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bitertanol (Ref: KWG 0599)
** biloxazol ** baycor ** Translations

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

SUMMARY

Bitertanol is a fungicide that is not approved for use in the EU. It has a low solubility, semi-volatile and has a low risk of leaching to groundwater based on its chemical properties. It is non-persistent in soil and slightly mobile but very persistent in water. There is a moderate risk of bioaccumulation. It is non-toxic to humans but may cause adverse reproduction or developmental effects. It is moderately toxic to most animal and insects but is non-toxic to honeybees.

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

Description: A conazole fungicide used to control a range of diseases including scab, powder mildew, rusts and blackspot

Example pests controlled: Scab; Leafspot; Rusts; Mildews; Black spot; Carnation rust;

Example applications: Fruit including bananas; Cereals; Peanuts; Ornamentals and flowers; Beans; Soybeans

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1980

EC Regulation 1107/2009 (repealing 91/414):
Status Not approved
Dossier rapporteur/co-rapporteur UK
Date inclusion expires Expired
EU Candidate for substitution (CfS) -
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; Brazil; Chile; Argentina; Algeria; Costa Rica; Columbia; Ecuador; Indonesia; Mexico; Malaysia; Syria

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism A chiral molecule that exists in two diastereomeric forms
Chemical formula C20H23N3O2
Canonical SMILES CC(C)(C)C(C(N1C=NC=N1)OC2=CC=C(C=C2)C3=CC=CC=C3)O
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) VGPIBGGRCVEHQZ-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C20H23N3O2/c1-20(2,3)18(24)19(23-14-21-13-22-23)25-17-11-9-16(10-12-17)15-7-5-4-6-8-15/h4-14,18-19,24H,1-3H3
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 970 g/kg
Known relevant impurities EU dossier - None declared
Substance origin Synthetic
Mode of action Systemic, protective and curative, inhibiting ergosterol biosynthesis.
CAS RN 55179-31-2
EC number 259-513-5
CIPAC number 386
US EPA chemical code 117801
PubChem CID 91656
Molecular mass (g mol-1) 337.42
PIN (Preferred Identification Name) reaction mixture of 80% rac-(1R,2S)-1-([1,1'-biphenyl]-4-yloxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-ol and 20% rac-(1R,2R)-1-([1,1'-biphenyl]-4-yloxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-ol
IUPAC name (1RS,2RS;1RS,2SR)-1-(biphenyl-4-yloxy)-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butan-2-ol
CAS name β-([1,1'-biphenyl]-4-yloxy)-a-(1,1-dimethylethyl)-1H-1,2,4-triazole-1-ethanol
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 to grey coloured 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
  • Bayer CropScience
  • King Tech Corp
  • Mobay
Example products using this active
  • Sibutol FS398
  • Sibutol SC500
  • Bacseal
  • Baycor
  • Baycoral
  • Baymat
  • Zaron
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details Formulations include suspension concentrates foliar sprays and flowable suspensions for seed treatments.


ENVIRONMENTAL FATE

for bitertanol

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) 3.8 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 250000 A5 - Dichloromethane -
200000 A5 - Acetone -
18000 A5 - Xylene -
53000 A5 - n-Octanol -
Melting point (oC) 118 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 300 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 1.26 X 1004 Calculated -
Log P 4.1 A5 High
Bulk density (g ml-1)/Specific gravity 1.16 A5 -
Dissociation constant (pKa) at 25oC Not applicable A5 -
Note: No dissociation
Vapour pressure at 20oC (mPa) 1.36 X 10-06 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 2.6 X 10-07 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 0.57 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 8.15 X 10-03 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 Maxima at 255nm, no absorbance above 290nm A5 -
Surface tension (mN m-1) 64.0 A5 at 20oC -

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) 23 B5 Non-persistent
DT50 (lab at 20oC) 8.5 A5 Non-persistent
DT50 (field) 23 B4 Non-persistent
DT90 (lab at 20oC) 28 A5 -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 4-20.4 days, DT90 range 14-42 days; Other studies: lab DT50 range 17-179 days, field DT50 range 19-27 days
Dissipation rate RL50 on plant matrix Value 9.7 R4 -
Note Published literature RL50 range 2.5-16.9 days, 2 field and undercover grown crops, various matrices, n=2
Dissipation rate RL50 on and in plant matrix Value 5.4 R4 -
Note Published literature RL50 range 2.9-7.8 days, 2 field crops, various matrices, n=3
Aqueous photolysis DT50 (days) at pH 7 Value 18 A5 Slow
Note DT50: 18 days sterile water, 11 days natural water
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note Stable pH 4 to pH 9
Water-sediment DT50 (days) 39.2 A5 Moderately fast
Water phase only DT50 (days) 27 B5 Slow

