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Ametryn (Ref: G 34162 )
Last updated: 24/12/2020
(Also known as: ametryne)

SUMMARY
Ametyn is a triazine herbicide that no longer has EU regulatory approval for use. It is moderately soluble in water but much more so in organic solvents. It is quite volatile and not expected to leach to groundwater. It is moderately persistant in soils and can persist for a long time in water under certain conditions. It is moderately toxic to mammals and a recognised irritant. Ametryn is moderately toxic to most aquatic organisms, honey bees and earthworms but less so to birds.
GENERAL INFORMATION
Description
A triazine herbicide used to control most annual and broad-leaved weeds
Example pests controlled
Burmuda grass, wiregrass, goosegrass, crabgrass and other grass weeds; Broad-leaved weeds including dallisgrass, thistle, purslane, pigweed, cocklebur, lambsquarters, morning glory and foxtail
Example applications
Fruit including citrus, bananas; Corn; Potatoes; Sugarbeet
Efficacy & activity
-
Availability status
Current
Introduction & key dates
1964, first registered USA
UK regulatory status
UK COPR regulatory status
Not approved
Date COPR inclusion expires
Expired
UK LERAP status
No UK approval for use
EC Regulation 1107/2009 (repealing 91/414)
EC Regulation 1107/2009 status
Not approved
Dossier rapporteur/co-rapporteur
-
Date EC 1107/2009 inclusion expires
Expired
EU Candidate for substitution (CfS)
-
Listed in EU database
Yes
Approved for use (✓) under EC 1107/2009 in the following EU 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
Australia
Chemical structure
Isomerism
-
Chemical formula
C₉H₁₇N₅S
Canonical SMILES
CCNC1=NC(=NC(=N1)SC)NC(C)C
Isomeric SMILES
No data
International Chemical Identifier key (InChIKey)
RQVYBGPQFYCBGX-UHFFFAOYSA-N
International Chemical Identifier (InChI)
InChI=1S/C9H17N5S/c1-5-10-7-12-8(11-6(2)3)14-9(13-7)15-4/h6H,5H2,1-4H3,(H2,10,11,12,13,14)
2D structure diagram/image available?
Yes
General status
Pesticide type
Herbicide
Substance group
Triazine
Minimum active substance purity
96%
Known relevant impurities
-
Substance origin
Synthetic
Mode of action
Selective, systemic absorbed through foliage and roots. Inhibits photosynthesis (photosystem II).
CAS RN
834-12-8
EC number
212-634-7
CIPAC number
133
US EPA chemical code
080801
PubChem CID
13263
Molecular mass
227.12
PIN (Preferred Identification Name)
N2-ethyl-6-(methylsulfanyl)-N4-(propan-2-yl)-1,3,5-triazine-2,4-diamine
IUPAC name
N2-ethyl-N4-isopropyl-6-methylthio-1,3,5-triazine-2,4-diamine
CAS name
N-ethyl-N'-(1-methylethyl)-6-(methylthio)-1,3,5-triazine-2,4-diamine
Other status information
Chemical subject to PIC regulations
Relevant Environmental Water Quality Standards
-
Herbicide Resistance Classification (HRAC)
C1
Herbicide Resistance Classification (WSSA)
5
Insecticide Resistance Classification (IRAC)
Not applicable
Fungicide Resistance Classification (FRAC)
Not applicable
Examples of recorded resistance
-
Physical state
White powder
Related substances & organisms
Formulations
Property
Value
Example manufacturers & suppliers of products using this active now or historically
  • Ametrex
  • Evik
  • Gesapax
  • Almulex
  • Duroplant
Example products using this active
  • Syngenta Crop Protection
  • FCC
  • King Tech Corp
  • Ciba-Geigy
  • Makhteshim-Agan
Formulation and application details
Available in a range of formulations including emulsifiable concentrates, flowable concentrates and wettable powders.
