Select Option
Home
A to Z
Search
Terms & Conditions
Support Information
Purchasing & Other Services
Video User Guides
GET ADDITIONAL DATA HERE!

beflubutamid (Ref: UBH 820)
** UR50601 ** Translations

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

SUMMARY

Beflubutamid is a selective herbicide used to control broad-leaved weeds in cereals. It has a low aqueous solubility and is quite volatile. There is a low risk of groundwater contamination and it is non-persistent in soil. However it can be quite persistent in water bodies. It has a moderate oral toxicity to mammals and has been shown to cause reproduction or development issues in humans. It is moderately toxic to birds, earthworms and most aquatic organisms. It has a low toxicity to honeybees.

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

Description: An amide herbicide for pre- and early post-emergence control of broad-leaved weeds

Example pests controlled: Chickweed; Loose silky bent; Field pansy; Scented mayweed; Wild pansy; Field speedwell; Ivy-leaved speedwell; Groundsel

Example applications: Cereals including wheat, barley, rye, triticale

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1998, USA

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Germany/Lithuania
Date inclusion expires 31/07/2019
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

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism A chiral molecule. The racemate mixture is normally comprised of equimolar amounts of R- and S-beflubutamid.
Chemical formula C18H17F4NO2
Canonical SMILES CCC(C(=O)NCC1=CC=CC=C1)OC2=CC(=C(C=C2)F)C(F)(F)F
Isomeric SMILES CC[C@H](Oc1ccc(F)c(c1)C(F)(F)F)C(=O)NCc2ccccc2
International Chemical Identifier key (InChIKey) FFQPZWRNXKPNPX-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C18H17F4NO2/c1-2-16(17(24)23-11-12-6-4-3-5-7-12)25-13-8-9-15(19)14(10-13)18(20,21)22/h3-10,16H,2,11H2,1H3,(H,23,24)
Structure diagram/image available? Yes

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Herbicide
Substance group Amide
Minimum active substance purity 970 G/Kg
Known relevant impurities EU dossier - none declared
Substance origin Synthetic
Mode of action Bleaching: inhibition of carotenoid biosynthesis.
CAS RN 113614-08-7
EC number -
CIPAC number 662
US EPA chemical code -
PubChem CID 6451159
Molecular mass (g mol-1) 355.12
PIN (Preferred Identification Name) rac-(2R)-N-benzyl-2-[4-fluoro-3-(trifluoromethyl)phenoxy]butanamide
IUPAC name (RS)-N-benzyl-2-(α,α,α,4-tetrafluoro-m-tolyloxy)butyramide
CAS name 2-[4-fluoro-3-(trifluoromethyl)phenoxy]-N-(phenylmethyl)butanamide
Other status information -
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) F1
Herbicide Resistance Classification (WSSA) 12
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance -
Physical state White fluffy 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 -
Example products using this active
  • Herbaflex
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details -


ENVIRONMENTAL FATE

for beflubutamid

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) 3.29 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 600000 A5 - Acetone -
571000 A5 - Ethyl acetate -
473000 A5 - Methanol -
2180 A5 - n-Heptane -
Melting point (oC) 75 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 128 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 1.91 X 1004 Calculated -
Log P 4.28 A5 High
Bulk density (g ml-1)/Specific gravity 1.33 A5 -
Dissociation constant (pKa) at 25oC N/a A3 -
Note: Unlikely to dissociate
Vapour pressure at 20oC (mPa) 1.10 X 10-02 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 1.10 X 10-04 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 1.37 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 3.15 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 Medium
Maximum UV-vis absorption L mol-1 cm-1 - - -
Surface tension (mN m-1) - - -

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) 29.6 A5 Non-persistent
DT50 (lab at 20oC) 29.6 A5 Non-persistent
DT50 (field) 55 A5 Moderately persistent
DT90 (lab at 20oC) 197 A5 -
DT90 (field) 182 A5 -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 5-118 days, DT90 range 16-365 days, field studies DT50 range 15-103 days, DT90 range 49-343 days
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value - - -
Note -
Aqueous photolysis DT50 (days) at pH 7 Value 48 A5 Stable
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note Stable at pH 5 to pH 9 for up to 5 days
Water-sediment DT50 (days) 57 A5 Moderately fast
Water phase only DT50 (days) 18 A5 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 23.6 A5 Slightly mobile
Kfoc 1171
1/n 0.908
Notes and range EU dossier Kf 8.5-43.0 mL/g, Kfoc range 496-1793 mL/g, 1/n 0.86-0.93, Soils=3
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
phenoxybutyric acid (Ref: UR-50604) This metabolite may cause environmental pollution, click here for further information Soil   0.261   Major fraction, Relevant


ECOTOXICOLOGY

for beflubutamid

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) 230 A5 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) 29 L3 Rat High
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) > 2000 A5 Colinus virginianus Low
Birds - Short term dietary (LC50/LD50) > 5200 ppm A5 Colinus virginianus -
Fish - Acute 96 hour LC50 (mg l-1) 1.86 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.11 A5 Pimephales promelas Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 1.64 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.005 A5 Daphnia magna High
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) 0.02 A5 Lemna gibba Moderate
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 69.2 A5 Selenastrum capricornutum Low
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 200 A5 Low
Oral acute 48 hour LD50 (μg bee-1) > 200 A5 Low
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) 366 A5 corr Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) < 0.17 A5 Eisenia foetida, orr Moderate
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 - - -
% Effect 8.0 Mortality
A5 Typhlodromus pyri
-
Other arthropod (2) LR50 g ha-1 - - -
% Effect 0 Mortality
A5 Aphidius rhopalosiphi
-
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A5
Dose: 0.6 kg ha-1
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for beflubutamid

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) > 5.0 A5 Rat -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.02 A5 Rat, SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) None allocated A5 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.3 A5 Rat, SF=100 -
Dermal penetration studies (%) 100 A3 default -
Dangerous Substances Directive 76/464 List II - -
Exposure Limits - - -
Exposure Routes Public Risks acceptable for intended uses
Occupational Risks acceptable for intended uses
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) - - -

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, kidney and thyroid toxicant

: 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
CLP classification 2013 Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases N - Dangerous for the environment: R50/53
EC Safety Classification Click here to view information omn the EU safety phrases S60, S61
WHO Classification NL - Not listed
US EPA Classification (formulation) No consensus across products or no products available - -
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for beflubutamid

Language Name
English beflubutamid
French beflubutamide
German Beflubutamid
Danish beflubutamid
Italian beflubutamid
Spanish beflubutamid
Greek -
Slovenian beflubutamid
Polish beflubutamid
Swedish -
Hungarian -
Dutch -

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