Flamprop-M-isopropyl (Ref: WL 43425)-Pesticide database

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Flamprop-M-isopropyl (Ref: WL 43425)

(Also known as: flamprop-M; CL 901444; AC 901444; L-flamprop-isopropyl)

Flamprop-M-isopropyl is a discontinued herbicide. It has a low solubility in water, is volatile and there is some concern regarding risk of leaching to groundwater. It is moderately persistent in soils. Whilst it has a low mammalian toxicity there is some concern about bioaccumulation. No serious human heath risks have been identified. It is moderately toxic to birds, most aquatic organisms, honeybees and earthworms.

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 Moderate alert: GUS: Transition state; Drainflow: Slightly mobile; Potential for particle bound transport: Medium Warning: Significant data are missing	Ecotoxicity Moderate alert: Fish acute ecotoxicity: Moderate; Daphnia acute ecotoxicity: Moderate; Bees acute unknown ecotoxicity: Moderate; Earthworms acute ecotoxicity: Moderate	Human health Low alert

GENERAL INFORMATION

A translocated, post-emergence arylalanine herbicide used to control wild-oats

Example pests controlled

Example applications

Efficacy & activity

Availability status

Introduction & key dates

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

Flamprop-M-isopropyl is the stereospecific ester of the L-isomer of flamprop.

Chemical formula

C₁₉H₁₉ClFNO₃

Canonical SMILES

CC(C)OC(=O)C(C)N(C1=CC(=C(C=C1)F)Cl)C(=O)C2=CC=CC=C2

Isomeric SMILES

C[C@@H](C(=O)OC(C)C)N(C1=CC(=C(C=C1)F)Cl)C(=O)C2=CC=CC=C2

International Chemical Identifier key (InChIKey)

IKVXBIIHQGXQRQ-CYBMUJFWSA-N

International Chemical Identifier (InChI)

InChI=1S/C19H19ClFNO3/c1-12(2)25-19(24)13(3)22(15-9-10-17(21)16(20)11-15)18(23)14-7-5-4-6-8-14/h4-13H,1-3H3/t13-/m1/s1

2D structure diagram/image available?

Substance groups

Arylalanine herbicide

Minimum active substance purity

Known relevant impurities

Substance origin

Selective, systemic, absorbed by leaves

US EPA chemical code

CLP index number

PIN (Preferred Identification Name)

isopropyl N-benzoyl-N-(3-chloro-4-fluorophenyl)-D-alaninate

isopropyl N-benzoyl-N-(3-chloro-4-fluorophenyl)-D-alaninate

1-methylethyl N-benzoyl-N-(3-chloro-4-fluorophenyl)-D-alaninate

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

Related substances & organisms

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

Cyanamid

Example products using this active

Barnon

Formulation and application details

ENVIRONMENTAL FATE

Source; quality score; and other information

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

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

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

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

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

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

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

Melting point (°C)

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

Boiling point (°C)

Degradation point (°C)

Flashpoint (°C)

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

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

Fat solubility of residues

Density (g ml⁻¹)

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

Dissociation constant pKa) at 25 °C

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)

V3 V = ChemID Online Databases; Chemspider; PubChem. (ChemID )
3 = Unverified data of known source

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)

S1 S = Expert judgement
1 = Estimated data with little or no verification

Moderately persistent

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

Dissipation rate RL₅₀ on and in plant matrix

Aqueous photolysis DT₅₀ (days) at pH 7

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

Water-sediment DT₅₀ (days)

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

Slightly mobile

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

Slightly mobile

Bio-concentration factor

BCF (l kg⁻¹)

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

Threshold for concern

CT₅₀ (days)

Known soil metabolites

Major/Minor fraction

Estimated maximum occurrence fraction

Known groundwater metabolites

None

Other 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

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

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

Birds - Acute LD₅₀ (mg kg⁻¹)

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

Gallus domesticus

Birds - Short term dietary (LC₅₀/LD₅₀)

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

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

L1 L = Pesticide manuals and hard copy reference books / other sources
1 = Estimated data with little or no verification

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)

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)

L1 L = Pesticide manuals and hard copy reference books / other sources
1 = Estimated data with little or no verification

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

Oncorhynchus mykiss

Fish - Chronic 21 day NOEC (mg l⁻¹)

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

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

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

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

XNo, known not to cause a problem

Reproduction / development effects

Acetyl cholinesterase inhibitor

XNo, known not to cause a problem

XNo, known not to cause a problem

Respiratory tract irritant

Skin sensitiser

XNo, known not to cause a problem

General human health issues

May cause skin damage if contact occurs

Handling issues

Value and interpretation

Not expected to autoignite; Not highly flammable

CLP classification 2013

Health: H312
Environment: H400, H410

WHO Classification

III (Slightly hazardous)

Waste disposal & packaging

Shelf-life, storage, stability and reactivity

flamprop-M-isopropyl

flamprop isopropyl r-(-)-isomere

Flamprop-M-isopropyl

flamprop-M-isopropyl

flamprop-isopropile R

flamprop-M-isopropil

flamprop-M-izopropylu

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