Fluquinconazole (Ref: AE C597265)

Fluquinconazole (Ref: AE C597265)	Last updated: 19/12/2024
(Also known as: SN 597265)

SUMMARY

Fluquinconazole is a selective protectant and curative fungicide used to control various endophytic diseases mainly on cereals. It has a low aqueous solubility and a low volatility. It can be persistent in both soil and water systems depending on local conditions. Oral toxicity to mammals is classified as moderate but data for chronic health is missing. Toxicity to birds is high and tends to be moderate to most otherr species but slightly less so to bees.

Data alerts

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: Persistent	Ecotoxicity High alert: Birds chronic ecotoxicity: High	Human health High alert: Mammals chronic toxicity: High

GENERAL INFORMATION

Description

A selective protectant and curative fungicide used to control various endophytic diseases mainly on cereals

Example pests controlled

Septoria leaf spot, Septoria glume blotch, Yellow rust, Prown rust, Powdery mildew

Example applications

Cereals including wheat

Efficacy & activity

Wheat/Mildew=Low; Wheat/Septoria=Low; Wheat/Rust=Moderate

Availability status

Current

Introduction & key dates

circa 1995, introduced

GB regulatory status

GB COPR regulatory status

Approved

Date COPR inclusion expires

31/12/2024

GB LERAP status

No data

EC Regulation 1107/2009 (repealing 91/414)

EC Regulation 1107/2009 status

Not approved

Dossier rapporteur/co-rapporteur

Czech Republic/Slovakia

Date EC 1107/2009 inclusion expires

Expired

EU Candidate for substitution (CfS)

Not applicable

Listed in EU database

Yes

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

Also used in

Australia

Chemical structure

Isomerism

None

Chemical formula

C₁₆H₈Cl₂FN₅O

Canonical SMILES

C1=CC2=C(C=C1F)C(=O)N(C(=N2)N3C=NC=N3)C4=C(C=C(C=C4)Cl)Cl

Isomeric SMILES

No data

International Chemical Identifier key (InChIKey)

IJJVMEJXYNJXOJ-UHFFFAOYSA-N

International Chemical Identifier (InChI)

InChI=1S/C16H8Cl2FN5O/c17-9-1-4-14(12(18)5-9)24-15(25)11-6-10(19)2-3-13(11)22-16(24)23-8-20-7-21-23/h1-8H

2D structure diagram/image available?

Yes

General status

Pesticide type

Fungicide

Substance groups

Triazole fungicide; Conazole fungicide

Minimum active substance purity

955 g kg⁻¹

Known relevant impurities

EU dossier - None declared

Substance origin

Synthetic

Mode of action

Absorbed through foliage. Systemic with protectant and eradicant activity. Disrupts membrane function. Sterol biosynthesis inhibitor.

CAS RN

136426-54-5

EC number

411-960-9

CIPAC number

474

US EPA chemical code

PubChem CID

86417

CLP index number

613-173-00-8

Molecular mass

376.17

PIN (Preferred Identification Name)

IUPAC name

3-(2,4-dichlorophenyl)-6-fluoro-2-(1H-1,2,4-triazol-1-yl)quinazolin-4(3H)-one

CAS name

3-(2,4-dichlorophenyl)-6-fluoro-2-(1H-1,2,4-triazol-1-yl)-4(3H)-quinazolinone

Other status information

Relevant Environmental Water Quality Standards

Herbicide Resistance Class (HRAC MoA class)

Not applicable

Herbicide Resistance Class (WSSA MoA class)

Not applicable

Insecticide Resistance Class (IRAC MoA class)

Not applicable

Fungicide Resistance Class (FRAC MOA class)

Examples of recorded resistance

Physical state

Cream to white crystalline solid depending upon purity

Formulations

Property

Value

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

BASF
Bayer CropScience
Aventis

Example products using this active

Jockey
Galmano
Sahara, Flamenco

Formulation and application details

Often supplied as a soluble concentrate which is mixed with water and applied as a spray. Other formulations include those specific for seed treatments.

ENVIRONMENTAL FATE

Property

Value

Source; quality score; and other information

Interpretation

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

1.15

Low

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

44000

Acetone

34000

Ethyl acetate

3480

Ethanol

114

Hexane

Melting point (°C)

191

Boiling point (°C)

Degradation point (°C)

320

Flashpoint (°C)

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

1.74 X 10⁰³

Calculated

Log P

3.24

High

Fat solubility of residues

Solubility

Soluble

Data type

Regulatory data - observed in metabolism and farm animal feeding studies

Density (g ml⁻¹)

1.58

Dissociation constant pKa) at 25 °C

0.9

Strong acid, pKa(2) -4.4, Very strong acid

Vapour pressure at 20 °C (mPa)

