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fenbuconazole (Ref: RH 7592)
** fenethanil ** RH 57592 ** Translations

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

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

Description: A fungicide used to control a range of diseases including powdery mildew, black rot and scab

Example pests controlled: Powdery mildew, Black rot, Scab, Rusts, Smuts, Leaf spots

Example applications: Cereals; Vines; Top fruit; Stone fruit; Bananas; Pecans; Rice

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1992, Europe

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Sovenia/UK
Date inclusion expires 30/04/2021
EU Candidate for substitution (CfS) No
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, Latin America, Asia, Africa

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism A chiral molecule, fenbuconazole is a racemate of the R- and S-forms
Chemical formula C19H17ClN4
Canonical SMILES C1=CC=C(C=C1)C(CCC2=CC=C(C=C2)Cl)(CN3C=NC=N3)C#N
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) RQDJADAKIFFEKQ-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C19H17ClN4/c20-18-8-6-16(7-9-18)10-11-19(12-21,13-24-15-22-14-23-24)17-4-2-1-3-5-17/h1-9,14-15H,10-11,13H2
2D structure diagram/image available? Yes

Click to access the Cambridge Crystallographic Data Centre (CCDC) website
Cambridge Crystallographic Data Centre diagrams:
Common Name Relationship Link
Fenbuconazole Unstated isomer Click here for the CCDC structure diagram

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 965 g/kg (50:50 racemic mixture)
Known relevant impurities EU dossier: none declared
Substance origin Synthetic
Mode of action Systemic protectant and curative, acts by inhibiting sterol biosynthesis in fungi.
CAS RN 114369-43-6
EC number 406-140-2
CIPAC number 694
US EPA chemical code 129011
PubChem CID 86138
Molecular mass (g mol-1) 336.82
PIN (Preferred Identification Name) rac-(2R)-4-(4-chlorophenyl)-2-phenyl-2-(1H-1,2,4-triazol-1-ylmethyl)butanenitrile
IUPAC name 4-(4-chlorophenyl)-2-phenyl-2-(1H-1,2,4-triazol-1-ylmethyl)butyronitrile
CAS name α-(2-(4-chlorophenyl)ethyl)-a-phenyl-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 Colourless to off-white crystalline powder
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
  • Dow AgroSciences
  • Landseer
  • Agrovista
Example products using this active
  • Indar 5EW
  • Enable
  • Impala
  • Agrovista Radni
UK LERAP status None
Formulation and application details Often supplied as a oil emulsion which is mixed with water and applied as a spray.


ENVIRONMENTAL FATE

for fenbuconazole

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) 2.47 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 132000 A5 - Ethyl acetate -
250000 A5 - Acetone -
680 A5 - n-Heptane -
26000 A5 - Xylene -
Melting point (oC) 126.5 A5 -
Boiling point (oC) - - -
Degradation point (oC) 360 A3 - exothermic decomposition above this temperature -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 6.17 X 1003 Calculated -
Log P 3.79 A5 High
Bulk density (g ml-1)/Specific gravity 1.28 A5 -
Dissociation constant (pKa) at 25oC Not applicable A5 -
Note: No dissociation
Vapour pressure at 20oC (mPa) 3.4 X 10-04 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 3.01 X 10-05 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 0.77 Calculated Low 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 1.50 X 10-02 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 High
Maximum UV-vis absorption L mol-1 cm-1 Neutral solution 195nm = 35600; [Acidic solution 200nm = 20600; [Basic solution 217nm = 12100 A5 -
Surface tension (mN m-1) 69.5 A5 at 22oC -

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) 60 B4 Moderately persistent
DT50 (lab at 20oC) 152 A5 Persistent
DT50 (field) 61 A5 Moderately persistent
DT90 (lab at 20oC) 659 A5 -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 33-590 days, DT90 range 109-1219 days, field studies DT50 range 6-98 days ; Other studies DT50 (1) lab data - no degradation after 363 days, field study range 28-84 days (B3), (2) 247 days (DW4)
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value 10.2 R4 -
Note Published literature RL50 range 5.7-14.7 days, 2 field & undercover grown fruit, n=2
Aqueous photolysis DT50 (days) at pH 7 Value Stable A5 -
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note Stable pH 5 to pH 9
Water-sediment DT50 (days) 3.4 B2 Fast
Water phase only DT50 (days) - - -

