fuberidazole ** furidazol ** furidazole ** fuberidazole (MBC) ** Translations

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GENERAL INFORMATION
for fuberidazole

Description: A fungicide used mainly as a seed treatment to control a variety of soil and seed borne diseases in cereals

Example pests controlled: Fusarium spp.; Snow mould; Stinking smut

Example applications: Cereals

Efficacy & activity: -

Availability status: Current

Introduction & key dates: circa 1970

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

Status	Not approved
Dossier rapporteur/co-rapporteur	UK/Finland
Date inclusion expires	Expired
EU Candidate for substitution (CfS)	No
Listed in EU database	Yes

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

Chemical structure:

Isomerism	-
Chemical formula	C11H8N2O
Canonical SMILES	C1=CC=C2C(=C1)NC(=N2)C3=CC=CO3
Isomeric SMILES	No data
International Chemical Identifier key (InChIKey)	UYJUZNLFJAWNEZ-UHFFFAOYSA-N
International Chemical Identifier (InChI)	InChI=1S/C11H8N2O/c1-2-5-9-8(4-1)12-11(13-9)10-6-3-7-14-10/h1-7H,(H,12,13)
2D structure diagram/image available?	Yes

General status:

Pesticide type	Fungicide, Seed treatment
Substance group	Benzimidazole
Minimum active substance purity	970 g/kg
Known relevant impurities	EU dossier - None declared
Substance origin	Synthetic
Mode of action	Systemic with specific action against Fusarium spp. Inhibition of mitosis and cell division (Beta-tubulin assembly in mitosis).
CAS RN	3878-19-1
EC number	223-404-0
CIPAC number	525
US EPA chemical code	-
PubChem CID	19756
Molecular mass (g mol-1)	184.19
PIN (Preferred Identification Name)	-
IUPAC name	2-(2'-furyl)benzimidazole
CAS name	2-(2-furanyl)-1H-benzimidazole
Other status information	PAN listed Highly Hazardous Chemical
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)	1
Examples of recorded resistance	-
Physical state	Light brown to colourless crystalline powder
Related substances & organisms	imidacloprid triadimenol bitertanol

Formulations:

Property	Value
Example manufacturers & suppliers of products using this active now or historically	Makhteshim-Agan Bayer
Example products using this active	Tripod Plus Baytan FS Voronit
UK LERAP status	None
Formulation and application details	Usually supplied as a flowable concentrate for use as a seed dressing.

ENVIRONMENTAL FATE
for fuberidazole

Property		Value	Source/Quality Score/Other Information	Interpretation
Solubility - In water at 20oC (mg l-1)		71	A5	Moderate
Solubility - In organic solvents at 20oC (mg l-1)		350	A5 - Toluene	-
		14000	A5 - Acetone	-
		7900	A5 - Ethyl acetate	-
		6600	A5 - Dichloromethane	-
Melting point (oC)		Decomposes on melting	A5	-
Boiling point (oC)		Decomposes before boiling	L3	-
Degradation point (oC)		292	L3	-
Flashpoint (oC)		Not expected to self ignite; Not highly flammable	A5	-
Octanol-water partition coefficient at pH 7, 20oC	P	5.13 X 1002	Calculated	-
	Log P	2.71	A5	Moderate
Bulk density (g ml-1)/Specific gravity		1.246	A5	-
Dissociation constant (pKa) at 25oC		4	A4	-
		Note: Weak base
Vapour pressure at 20oC (mPa)		9.00 X 10-04	A5	Low volatility
Henry's law constant at 25oC (Pa m3 mol-1)		2.00 X 10-06	A5	Non-volatile
GUS leaching potential index		1.69	Calculated	Low leachability
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate	Value	4.64 X 10-02	Calculated	-
	Note	-
Potential for particle bound transport index		-	Calculated	Low
Maximum UV-vis absorption L mol-1 cm-1		298.7nm = 26651, 306.3nm = 33982, 321.5nm = 26243	A5	-
Surface tension (mN m-1)		72.35	A5 at 20oC	-

Degradation:

Property		Value	Source/Quality Score/Other Information	Interpretation
General biodegradability		-
Soil degradation (days) (aerobic)	DT50 (typical)	6	L3	Non-persistent
	DT50 (lab at 20oC)	24.6	A5	Non-persistent
	DT50 (field)	6	L3	Non-persistent
	DT90 (lab at 20oC)	88.7	A5	-
	DT90 (field)	-	-	-
	DT50 modelling endpoint	-	-	-
	Note	EU dossier lab studies DT50 range 6.3-56.5 days, DT90 range 20.8-187.7 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	0.15	A4	Fast
	Note	-
Aqueous hydrolysis DT50 (days) at 20oC and pH 7	Value	Stable	A5	-
	Note	Stable pH 4 to pH 9
Water-sediment DT50 (days)		15.1	A5	Fast
Water phase only DT50 (days)		0.59	A5	Fast

Soil adsorption and mobility:

Property		Value	Source/Quality Score/Other Information	Interpretation
Linear	Kd	-	-	-
	Koc	-
	Notes and range	-
Freundlich	Kf	9.84	A5	Slightly mobile
	Kfoc	605
	1/n	0.82
	Notes and range	EU dossier Kf range 6.24-16.89 mL/g, Kfoc range 420-698 mL/g, 1/n range 0.750-0.866, Soils=4
pH sensitivity		No

Key metabolites:

Metabolite		Formation medium	Estimated maximum occurrence fraction	1107/2009 relevancy
1H-benzimidazole-2-carboxylic acid		Soil	0.147	Major fraction, Relevant

Other known metabolites:

