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

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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
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

Availability status: Current

Introduction & key dates: 1998, USA

EC Regulation 1107/2009 (repealing 91/414):

Status	Approved
Dossier rapporteur/co-rapporteur	Germany
Date inclusion expires	31/07/2018

Approved for use () or known to be used () in the following European countries:

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

General status:

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	-
Chiral molecule	Chiral, a specific isomer or a derivative of a chiral molecule
Chemical formula	C18H17F4NO2
SMILES	FC(F)(F)c2cc(OC(C(=O)NCc1ccccc1)CC)ccc2F
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
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	-
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	isoproturon

Formulations:

Property	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 or outside scope
Formulation and application details	-

ENVIRONMENTAL FATE
for beflubutamid

Property		Value	Source/Quality Score/Other Information	Interpretation
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 25oC (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
Henry's law constant at 20oC (dimensionless)		4.87 X 10-04	Q2	Volatile
GUS leaching potential 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	Value	3.15 X 10-02	Calculated	-
	Note	-
Potential for particle bound transport index		-	Calculated	Medium
Maximum UV-vis absorption L mol-1 cm-1		-	-	-
Surface tension (mN m-1)		-	-	-

Degradation:

Property		Value	Source/Quality Score/Other Information	Interpretation
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	-
	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
Plant matrix DT50 (days)	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		Value	Source/Quality Score/Other Information	Interpretation
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	91/414 relevancy
phenoxybutyric acid (Ref: UR-50604)		Soil	0.261	Major fraction, Relevant

ECOTOXICOLOGY
for beflubutamid

Property		Value	Source/Quality Score/Other Information	Interpretation
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		Value	Source/Quality Score/Other Information	Interpretation
Threshold of Toxicological Concern (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	-
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 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		Value	Source/Quality Score/Other Information	Interpretation
General		Not explosive
CLP classification 2013		Environment: H400, H410
EC Risk Classification		N - Dangerous for the environment: R50/53
EC Safety Classification		S60, S61
WHO Classification		NL	-	Not listed
US EPA Classification (formulation)		No consensus across products or no products available	-	-
UN Number		-
Waste disposal & packaging		-

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	-

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Record last updated: Monday 23 November 2015
Contact: aeru@herts.ac.uk