ENVIRONMENTAL FATE
Property
Value
Source; quality score; and other information
Interpretation
Solubility - In water at 20 °C (mg l⁻¹)
200
H4 H = The US ARS pesticide properties database (click here )
4 = Verified data
Moderate
Solubility - In organic solvents at 20 °C (mg l⁻¹)
56900
R3 R = Peer reviewed scientific publications
3 = Unverified data of known source
Acetone
-
1400
R3 R = Peer reviewed scientific publications
3 = Unverified data of known source
n-Hexane
-
4600
R3 R = Peer reviewed scientific publications
3 = Unverified data of known source
Toluene
-
Melting point (°C)
86.7
E3 E = Manufacturers safety data sheets
3 = Unverified data of known source
-
Boiling point (°C)
337
E3 E = Manufacturers safety data sheets
3 = Unverified data of known source
-
Degradation point (°C)
- - -
Flashpoint (°C)
Not expected to self ignite; Not highly flammable
V3 V = ChemID online databases / IPCS INCHEM (ChemID; IPCS INCHEM )
3 = Unverified data of known source
-
Octanol-water partition coefficient at pH 7, 20 °C
P
4.27 X 1002 Calculated -
Log P
2.63
H4 H = The US ARS pesticide properties database (click here )
4 = Verified data
Low
Bulk density (g ml⁻¹)
1.18
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
-
Dissociation constant pKa) at 25 °C
10.07
DW4 DW = Don Wauchope personal database for Pka data: Wauchope, R. D. and Edwards, J. Dissociation constants for pesticide active ingredients: a database and comparison with predicted values. MS in preparation
4 = Verified data
-
Very weak acid
Vapour pressure at 20 °C (mPa)
0.365
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 (Pa m³ mol⁻¹)
4.10 X 10-04
H4 H = The US ARS pesticide properties database (click here )
4 = Verified data
Non-volatile
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)
37
H4 H = The US ARS pesticide properties database (click here )
4 = Verified data
Moderately persistent
DT₅₀ (lab at 20 °C)
60
Q3 Q = Miscellaneous internet resources
3 = Unverified data of known source
Moderately persistent
DT₅₀ (field)
37
H4 H = The US ARS pesticide properties database (click here )
4 = Verified data
Moderately persistent
DT₉₀ (lab at 20 °C)
- - -
DT₉₀ (field)
- - -
DT₅₀ modelling endpoint
- - -
Note
Other sources: DT₅₀ 70-120 days (R3)
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
-
W4 W = French database provided by ARVALIS-Institut du Végétal
4 = Verified data
-
Note
Slow degradation in UV light
Aqueous hydrolysis DT₅₀ (days) at 20 °C and pH 7
Value
Stable
W4 W = French database provided by ARVALIS-Institut du Végétal
4 = Verified data
Stable
Note
Stable to hydrolysis except at extreme pH values e.g. pH 0-1 and pH 13-14.
Water-sediment DT₅₀ (days)
- - -
Water phase only DT₅₀ (days)
- - -
Soil adsorption and mobility
Property
Value
Source; quality score; and other information
Interpretation
Linear
Kd
-
H3 H = The US ARS pesticide properties database (click here )
3 = Unverified data of known source
Moderately mobile
Koc
316
Notes and range
General literature Koc range 170-390 mL g⁻¹
Freundlich
Kf
76.81
R4 R = Peer reviewed scientific publications
4 = Verified data
Non-mobile
Kfoc
5115
1/n
0.86
Notes and range
Kf range 1.35-194.6 mL g⁻¹, Kfoc range 38.6-14969 mL g⁻¹, 1/n range 0.60-1.22, Soils=3
pH sensitivity
-
Fate indices
Property
Value
Source; quality score; and other information
Interpretation
GUS leaching potential index
0.46 Calculated Low leachability
SCI-GROW groundwater index (μg l⁻¹) for a 1 kg ha⁻¹ or 1 l ha⁻¹ application rate
Value
9.47 X 10-03 Calculated -
Note
-
Potential for particle bound transport index
Medium Calculated -
Potential for loss via drain flow
Moderately mobile Calculated -
Key metabolites
Metabolite
Formation medium
Estimated maximum occurrence fraction
1107/2009 relevancy
deethyl ametryne
Soil - -
ECOTOXICOLOGY
Property
Value
Source; quality score; and other information
Interpretation
Bio-concentration factor
BCF (l kg⁻¹)
33
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
Low potential
CT₅₀ (days)
Not available -
Mammals - Acute oral LD₅₀ (mg kg⁻¹)
1009