Metabolite name and reference	Aliases	Formation medium / Rate	Estimated maximum occurrence fraction	Metabolising enzymes
(2E)-4-(1H-benzimidazol-2-yl)-4-oxobut-2-enoic acid	trans-oxobutenoic acid; fuberidazole metabolite M17	Water (Photolysis)	-	-
1H-benzimidazole-2-carboxylic acid	fuberidazole metabolite M01	Soil	-	-
4-(1H-benzimidazol-2-yl)-4-hydroxybutanoic acid	fuberidazole metabolite M09	Plant	-	-
hydroxyfuberidazole glucoside	-	Rate (Bile)	-	-
1-(1H-benzimidazole-2-yl)ethanone Note: Possible groundwater contaiminant	fuberidazole metabolite M11	Soil	-	-
4-(1H-benzimidazol-2-yl)-4-oxobutanal	oxobutanal benzimidazole; fuberidazole metabolite M15	Soil (Photolysis)	-	-
(2Z)-4-(1H-benzimidazol-2-yl)-4-oxobut-2-enoic acid	cis-oxobutenoic acid; fuberidazole metabolite M16	Water (Photolysis)	-	-

ECOTOXICOLOGY
for fuberidazole

Property		Value	Source/Quality Score/Other Information	Interpretation
Bio-concentration factor	BCF (l kg-1)	37	Q2 Estimated	Low potential
	CT50 (days)	Not available		-
Mammals - Acute oral LD50 (mg kg-1)		> 300	A5 Rat	Moderate
Mammals - Short term dietary NOEL	(mg kg-1)	> 20	L2 Rat, 2 year	High
	(ppm diet)	> 80		-
Birds - Acute LD50 (mg kg-1)		> 750	A5 Coturnix japonica	Moderate
Birds - Short term dietary (LC50/LD50)		> 930 mg kg bw-1 day-1	A5 Coturnix japonica	-
Fish - Acute 96 hour LC50 (mg l-1)		0.91	A5 Oncorhynchus mykiss	Moderate
Fish - Chronic 21 day NOEC (mg l-1)		-	-	-
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1)		4.7	A5 Daphnia magna	Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1)		0.12	A5 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)		-	-	-
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg-1)		-	-	-
Aquatic plants - Acute 7 day EC50, biomass (mg l-1)		-	-	-
Non-target plants		-	-	-
		-	-	-
Algae - Acute 72 hour EC50, growth (mg l-1)		1.4	A5 Pseudokirchneriella subcapitata	Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1)		0.5	Q2 Unknown species	Moderate
Honeybees	Contact acute 48 hour LD50 (μg bee-1)	> 200	A5	Low
	Oral acute 48 hour LD50 (μg bee-1)	> 187.2	A5	Low
	Unknown mode acute 48 hour LD50 (μg bee-1)	-	-	-
Earthworms - Acute 14 day LC50 (mg kg-1)		> 500	A5 Eisenia foetida, corr	Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1)		-	-	-
Other soil macro-organisms - e.g. Collembola	LR50 / EC50 / NOEC / % Effect	260.6	A5 Folsomia candida, NOEC	-
Other arthropod (1)	LR50 g ha-1	-	-	-
	% Effect	0	Mortality Dose: 26 g ha-1 A5 Aphidius rhopalosiphi	-
Other arthropod (2)	LR50 g ha-1	-	-	-
	% Effect	8.9	Mortality Dose: 26 g ha-1 A5 Typhlodromus pyri	-
Soil micro-organisms		Nitrogen mineralisation: No significant adverse effect Carbon mineralisation: No significant adverse effect	A5 Dose: 0.07 g/kg soil	-
Mesocosm study data	NOEAEC mg l-1	-	-	-
	NOEAEC mg l-1	-	-	-

HUMAN HEALTH AND PROTECTION
for fuberidazole

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)		> 300	A5 Rat	Moderate
Mammals - Dermal LD50 (mg kg-1 body weight)		> 5000	A5 Rat	-
Mammals - Inhalation LC50 (mg l-1)		> 0.458	A5 Rat, 4 hr (nose only)	-
Other Mammal toxicity endpoints		-		-
ADI - Acceptable Daily Intake (mg kg-1bw day-1)		0.0072	A5	-
ARfD - Acute Reference Dose (mg kg-1bw day-1)		0.08	A5	-
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1)		-	-	-
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1)		0.0072	A5	-
Dermal penetration studies (%)		1.0-6.0	A5 concentration dependent	-
Dangerous Substances Directive 76/464		-	-	-
Exposure Limits		-	-	-
Exposure Routes	Public	Negligible risk of exposure considering patterns of use
	Occupational	-
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		Moderately toxic

: 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 or oxidising IMDG Transport Code is usually 6.1
CLP classification 2013		Health: H302, H317, H351, H373 Environment: H400, H410
EC Risk Classification		Xn - Harmful: R22 N - Dangerous for the environment: R50, R53
EC Safety Classification		S2, S22, S60, S61
WHO Classification		II	-	Moderately hazardous
US EPA Classification (formulation)		No products available	-	-
UN Number		Usually 2588
Waste disposal & packaging		Packaging Group III (minor danger)

TRANSLATIONS
for fuberidazole

Language	Name
English	fuberidazole
French	fuberidazole
German	Fuberidazol
Danish	fuberidazole
Italian	fuberidazolo
Spanish	fuberidazol
Greek	fuberidazole
Slovenian	fuberidazol
Polish	fuberidazol
Swedish	fuberidazol
Hungarian	fuberidazol
Dutch	fuberidazool

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Record last updated: Wednesday 03 April 2019
Contact: aeru@herts.ac.uk