Myclobutanil hydrochloride-Pesticide database

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Myclobutanil hydrochloride

(Not known by any other names)

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
		Human health High alert: Endocrine distrupter

GENERAL INFORMATION

A fungicide used to control Ascomycetes, Fungi Imperfecti and Basidiomycetes in a wide range of crops including table grapes

Example pests controlled

Powdery mildew; Dollar spot; Summer patch; Brown patch; Rusts; scab

Example applications

Perennial and annual crops; Turf; Landscape ornamentals; Fruit trees; Vines

Efficacy & activity

Availability status

Introduction & key dates

1986, first reported; 1989, first marketed

UK regulatory status

UK COPR regulatory status

Date COPR inclusion expires

UK LERAP status

Check label - may vary with formulation

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

Australia, USA, Asia, Africa

Chemical structure

A chiral molecule. The technical material is an isomeric equimolar mixture of the R- and S-forms.

Chemical formula

C₁₅H₁₇ClN₄O

Canonical SMILES

CC(CCC(CN1C=NC=N1)(C#N)C2=CC=C(C=C2)Cl)O

Isomeric SMILES

International Chemical Identifier key (InChIKey)

HIUOATAFAFIXAL-UHFFFAOYSA-N

International Chemical Identifier (InChI)

InChI=1S/C15H17ClN4O/c1-12(21)6-7-15(8-17,9-20-11-18-10-19-20)13-2-4-14(16)5-3-13/h2-5,10-12,21H,6-7,9H2,1H3

2D structure diagram/image available?

Substance groups

Triazole fungicide; Conazole fungicide

Minimum active substance purity

Known relevant impurities

Substance origin

Broad spectrum, systemic with protective, eradicative and curative action. Disrupts membrane function by inhibiting sterol biosynthesis.

US EPA chemical code

CLP index number

PIN (Preferred Identification Name)

(RS)-2-(4-chlorophenyl)-5-hydroxy-2-(1,2,4-triazol-1-ylmethyl)hexanenitrile

(RS)-2-(4-chlorophenyl)-5-hydroxy-2-(1,2,4-triazol-1-ylmethyl)hexanenitrile

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

myclobutanil

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

AgriGuard
Dow AgroSciences
Landseer

Example products using this active

Formulation and application details

Often supplied as an oil suspension in water that is mixed with water and used as a spray

ENVIRONMENTAL FATE

Source; quality score; and other information

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

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

Melting point (°C)

Boiling point (°C)

Degradation point (°C)

Flashpoint (°C)

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

Fat solubility of residues

Density (g ml⁻¹)

Dissociation constant pKa) at 25 °C

Vapour pressure at 20 °C (mPa)

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)

DT₅₀ (lab at 20 °C)

DT₅₀ (field)

DT₉₀ (lab at 20 °C)

DT₉₀ (field)

DT₅₀ modelling endpoint

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

Notes and range

Notes and range

Source; quality score; and other information

GUS leaching potential index

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

Cannot be calculated

Potential for particle bound transport index

Potential for loss via drain flow

Bio-concentration factor

BCF (l kg⁻¹)

CT₅₀ (days)

Known soil metabolites

Major/Minor fraction

Estimated maximum occurrence fraction

myclobutanil (Ref: RH 3866)

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

1H-1,2,4-triazol-1-ylacetic acid (Ref: CGA 142856)

(3RS) 3-(4-chlorophenyl)-3-cyano-4-(1H-1,2,4-triazol-1-yl)butanoic acid

(2RS) 2-(4-chlorophenyl)-5-oxo-2-(1H-1,2,4-triazol-1-ylmethyl)hexanenitrile

Known groundwater metabolites

EC SANCO/221/2000 relevancy

ADI (mg kg⁻¹ bodyweight day⁻¹)

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

(3RS) 3-(4-chlorophenyl)-3-cyano-4-(1H-1,2,4-triazol-1-yl)butanoic acid

Other known metabolites

Metabolite name and reference

Formation medium / Rate

Estimated maximum occurrence fraction

Metabolising enzymes

(2RS,5RS) 2-(4-chlorophenyl)-5-hydroxy-2-(1H-1,2,4-triazol-1-ylmethyl)hexanenitrile (Ref: RH-9090)

(2RS) 2-(4-chlorophenyl)-5-oxo-2-(1H-1,2,4-triazol-1-ylmethyl)hexanenitrile (Ref: RH-9089)

(3RS) 3-(4-chlorophenyl)-3-cyano-4-(1H-1,2,4-triazol-1-yl)butanoic acid

Terrestrial ecotoxicology

Source; quality score; and other information

Mammals - Acute oral LD₅₀ (mg kg⁻¹)

Mammals - Short term dietary NOEL

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

Birds - Acute LD₅₀ (mg kg⁻¹)

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)

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)

Fish - Chronic 21 day NOEC (mg l⁻¹)

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

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)

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)

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

Mammals - Inhalation LC₅₀ (mg l⁻¹)

Other Mammal toxicity endpoints

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

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

Rat SF=100 as myclobutanil

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

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

Rat SF=100 as myclobutanil

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

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

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

as myclobutanil

Dermal penetration studies (%)

Dangerous Substances Directive 76/464

Exposure Routes

No unacceptable risks to bystanders identified

No unacceptable risks to operators or other workers identified

EU MRL pesticide database

GB MRL Register

Drinking Water Standards

Drinking Water MAC (μg l⁻¹)

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

EU Dir 89/778/EC limit

Mammalian dose elimination route and rate

Specific human health issues

Endocrine disruptor

XNo, known not to cause a problem

A3 A = Chromosome aberration (EFSA database)
3 = Negative

B3 B = DNA damage/repair (EFSA database)
3 = Negative

C3 C = Gene mutation (EFSA database)
3 = Negative

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

E3 E = Unspecified genotoxicity type (miscellaneous data source)
3 = Negative

✓Yes, known to cause a problem

Reproduction / development effects

Acetyl cholinesterase inhibitor

?Possibly, status not identified

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

XNo, known not to cause a problem

✓Yes, known to cause a problem

General human health issues

Liver toxicant
Endocrine issues - Weak estrogen and androgen inhibition

Handling issues

Value and interpretation

Not explosive or oxidising
IMDG Transport Hazard Class 9
Not expected to autoignite; Not highly flammable

CLP classification 2013

Health: H302, H319, H361d
Environment: H411

WHO Classification

II (Moderately hazardous)

Waste disposal & packaging

Packaging Group III (minor danger)

Shelf-life, storage, stability and reactivity

myclobutanil hydrochloride

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