6.40 X 10^-06

Low volatility

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

2.90 X 10^-06

Non-volatile

Volatilisation as max % of applied dose lost

From plant surface

1.0

24 hr

Volatilisation is not considered critical for air pollution

From soil surface

Negligible

24 hr

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

Neutral solution: 307nm = 4928
Acidic solution: 307nm = 4894
Basic solution: 321nm = 3876

Surface tension (mN m⁻¹)

70.91

at 20°C

Degradation

Property

Value

Source; quality score; and other information

Interpretation

General biodegradability

Soil degradation (days) (aerobic)

DT₅₀ (typical)

350

Persistent

DT₅₀ (lab at 20 °C)

324.1

Persistent

DT₅₀ (field)

147.3

Persistent

DT₉₀ (lab at 20 °C)

1079.2

Very persistent

DT₉₀ (field)

489.4

DT₅₀ modelling endpoint

Note

EU dossier lab studies DT₅₀ range 186-441 days (normalised), DT₉₀ range 620-1466 days, field studies DT₅₀ range 64-344 days (normalised), DT₉₀ range 212-1151 days; Other studies: lab DT₅₀ range 211-562 days, field range 300-400 days (B5)

Dissipation rate RL₅₀ (days) on plant matrix

Value

Note

Dissipation rate RL₅₀ (days) on and in plant matrix

Value

22.2

Note

Published literature RL₅₀ range 16.0-32.0 days, apple fruit, n=3

Aqueous photolysis DT₅₀ (days) at pH 7

Value

Stable

Note

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

Value

21.9

Non-persistent

Note

pH sensitive: DT₅₀ 194 days at pH 4, 2024 days at pH 5, 0.4 days at pH 9, all at 25 °C

Water-sediment DT₅₀ (days)

13.7

Fast

Water phase only DT₅₀ (days)

3.5

Moderately fast

Sediment phase only DT₅₀ (days)

Air degradation

As this parameter is not normally measured directly, a surrogate measure is used: ‘Photochemical oxidative DT₅₀’. Where data is available, this can be found in the Fate Indices section below.

Decay in stored produce DT₅₀

Soil adsorption and mobility

Property

Value

Source; quality score; and other information

Interpretation

Linear

K_d (mL g⁻¹)

K_oc (mL g⁻¹)

Notes and range

Freundlich

K_f (mL g⁻¹)

14.8

Slightly mobile

K_foc (mL g⁻¹)

870

¹/_n

0.891

Notes and range

EU dossier K_f range 5.3-25.9, K_foc range 750-1153 mL g⁻¹, ¹/_n range 0.836-0.921, Soils=4

pH sensitivity

Fate indices

Property

Value

Source; quality score; and other information

Interpretation

GUS leaching potential index

2.30

Calculated

Transition state

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

Value

1.26 X 10^-01

Calculated

Note

Potential for particle bound transport index

Medium

Calculated

Potential for loss via drain flow

Slightly mobile

Calculated

Photochemical oxidative DT₅₀ (hrs) as indicator of long-range air transport risk

56.1

Calculated using the Atkinson method. Assumed 1.5E+06 OH/cm³, 12 hr

Substance of concern for long-range air transport

Bio-concentration factor

BCF (l kg⁻¹)

Low potential

CT₅₀ (days)

0.25

Known soil metabolites

Metabolite

Major/Minor fraction

$Click here for further information on Major/Minor fraction$

Estimated maximum occurrence fraction

Notes

3-(2,4-dichlorophenyl)-6-fluoro-quinazolin-2,4(3H)-dione (Ref: AE C596912)

Major fraction

0.738

1,2,4-triazole (Ref: CGA 71019)

Major fraction

0.681

Known groundwater metabolites

Metabolite

EC SANCO/221/2000 relevancy

ADI (mg kg⁻¹ bodyweight day⁻¹)

WHO drinking water guidance value (μg L⁻¹ day⁻¹)

3-(2,4-dichlorophenyl)-6-fluoro-quinazolin-2,4(3H)-dione (Ref: AE C596912)

Relevant

Other known metabolites

Metabolite name and reference

Aliases

Formation medium / Rate

Estimated maximum occurrence fraction

2-{[(2,4-dichlorophenyl)carbamoyl]amino}-5-fluorobenzoic acid

SN 616368

3-(1H-1,2,4-triazol-1-yl)-DL-alanine

triazolyl alanine

Plant

1H-1,2,4-triazol-1-ylacetic acid

triazolyl acetic acid

Plant

ECOTOXICOLOGY

Terrestrial ecotoxicology

Property

Value

Source; quality score; and other information

Interpretation

Mammals - Acute oral LD₅₀ (mg kg⁻¹)

112

Rat

Moderate

Mammals - Short term dietary NOEL

(mg kg⁻¹)

