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Dinotefuran (Ref: MTI 446)
Last updated: 27/11/2019
(Not known by any other names)

GENERAL INFORMATION
Description
A neonicotinoid insecticide used to control a wide range of sucking pests
Example pests controlled
Whiteflies; Mealybugs; Thrips; Plant hoppers
Example applications
Vegetables; Fruit; Turf; Rice crops
Efficacy & activity
-
Availability status
Unknown
Introduction & key dates
1998, first reported; 2002, first registered Japan; 2004, first registered USA
UK regulatory status
UK approval status
Not approved
EC Regulation 1107/2009 (repealing 91/414)
EC Directive 91/414 Status
Not approved
Dossier rapporteur/co-rapporteur
Not applicable
Date inclusion expires
Not applicable
EU Candidate for substitution (CfS)
Not applicable
Listed in EU database
Yes
Approved for use (✓) or known to be used (#) in the following EU-27 Member States
ATAustria
BEBelgium
BGBulgaria
CYCyprus
CZCzech Republic
DEGermany
DKDenmark
EEEstonia
ELGreece
                 
ESSpain
FIFinland
FRFrance
HRCroatia
HUHungary
IEIreland
ITItaly
LTLithuania
LULuxembourg
                 
LVLatvia
MTMalta
NLNetherlands
PLPoland
PTPortugal
RORomania
SESweden
SISlovenia
SKSlovakia
                 
