAOEL - Acute Acceptable Operator Exposure Level (mg kg⁻¹ bw day⁻¹)

AOEL - Acceptable Operator Exposure Level - Systemic (mg kg⁻¹ bw day⁻¹)

Dermal penetration studies (%)

Dangerous Substances Directive 76/464

Exposure Routes

EU MRL pesticide database

GB MRL Register

Drinking Water Standards

Drinking Water MAC (μg l⁻¹)

Mammalian dose elimination route and rate

Specific human health issues

Endocrine disruptor

A0 A = Chromosome aberration (EFSA database)
0 = No data

B0 B = DNA damage/repair (EFSA database)
0 = No data

C0 C = Gene mutation (EFSA database)
0 = No data

D0 D = Genome mutation (EFSA database)
0 = No data

E0 E = Unspecified genotoxicity type (miscellaneous data source)
0 = No data

Reproduction / development effects

Acetyl cholinesterase inhibitor

XNo, known not to cause a problem

Respiratory tract irritant

Skin sensitiser

General human health issues

No further information available

Handling issues

Value and interpretation

No information available

CLP classification 2013

WHO Classification

III (Slightly hazardous)

Waste disposal & packaging

Shelf-life, storage, stability and reactivity

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