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myclobutanil (Ref: RH 3866)
** Translations

Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home

SUMMARY

Myclobutanil is a widely used fungicide approved for use in the EU and many other countries. It is moderately toxic if ingested. It is moderately soluble in water and organic solvents and is volatile. Studies seem to show that Myclobutanil has a high potential for leaching and is moderately persistent in soil systems. Under certain conditions it may also be persistent in aquatic systems. It is moderately toxic to birds, fish, aquatic invertebrates, algae, honeybees and earthworms.

GENERAL INFORMATION Click here for an explantaion of the general chemical status information
for myclobutanil

Description: 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: Current

Introduction & key dates: 1986, first reported; 1989, first marketed

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur UK/Spain
Date inclusion expires 31/05/2021
EU Candidate for substitution (CfS) Yes - two 'Persistent-Bioaccumulative-Toxic' criteria
Listed in EU database Yes

Approved for use () or known to be used () in the following European countries: Click to access a note on the approvals information on this site

AT

BE

BG

CY

CZ

DE

DK

EE

EL

ES

FI

FR

HR

HU

IE

IT

LT

LU

LV

MT

NL

PL

PT

RO

SE

SI

SK

UK

Also used in: Australia, USA, Asia, Africa

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism A chiral molecule. The technical material is an isomeric equimolar mixture of the R- and S-forms.
Chemical formula C15H17ClN4
Canonical SMILES CCCCC(CN1C=NC=N1)(C#N)C2=CC=C(C=C2)Cl
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) HZJKXKUJVSEEFU-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C15H17ClN4/c1-2-3-8-15(9-17,10-20-12-18-11-19-20)13-4-6-14(16)7-5-13/h4-7,11-12H,2-3,8,10H2,1H3
Structure diagram/image available? Yes

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Fungicide
Substance group Triazole
Minimum active substance purity 925 g/kg 1:1 racemic mixture
Known relevant impurities EU dossier - 1-methyl-2-pyrrolidinone <1g/kg
Substance origin Synthetic
Mode of action Broad spectrum, systemic with protective, eradicative and curative action. Disrupts membrane function by inhibiting sterol biosynthesis.
CAS RN 88671-89-0
EC number 410-400-0
CIPAC number 442
US EPA chemical code 128857
PubChem CID 6336
Molecular mass (g mol-1) 288.78
PIN (Preferred Identification Name) -
IUPAC name (RS)-2-(4-chlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)hexanenitrile
CAS name α-butyl-α-(4-chlorophenyl)-1H-1,2,4-triazole-1-propanenitrile
Other status information -
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) Not applicable
Herbicide Resistance Classification (WSSA) Not applicable
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) 3
Examples of recorded resistance -
Physical state White crystalline solid
Related substances & organisms

Formulations:
Property Click here for information on the general product and branding information used on this site Value
Example manufacturers & suppliers of products using this active now or historically
  • AgriGuard
  • Dow AgroSciences
  • Landseer
Example products using this active
  • Eagle
  • Nova
  • Rally
  • Systhane 20 EW
  • Masalon
UK LERAP status Buffer probably required in UK - see product label
Formulation and application details Often supplied as an oil suspension in water that is mixed with water and used as a spray.


ENVIRONMENTAL FATE

for myclobutanil

Property Click here for information on the parameters used to describe environmental fate on this site Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with fate data Interpretation Click here for information on the way in which we interpret environmental fate data
Solubility - In water at 20oC (mg l-1) 132 A5 Moderate
Solubility - In organic solvents at 20oC (mg l-1) 1020 A5 - n-Heptane -
270000 A5 - Xylene -
250000 A5 - Methanol -
250000 A5 - Acetone -
Melting point (oC) 70.9 A5 -
Boiling point (oC) 390.8 A5 -
Degradation point (oC) - - -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 7.76 X 1002 Calculated -
Log P 2.89 A5 Moderate
Bulk density (g ml-1)/Specific gravity 1.24 A5 -
Dissociation constant (pKa) at 25oC 2.3 A5 -
Note: Strong acid
Vapour pressure at 20oC (mPa) 0.198 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 4.33 X 10-04 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 3.30 Calculated High leachability
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate Click here for a note on the limitations of the SCI-GROW index Value 5.12 X 10-01 Calculated -
Note -
Potential for particle bound transport index Click here for a note on the limitations of the potential for particle bound transport index - Calculated Medium
Maximum UV-vis absorption L mol-1 cm-1 203nm = 16400, 219nm = 17900, 267nm = 500, 273nm = 500, 290nm = 0 A5 -
Surface tension (mN m-1) 46.8 A5 at 24oC -

Degradation:
Property Click here for information on the parameters used to describe substance degradation Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with degradation data Interpretation Click here for information on the way in which we interpret substance degradation data
General biodegradability -
Soil degradation (days) (aerobic) DT50 (typical) 560 A5 Very persistent
DT50 (lab at 20oC) 365 A5 Very persistent
DT50 (field) 35 A5 Moderately persistent
DT90 (lab at 20oC) 1175 A5 -
DT90 (field) 365 A4 -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 191-1216 days, DT90 range 637-1906 days, field studies DT50 range 9-58 days Germany, DT90 >1 year; Other sources: DT50 66 days (DW4)
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value 4.1 R4 -
Note Published literature RL50 range 2.3-10.5 days, 11 field & undercover grown crops, various matrices, n=15; Grapes in cold storage RL50=92 days.
Aqueous photolysis DT50 (days) at pH 7 Value 15 A5 Slow
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note Stable pH 4 to pH 9 at 50 degC, 5 days
Water-sediment DT50 (days) 626 A5 Stable
Water phase only DT50 (days) 12 A5 Moderately fast