Also used in
Also used in
-
Chemical structure
Isomerism
A chiral molecule. Commercial products tend to be isomeric mixtures containing a significant proportion of non-active isomers as well as various impurities.
Chemical formula
C₇H₁₄N₄O₃
Canonical SMILES
CN=C(NCC1CCOC1)N[N+](=O)[O-]
Isomeric SMILES
No data
International Chemical Identifier key (InChIKey)
YKBZOVFACRVRJN-UHFFFAOYSA-N
International Chemical Identifier (InChI)
InChI=1S/C7H14N4O3/c1-8-7(10-11(12)13)9-4-6-2-3-14-5-6/h6H,2-5H2,1H3,(H2,8,9,10)/f/h8-9H
2D structure diagram/image available?
Yes
General status
Pesticide type
Insecticide
Substance group
Neonicotinoid
Minimum active substance purity
-
Known relevant impurities
-
Substance origin
Synthetic
Mode of action
Systemic, with contact and stomach action, effects insects nervous system. Nicotinic Acetylcholine receptor agonist /antagonist.
CAS RN
165252-70-0
EC number
-
CIPAC number
749
US EPA chemical code
044312
PubChem CID
197701
Molecular mass
202.21
PIN (Preferred Identification Name)
rac-(E)-N-methyl-N?-nitro-N'-[(3R)-oxolan-3-ylmethyl]guanidine
IUPAC name
(EZ)-(RS)-1-methyl-2-nitro-3-(tetrahydro-3-furylmethyl)guanidine
CAS name
N-methyl-N'-nitro-N''-((tetrahydro-3-furanyl)methyl)guanidine
Other status information
PAN Listed as Highly Hazardous Chemical
Relevant Environmental Water Quality Standards
-
Herbicide Resistance Classification (HRAC)
Not applicable
Herbicide Resistance Classification (WSSA)
Not applicable
Insecticide Resistance Classification (IRAC)
4A
Fungicide Resistance Classification (FRAC)
Not applicable
Examples of recorded resistance
Leptinotarsa decemlineata
Physical state
White crystalline solid
Formulations
Property
Value
Example manufacturers & suppliers of products using this active now or historically
  • MTI-446
Example products using this active
-
UK LERAP status
No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details
-
ENVIRONMENTAL FATE
Property
Value
Source; quality score; and other information
Interpretation
Solubility - In water at 20 °C (mg l⁻¹)
39830
F3 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment )
3 = Unverified data of known source
High
Solubility - In organic solvents at 20 °C (mg l⁻¹)
0.009
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Hexane
-
0.011
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Heptane
-
72.0
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Xylene
-
150
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Toluene
-
Melting point (°C)
107.5
F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment )
4 = Verified data
-
Boiling point (°C)
Decomposes before boiling
CA3 CA = Medical and toxicological databases and information systems e.g. TOXNET (click here )
3 = Unverified data of known source
-
Degradation point (°C)
208
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
-
Flashpoint (°C)
Not expected to self ignite; Not highly flammable
CA3 CA = Medical and toxicological databases and information systems e.g. TOXNET (click here )
3 = Unverified data of known source
-
Octanol-water partition coefficient at pH 7, 20 °C
P
2.82 X 10-01 Calculated -
Log P
-0.549
F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment )
4 = Verified data
Low
Bulk density (g ml⁻¹)
1.42
V3 V = ChemID online databases / IPCS INCHEM (ChemID; IPCS INCHEM )
3 = Unverified data of known source
-
Dissociation constant pKa) at 25 °C
12.6
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
-
Very weak acid
Vapour pressure at 20 °C
0.0017
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Low volatility
Henry's law constant at 25 °C
8.7 X 10-09
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Non-volatile
GUS leaching potential index
4.85 Calculated High leachability
SCI-GROW groundwater index (μg l⁻¹) for a 1 kg ha⁻¹ or 1 l ha⁻¹ application rate
Value
3.41 X 1000 Calculated -
Note
-
Potential for particle bound transport index
Medium Calculated -
Maximum UV-vis absorption L mol⁻¹ cm⁻¹
- - -
Surface tension (mN m⁻¹)
- - -
Degradation
Property
Value
Source; quality score; and other information
Interpretation
General biodegradability
-
Soil degradation (days) (aerobic)
DT₅₀ (typical)
82
F3 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment )
3 = Unverified data of known source
Moderately persistent
DT₅₀ (lab at 20 °C)
- - -
DT₅₀ (field)
75
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Moderately persistent
DT₉₀ (lab at 20 °C)
- - -
DT₉₀ (field)
- - -
DT₅₀ modelling endpoint
- - -
Note
General literature DT₅₀ range 50-100 days; Other sources: DT₅₀ 82 days (US3)
Dissipation rate RL₅₀ on plant matrix
Value
- - -
Note
-
Dissipation rate RL₅₀ on and in plant matrix
Value
6.8
R4 R = Peer reviewed scientific publications
4 = Verified data
-
Note
Published literature RL₅₀ range 1.3-10.0 days, 3 crops grown undercover & in field, various matrices, n=3
Aqueous photolysis DT₅₀ (days) at pH 7
Value
0.2
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Fast
Note
-
Aqueous hydrolysis DT₅₀ (days) at 20 °C and pH 7
Value
Stable
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Stable
Note
Stable pH 4 to pH 9
Water-sediment DT₅₀ (days)
- - -
Water phase only DT₅₀ (days)
- - -
Soil adsorption and mobility
Property
Value
Source; quality score; and other information
Interpretation
Linear
Kd
-
US3 US = US Dept of Agriculture National Resources Conservation Service - various datasheets, databases and online sources
3 = Unverified data of known source
Mobile
Koc
26
Notes and range
US EPA data Kpc range 6 - 45 mL g⁻¹
Freundlich
Kf
- - -
Kfoc
-
1/n
-
Notes and range
-
pH sensitivity
-
ECOTOXICOLOGY