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 31.8 A5 Slightly mobile
Kfoc 2461
1/n 0.88
Notes and range EU dossier Kf range 19.6-49.3; Kfoc range 1766-3751 mL/g, 1/n range 0.79-0.96, n-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   0.44   Major fraction, Relevant
1H-1,2,4-triazol-1-ylacetic acid (Ref: CGA 142856) This metabolite may cause environmental pollution, click here for further information Soil   0.500   Major fraction, Relevant
4-[2-hydroxy-3,3-dimethyl-1-(1H-1,2,4-triazol-1-yl)butoxy]-benzoic acid (Ref: BUE 2684) Soil   -   Minor fraction, Not Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
- bitertanol malonyl glucoside Plant - -
- triazole alanine; TA Soil - -
- p-hydroxy bitertanol Animal (Milk, Fat, Eggs) - -
- 4-hydroxy biphenol Water 0.24 -
- butyl acetyl triazole Water 0.08 -
- salicyclic acid Water - -
- bitertanol ketone Water - -
- 3,3-dimethyl-hydroxy-butanol Water - -
- 3,3-dimethyl-hydroxy-butyric acid Water - -


ECOTOXICOLOGY

for bitertanol

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) 170 A5 Whole fish Threshold for concern
CT50 (days) Not available -
Mammals - Acute oral LD50 (mg kg-1) > 5000 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) 8.16 B5 Rat High
(ppm diet) 40 -
Birds - Acute LD50 (mg kg-1) 776 A5 Colinus virginianus Moderate
Birds - Short term dietary (LC50/LD50) 222 mg kg bw-1 day-1 A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) 2.14 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.0076 A5 Oncorhynchus mykiss High
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 4.46 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.15 A4 Daphnia magna Moderate
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) 0.56 A5 Chironomus riparius Moderate
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1) - - -
Aquatic plants - Acute 7 day EC50, biomass (mg l-1) - - -
Non-target plants > 6840 A5 Amaranthus retroflexus
Vegetative vigour, ER50
as g/ha
-
> 6840 A5 Amaranthus retroflexus
Seedling emergence, ER50
as g/ha
-
Algae - Acute 72 hour EC50, growth (mg l-1) 1.38 A5 Scenedemus subspicatus Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) 1 B3 Unknown species Moderate
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 200 A5 Low
Oral acute 48 hour LD50 (μg bee-1) > 104.4 A5 Low
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) > 1000 A5 Eisenia foetida Low
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) 2.7 A5 Eisenia foetida, 56 days Moderate
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 6000 > Mortality
A5 Typhlodromus pyri
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 1000 > Mortality
A5 Aphidius rhopalosiphi
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 11.0 mg kg-1
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for bitertanol

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) > 5000 A5 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) > 1.25 A5 Rat, 4 hr -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.003 A5 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.01 A5 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.01 A5 -
Dermal penetration studies (%) 3-17 A5 concentration dependent -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public Negligible risks for bystanders
Occupational No unacceptable risks for operators or other farm 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; Calc MAC=3.0 μg l-1; 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 Possible liver, adrenals & thymus toxicant
Endocrine issues - Inhibition of aromatase activity, decrease of strogens production

: 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
CLP classification 2013 -
EC Risk Classification Click here to view information omn the EU risk phrases Reproduction risk category 2: R61
Xn - Harmful: R43
N - Dangerous for the environment: R51, R53
EC Safety Classification Click here to view information omn the EU safety phrases -
WHO Classification U - Unlikely to present an acute hazard
US EPA Classification (formulation) III - Caution - Slightly toxic
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for bitertanol

Language Name
English bitertanol
French bitertanol
German Bitertanol
Danish bitertanol
Italian bitertanolo
Spanish bitertanol
Greek -
Slovenian bitertanol
Polish bitertanol
Swedish bitertanol
Hungarian bitertanol
Dutch -

Record last updated: Monday 06 August 2018
Contact: aeru@herts.ac.uk
© University of Hertfordshire