Soil adsorption and mobility:
Property Click here for information on the parameters used to describe substance adsorption and mobility Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with adsorption and mobility data Interpretation Click here for information on the way in which we interpret substance adsorption and mobility
Linear Kd - - -
Koc -
Notes and range -
Freundlich Kf 5.03 A5 Slightly mobile
Kfoc 517
1/n 0.88
Notes and range Kf range 1.464-9.771, Kfoc range 225.7-920 mL/g, 1/n range 0.851-0.912, Soils=5
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
1,2,4-triazole (Ref: CGA 71019) Soil   -   Minor fraction
1H-1,2,4-triazol-1-ylacetic acid (Ref: CGA 142856) Soil   -   Minor fraction

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
(3RS) 3-(4-chlorophenyl)-3-cyano-4-(1H-1,2,4-triazol-1-yl)butanoic acid
Note: DT50 soil = 19 days
myclobutanil butyric acid Groundwater; Soil 0.06 -
(2RS) 2-(4-chlorophenyl)-5-oxo-2-(1H-1,2,4-triazol-1-ylmethyl)hexanenitrile
(Ref: RH-9089)
- Animal; Plant; Soil - -
(2RS,5RS) 2-(4-chlorophenyl)-5-hydroxy-2-(1H-1,2,4-triazol-1-ylmethyl)hexanenitrile
(Ref: RH-9090)
- Animal; Plant - -


ECOTOXICOLOGY

for myclobutanil

Property Click here for information on the parameters used to describe substance ecotoxicology Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with ecotoxicology data Interpretation Click here for information on the way in which we interpret substance ecotoxicology
Bio-concentration factor BCF (l kg-1) Low risk A5 Based on LogP < 3 Low potential
CT50 (days) - -
Mammals - Acute oral LD50 (mg kg-1) 1600 A5 Rat Moderate
Mammals - Short term dietary NOEL (mg kg-1) - L3 Rat -
(ppm diet) > 100 -
Birds - Acute LD50 (mg kg-1) 510 A5 Colinus virginianus Moderate
Birds - Short term dietary (LC50/LD50) > 567 mg kg-1 bw/Day A5 Anas platyrhynchos -
Fish - Acute 96 hour LC50 (mg l-1) 2.0 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.2 A5 Oncorhynchus mykiss Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 17 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 1.0 A5 Daphnia magna Moderate
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 0.24 A4 Americamysis bahia, EC50 Moderate
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1) 4.98 A5 Chironomus riparius 30 day Moderate
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) > 105 A5 Lemna gibba Low
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 2.66 A5 Scenedemus subspicatus Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) 33.9 E3 Apis mellifera Moderate
Oral acute 48 hour LD50 (μg bee-1) > 33.9 A5 Moderate
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) 125 A5 Lumbricis terrestris, corr Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) 10.3 A5 Eisenia foetida Moderate
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 - - -
% Effect -43 Reproductiony
Dose: 0.036 kg ha-1
A5 Aphidius rhopalosiphi, adult
-
Other arthropod (2) LR50 g ha-1 - - -
% Effect 67.3 Mortality
Dose: 0.036 kg ha-1
A5 Typhlodromus pyri, protonymph
-
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 0.73 mg kg-1 soil, 28 days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for myclobutanil

General:
Property Click here for information on the parameters used to describe human health and protection issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with human health and protection data Interpretation Click here for information on the way in which we interpret human health and protection data
Threshold of Toxicological Concern (Cramer Class) Click here for a note on the limitations of the Cramer class High (class III) - -
Mammals - Acute oral LD50 (mg kg-1) 1600 A5 Rat Moderate
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 5.1 A5 Rat, 4 hr (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.025 A5 Rat, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.31 A5 Rat, SF=100 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.03 A5 -
Dermal penetration studies (%) - - -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public No unacceptable risks to bystanders identified
Occupational No unacceptable risks to operators or other workers identified
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) 0.1 EU Dir 89/778/EC limit; A5 -

Health issues:
Carcinogen Mutagen Endocrine disrupter Reproduction / development effects Cholinesterase inhibitor Neurotoxicant

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

-

General human health issues Liver toxicant
Endocrine issues - Weak estrogen and androgen inhibition

: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data found

Handling issues:
Property Click here for information on the parameters used to describe substance handling issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with data on handling issues Interpretation Click here for information on the way in which we interpret data on handling issues
General Click here for a description of the International Maritime Dangerous Goods (IMDG) codes Not explosive or oxidising
IMDG Transport Code is usually 9
CLP classification 2013 Health: H302, H319, H361d
Environment: H411
EC Risk Classification Click here to view information omn the EU risk phrases Reproduction risk category 3: R63
Xn - Harmful: R22
Xi - Irritant: R36
N - Dangerous for the environment: R50, R53
EC Safety Classification Click here to view information omn the EU safety phrases S2, S26, S36/37, S46, S60, S61
WHO Classification II - Moderately hazardous
US EPA Classification (formulation) No consensus across products or no products available - -
UN Number Usually 3082
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for myclobutanil

Language Name
English myclobutanil
French myclobutanil
German Myclobutanil
Danish myclobutanil
Italian miclobutanil
Spanish miclobutanilo
Greek -
Slovenian miklobutanil
Polish mychlobutanil
Swedish -
Hungarian miklobutanil
Dutch -

Record last updated: Thursday 23 August 2018
Contact: aeru@herts.ac.uk