Property
Value
Source; quality score; and other information
Interpretation
Bio-concentration factor
BCF (l kg⁻¹)
Low risk
Q3 Q = Miscellaneous internet resources
3 = Unverified data of known source
Based on LogP < 3
Low risk
CT₅₀ (days)
- -
Mammals - Acute oral LD₅₀ (mg kg⁻¹)
> 2000
F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment )
4 = Verified data
Rat
Low
Mammals - Short term dietary NOEL
(mg kg⁻¹)
22.0
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Rat
High
(ppm diet)
- -
Birds - Acute LD₅₀ (mg kg⁻¹)
> 2000
F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment )
4 = Verified data
Coturnix japonica
Low
Birds - Short term dietary (LC₅₀/LD₅₀)
- - -
Fish - Acute 96 hour LC₅₀ (mg l⁻¹)
> 100.0
F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment )
4 = Verified data
Oncorhynchus mykiss
Low
Fish - Chronic 21 day NOEC (mg l⁻¹)
- - -
Aquatic invertebrates - Acute 48 hour EC₅₀ (mg l⁻¹)
> 968.3
P4 P = Other governments and regulators
4 = Verified data
Daphnia magna
Low
Aquatic invertebrates - Chronic 21 day NOEC (mg l⁻¹)
95.3
P3 P = Other governments and regulators
3 = Unverified data of known source
Daphnia magna
Low
Aquatic crustaceans - Acute 96 hour LC₅₀ (mg l⁻¹)
0.79
F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment )
4 = Verified data
Mysidopsis bahia
Moderate
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)
> 110
F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment )
4 = Verified data
Lemna gibba
Low
Non-target plants
- - -
- - -
Algae - Acute 72 hour EC₅₀, growth (mg l⁻¹)
> 100.0
F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment )
4 = Verified data
Pseudokirchneriella subcapitata
Low
Algae - Chronic 96 hour NOEC, growth (mg l⁻¹)
- - -
Honeybees (Apis spp.)
Contact acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
> 0.023
F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment )
4 = Verified data
High
Oral acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
- - -
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)
4.9
F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment )
4 = Verified data
Eisenia foetida
High
Earthworms - Chronic NOEC, reproduction (mg kg⁻¹)
0.2
F3 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment )
3 = Unverified data of known source
28 day
Moderate
Other soil macro-organisms
Acute LC₅₀ (mg kg⁻¹)
- - -
Chronic NOEC (mg kg⁻¹)
- - -
Other arthropod (1)
LR₅₀ g ha⁻¹
77.2
F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment )
4 = Verified data
Aphidius rhopalosiphi
-
% Effect
- - -
Other arthropod (2)
LR₅₀ g ha⁻¹
30.1
F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment )
4 = Verified data
Typhlodromus pyri
-
% Effect
- - -
Soil micro-organisms
- - -
Mesocosm study data
NOEAEC mg l⁻¹
- - -
NOEAEC mg l⁻¹
- - -
HUMAN HEALTH AND PROTECTION
General
Property
Value
Source; quality score; and other information
Interpretation
Threshold of Toxicological Concern (Cramer Class)
High (class III) - -
Mammals - Acute oral LD₅₀ (mg kg⁻¹)
> 2000
F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment )
4 = Verified data
Rat
Low
Mammals - Dermal LD₅₀ (mg kg⁻¹ body weight)
2000
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Rat
-
Mammals - Inhalation LC₅₀ (mg l⁻¹)
4.09
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Rat
-
Other Mammal toxicity endpoints
- - -
ADI - Acceptable Daily Intake (mg kg⁻¹ bw day⁻¹)
0.22
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Japan
-
ARfD - Acute Reference Dose (mg kg⁻¹ bw day⁻¹)
- - -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg⁻¹ bw day⁻¹)
- - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg⁻¹ bw day⁻¹)
- - -
Dermal penetration studies (%)
- - -
Dangerous Substances Directive 76/464
- - -
Exposure Routes
Public
-
Occupational
-
European MRLs
EU MRL pesticide database 
Drinking Water Standards
- - -
Drinking Water MAC (μg l⁻¹)
- - -
Health issues
Specific human health issues
Carcinogen
Genotoxic
Endocrine disruptor
XNo, known not to cause a problem
A3 A = Chromosome aberration (EFSA database)
3 = Negative
;
B0 B = DNA damage/repair (EFSA database)
0 = No data
;
C0 C = Gene mutation (EFSA database)
0 = No data
;
D0 D = Genome mutation (EFSA database)
0 = No data
;
E0 E = Unspecified genotoxicity type (miscellaneous data source)
0 = No data
No data found
Reproduction / development effects Acetyl cholinesterase inhibitor Neurotoxicant
?Possibly, status not identified
XNo, known not to cause a problem
XNo, known not to cause a problem
Respiratory tract irritant Skin irritant Skin sensitiser
No data found
?Possibly, status not identified
No data found
Eye irritant Phototoxicant  
Yes, known to cause a problem
No data found  
General human health issues
No further information available
Handling issues
Property
Value and interpretation
General
Powder material may form explosive dust-air mixture
CLP classification 2013
Health: H302, H319
EC Risk Classification
Xn - Harmful: R22
Xi - Irritant: R36
N - Dangerous for the environment: R53, R56, R57
EC Safety Classification
S61
WHO Classification
NL (Not listed)
UN Number
-
Waste disposal & packaging
-
TRANSLATIONS
Language
Name
English
dinotefuran
French
-
German
-
Danish
-
Italian
-
Spanish
dinotefuran
Greek
-
Polish
dinotefuran
Swedish
-
Hungarian
-
Dutch
-

Record last updated: 27/11/2019
Contact: aeru@herts.ac.uk
Please cite as: Lewis, K.A., Tzilivakis, J., Warner, D. and Green, A. (2016) An international database for pesticide risk assessments and management. Human and Ecological Risk Assessment: An International Journal, 22(4), 1050-1064. DOI: 10.1080/10807039.2015.1133242