0.36

Rat

High

(ppm diet)

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

6.8

Unknown species Reproductive NOAEL

High

Birds - Acute LD₅₀ (mg kg⁻¹)

> 2000

Anas platyrhynchos

Low

Birds - Short term dietary (LC₅₀/LD₅₀)

> 5200 mg kg feed⁻¹

Anas platyrhynchos

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

1.9

Colinus virginianus

High

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

> 500

Eisenia foetida corr

Moderate

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

0.25

Eisenia foetida corr

Moderate

Soil micro-organisms

Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect

Dose: 2.5 kg ha⁻¹

Collembola

Acute LC₅₀ (mg kg⁻¹)

Chronic NOEC (mg kg⁻¹)

Folsomia candida

Non-target plants

Honeybees (Apis spp.)

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

> 100

Apis mellifera

Low

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

> 100

Apis mellifera

Low

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

Chronic

Notes

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) as Mortality LR₅₀ g ha⁻¹

< 149.4

Aphidius rhopalosiphi

Beneficial insects (Predatory mites) as Mortality LR₅₀ g ha⁻¹

< 149.4

Typhlodromus pyri

Beneficial insects (Ground beetles)

Aquatic ecotoxicology

Property

Value

Source; quality score; and other information

Interpretation

Temperate Freshwater Fish - Acute 96 hour LC₅₀ (mg l⁻¹)

1.9

Oncorhynchus mykiss

Moderate

Temperate Freshwater Fish - Chronic 21 day NOEC (mg l⁻¹)

0.3

Oncorhynchus mykiss

Moderate

Tropical Freshwater Fish - Acute 96 hour LC₅₀ (mg l⁻¹)

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

> 5.0

Daphnia magna

Moderate

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

0.648

Daphnia magna

Moderate

Tropical Freshwater Aquatic invertebrates - Acute 48 hour EC₅₀ (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)

1.4

Lemna minor

Moderate

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

0.046

Pseudokirchneriella subcapitata

Moderate

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

Mesocosm study data

NOEAEC mg l⁻¹

Marine bivalves

HUMAN HEALTH AND PROTECTION

General

Property

Value

Source; quality score; and other information

Interpretation

Threshold of Toxicological Concern (Cramer Class)

High (class III)

Mammals - Acute oral LD₅₀ (mg kg⁻¹)

112

Rat

Moderate

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

625

Rat

Mammals - Inhalation LC₅₀ (mg l⁻¹)

0.514

Rat 4 hr (head only)

Other Mammal toxicity endpoints

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

0.002

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

0.02

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

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

0.001

Dermal penetration studies (%)

1-4

concentration dependent

Dangerous Substances Directive 76/464

List II

Exposure Routes

Public

Risk to bystanders acceptable for proposed uses

Occupational

Possible risk to operators and other farm workers - PPE/PPC advised

MRLs

European

EU MRL pesticide database

Great Britain

GB MRL Register

Notes

Drinking Water Standards

Drinking Water MAC (μg l⁻¹)

0.1

EU Dir 89/778/EC limit; Calc MAC=0.9 µg l⁻¹

Mammalian dose elimination route and rate

Slowly excreted mainly via faeces

Health issues

Specific human health issues

Carcinogen

Genotoxic

Endocrine disruptor

No data found

; ; ; ;

Reproduction / development effects

Acetyl cholinesterase inhibitor

Neurotoxicant

Respiratory tract irritant

Skin irritant

Skin sensitiser

No data found

Eye irritant

Phototoxicant

No data found

General human health issues

Possible kidney & liver toxicant

Handling issues

Property

Value and interpretation

General

Prevent generation of mists
Not explosive or oxidising
IMDG Transport Hazard Class 6.1
Not expected to auto-ignite; Not highly flammable

CLP classification 2013

Health: H301, H312, H315, H331, H372
Environment: H400, H410

WHO Classification

Not listed (Not listed)

UN Number

UN2811

Waste disposal & packaging

Packaging Group III (minor danger)

Shelf-life, storage, stability and reactivity

Chemically stable under standard ambient conditions

TRANSLATIONS

Language

Name

English

fluquinconazole

French

fluquinconazole

German

Fluquinconazol

Danish

fluquinconazol

Italian

fluquinconazolo

Spanish

fluquinconazol

Greek

Polish

fluchinkonazol

Swedish

Hungarian

fluquinkonazol

Dutch

Norwegian

Record last updated:	19/12/2024
Contact:	aeru@herts.ac.uk
Please cite as:	Lewis, K.A., Tzilivakis, J., Warner, D. and Green, A. (2016) An international database for pesticide risk assessments and management. Human and Ecological Risk Assessment: An International Journal, 22(4), 1050-1064. DOI: 10.1080/10807039.2015.1133242