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
Moderate
Mammals - Short term dietary NOEL
(mg kg⁻¹)
-
L2 L = Pesticide manuals and hard copy reference books / other sources
2 = Unverified data of unknown source
Rat
-
(ppm diet)
50 -
Mammals - Chronic 21d NOAEL (mg kg⁻¹ bw d⁻¹)
- - -
Birds - Acute LD₅₀ (mg kg⁻¹)
> 5620
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Anas platyrhynchos
Low
Birds - Short term dietary (LC₅₀/LD₅₀)
- - -
Birds - Chronic 21d NOEL (mg kg⁻¹ bw d⁻¹)
- - -
Fish - Acute 96 hour LC₅₀ (mg l⁻¹)
5
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Oncorhynchus mykiss
Moderate
Fish - Chronic 21 day NOEC (mg l⁻¹)
0.70
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
Pimephales promelas 35 day
Moderate
Aquatic invertebrates - Acute 48 hour EC₅₀ (mg l⁻¹)
28
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Daphnia magna
Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l⁻¹)
0.32
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
Daphnia magna LOEC
Moderate
Aquatic crustaceans - Acute 96 hour LC₅₀ (mg l⁻¹)
1.7
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
Americamysis 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)
0.01
F2 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents (US EPA Databases Related to Pesticide Risk Assessment )
2 = Unverified data of unknown source
Lemna perpusilla 7 day
Moderate
Non-target plants
- - -
- - -
Algae - Acute 72 hour EC₅₀, growth (mg l⁻¹)
0.0036
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Raphidocelis subcapitata
High
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)
- - -
Oral acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
> 100
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Low
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)
166
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Moderate
Earthworms - Chronic NOEC, reproduction (mg kg⁻¹)
- - -
Other soil macro-organisms
Acute LC₅₀ (mg kg⁻¹)
- - -
Chronic NOEC (mg kg⁻¹)
- - -
Other arthropod (1)
LR₅₀ g ha⁻¹
- - -
% Effect
- - -
Other arthropod (2)
LR₅₀ g ha⁻¹
- - -
% 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)
1009
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
Moderate
Mammals - Dermal LD₅₀ (mg kg⁻¹ body weight)
2020
E3 E = Manufacturers safety data sheets
3 = Unverified data of known source
Rabbit
-
Mammals - Inhalation LC₅₀ (mg l⁻¹)
> 5.03
E3 E = Manufacturers safety data sheets
3 = Unverified data of known source
Rat
-
Other Mammal toxicity endpoints
- - -
ADI - Acceptable Daily Intake (mg kg⁻¹ bw day⁻¹)
0.015
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
-
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
-
MRLs
European
EU MRL pesticide database 
Notes
-
Drinking Water Standards
- - -
Drinking Water MAC (μg l⁻¹)
- - -
Health issues
Specific human health issues
Carcinogen
Genotoxic
Endocrine disruptor
No data found
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
;
E3 E = Unspecified genotoxicity type (miscellaneous data source)
3 = Negative
No data found
Reproduction / development effects Acetyl cholinesterase inhibitor Neurotoxicant
No data found
XNo, known not to cause a problem
No data found
Respiratory tract irritant Skin irritant Skin sensitiser
No data found
Yes, known to cause a problem
No data found
Eye irritant Phototoxicant  
Yes, known to cause a problem
No data found  
General human health issues
Slightly toxic
Handling issues
Property
Value and interpretation
General
No information available
CLP classification 2013
Health: H302
Environment: H400, H410
EC Risk Classification
Xn - Harmful: R22
N - Dangerous for the environment: R50, R53
EC Safety Classification
S2, S36, S61, S60
WHO Classification
II (Moderately hazardous)
UN Number
-
Waste disposal & packaging
-
TRANSLATIONS
Language
Name
English
ametryn
French
ametryne
German
Ametryn
Danish
ametryn
Italian
ametrina
Spanish
ametrina
Greek
ametryn
Polish
ametryna
Swedish
-
Hungarian
-
Dutch
ametryn

Record last updated: 24/12/2020
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