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 45 A5 Non-mobile
Kfoc 4425
1/n 1.00
Notes and range EU dossier: Kf range 5.1-115.4 mL/g, Kfoc range 2185-9043 mL/g, 1/n range 0.845-1.222, 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) This metabolite may cause environmental pollution, click here for further information Soil   0.124   Major fraction, Relevant
cis-5-(4-chlorophenyl)-dihydro-3-phenyl-3-(1H-1,2,4-triazole-1-ylmethyl)-2-3H-furanone (Ref: RH-9129) Soil   0.097   Minor fraction, Relevant
4-(4-chlorophenyl)-2-(methyl-1H-1,2,4-triazole)-4-oxo-2-phenylbutanenitrile (Ref: RH-6467) Soil   0.056   Minor fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
(2RS)-4-(4-chlorophenyl)-2-(4-hydroxyphenyl)-2-(1H-1,2,4-triazol-1-hydroxyphenyl)-2-(1H-1,2,4-triazol-1-
(Ref: RH 1311)
4-phenol fenbuconazole Animal - -
3-(1H-1,2,4-triazol-1-yl)-DL-alanine
(Ref: RH 3968)
Note: Toxicologically relevant
triazole alanine Plant - -
1H-1,2,4-triazol-1-ylacetic acid
(Ref: RH 4098)
Note: Toxicologically relevant
TAA; Triazole acetic acid Rat - -
(2RS)-4-(4-chloro-3-hydroxyphenyl)-2-phenyl-2-(1H-1,2,4-triazol-1-ylmethyl)butanenitrile
(Ref: RH 4911)
Note: Toxicologically relevant
hydroxy phenol fenbuconazole Plant - -
(2RS)-4-(4-chlorophenyl)-2-(hydroxymethyl)-2-phenylbutanenitrile
(Ref: RH 7968)
- Animal - -


ECOTOXICOLOGY

for fenbuconazole

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) 160 A5 Whole fish Threshold for concern
CT50 (days) 1.4 -
Mammals - Acute oral LD50 (mg kg-1) > 2000 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) > 1.4 B5 Rat High
(ppm diet) > 20 -
Birds - Acute LD50 (mg kg-1) > 2150 A5 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) - - -
Fish - Acute 96 hour LC50 (mg l-1) 1.5 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.32 A5 Oncorhynchus mykiss Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 2.3 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.078 A5 Daphnia magna Moderate
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 0.75 A5 Americamysis bahia Moderate
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) - - -
Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l-1) 1.73 A5 Chironomus riparius Moderate
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) 8.0 A5 Chironomus riparius Moderate
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) - - -
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 0.33 A5 Pseudokirchneriella subcapitata Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) 0.18 Q2 Unknown species Moderate
Honeybees (Apis spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) > 5.5 A5 Moderate
Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) > 5.2 A5 Moderate
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 pollinators (1) Acute LD50 (worst case from 24 , 48 and 72 hour values - μg insect-1) - - -
Mode of exposure -
Other pollinators (2) Acute LD50 (worst case from 24 , 48 and 72 hour values - μg insect-1) - - -
Mode of exposure -
Earthworms - Acute 14 day LC50 (mg kg-1) > 100 A5 Eisenia foetida, corr Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) 39 A4 Eisenia foetida, corr Moderate
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 - - -
% Effect 0.0 Mortality
Dose: 0.136 kg ha-1
A5 Aphidius rhopalosiphi
-
Other arthropod (2) LR50 g ha-1 - - -
% Effect 0.0 Mortality
Dose: 0.063 kg ha-1
A5 Typhlodromus pyri
-
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 1.49 mg kg-1, 28days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for fenbuconazole

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) > 2000 A5 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 5000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 2.1 A5 Rat, 4 hr (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.006 A4 Dog, SF=100, Proposed -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.3 A2 Rat, SF=100, Proposed -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.02 A5 Rat, SF=300, Proposed -
Dermal penetration studies (%) 4-30 A5 concentration dependent -
Dangerous Substances Directive 76/464 - - -
Exposure Routes Public Vapour drift unlikley to be a concern to bystanders
Occupational Acceptable risk for registered applications - PPE/PPC advised
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; Calc MAC=18.0 μg l-1; A5 -

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

A3; B3; C3; D0; E0

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

-

General human health issues Possible liver & kidney toxicant
USEPA - possible human carcinogen
Endocrine issues - Inhibition of thyroid hormones production
Key: Genotoxicity
A: Chromosome aberration (EFSA database)
B: DNA damage/repair (EFSA database)
C: Gene mutation (EFSA database)
D: Genome mutation (EFSA database)
E: Unspecified genotoxicity type (miscellaneous data source)
0: No data
1: Positive
2: Mixed/ambiguous results
3: Negative
Key: Other
: 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 Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases Xn - Harmful: R63
N - Dangerous for the environment: R50, R53
EC Safety Classification Click here to view information omn the EU safety phrases S60, S61
WHO Classification III - Slightly hazardous
UN Number Usually 1993 or 3077
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for fenbuconazole

Language Name
English fenbuconazole
French fenbuconazole
German Fenbuconazol
Danish fenbuconazol
Italian fenbuconazolo
Spanish fenbuconazol
Greek -
Slovenian fenbukonazol
Polish fenbukonazol
Swedish -
Hungarian -
Dutch -

Record last updated: Tuesday 25 June 2019
Contact: aeru@herts.ac.uk