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Ametryn (Ref: G 34162 )
(Also known as: ametryne; ametrex)
SUMMARY
Ametyn is a triazine herbicide. 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.
Data alerts

The following alerts are based on the data in the tables below. An absence of an alert does not imply the substance has no implications for human health, biodiversity or the environment but just that we do not have the data to form a judgement.

Environmental fate Ecotoxicity Human health
Environmental fate
Moderate alert:
Moderately persistent; Drainflow: Moderately mobile; Potential for particle bound transport: Medium
Ecotoxicity
Moderate alert:
Fish acute ecotoxicity: Moderate; Fish chronic ecotoxicity: Moderate; Daphnia acute ecotoxicity: Moderate; Daphnia chronic ecotoxicity: Moderate; Earthworms acute ecotoxicity: Moderate
Human health
Moderate alert:
Mammals acute toxicity: Moderate
Warning:
Significant data are missing
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
                 
Approved for use (✓) under EC 1107/2009 by Mutual Recognition of Authorisation and/or national regulations in the following EEA countries
ISIceland
NONorway
                 
Additional information
Also used in
Australia
Chemical structure
Isomerism
None
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
Cambridge Crystallographic Data Centre diagrams
Common Name Relationship Link
ametryn monohydrate Variant
General status
Pesticide type
Herbicide
Substance groups
Triazine herbicide
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
CLP index number
613-010-00-0
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
Formulations
Property
Value
Example manufacturers & suppliers of products using this active now or historically
  • Syngenta Crop Protection
  • FCC
  • King Tech Corp
  • Ciba-Geigy
  • Makhteshim-Agan
Example products using this active
  • Ametrex
  • Evik
  • Gesapax
  • Almulex
  • Duroplant
  • Acetotrene Herbicide
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. Dataset is no longer available.
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)
- - -
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. Dataset is no longer available.
4 = Verified data
 Low
Fat solubility of residues
Solubility
- - -
Data type
- - -
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. Dataset is no longer available.
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. Dataset is no longer available.
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. Dataset is no longer available.
4 = Verified data
 Moderately persistent
DT₅₀ (lab at 20 °C)
60
Q3 Q = Miscellaneous data from online sources
3 = Unverified data of known source
 Moderately persistent
DT₅₀ (field)
37
H4 H = The US ARS pesticide properties database. Dataset is no longer available.
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. Dataset no longer available.
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. Dataset no longer available.
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. Dataset is no longer available.
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 -
Bio-concentration factor
BCF (l kg⁻¹)
33
F3 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents / FAO data, IPCS INCHEM data (US EPA Databases Related to Pesticide Risk Assessment )
3 = Unverified data of known source
 Low potential
CT₅₀ (days)
Not available -
Known soil metabolites
Metabolite
Major/Minor fraction
Estimated maximum occurrence fraction
Notes
deethyl ametryne
- - -
Known groundwater metabolites

None

Other known metabolites
Metabolite name and reference
Aliases
Formation medium / Rate
Estimated maximum occurrence fraction
Metabolising enzymes
2-methylthio-4-amino-6-isopropylamino-s-triazine (Ref: GS-11354) - Plant - -
2-methylthio-4,6-diamino-s-triazine (Ref: GS-26831) - Plant - -
2-methylthio-4-amino-6-ethylamino-s-triazine (Ref: GS-11355) - Plant - -
ECOTOXICOLOGY
Terrestrial ecotoxicology
Property
Value
Source; quality score; and other information
Interpretation
Mammals - Acute oral LD₅₀ (mg kg⁻¹)
1009
F4 F = U.S. EPA ECOTOX database / U.S. EPA pesticide fate database / Miscellaneous WHO documents / FAO data, IPCS INCHEM data (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)
- - -
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)
- - -
Soil micro-organisms
- - -
Collembola
Acute LC₅₀ (mg kg⁻¹)
- - -
Chronic NOEC (mg kg⁻¹)
- - -
Non-target plants
- - -
- - -
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)
- - -
Chronic
- - -
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 bee species (1)
Acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg insect⁻¹)
- - -
Mode of exposure
-
Other bee species (2)
Acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg insect⁻¹)
- - -
Mode of exposure
-
Beneficial insects (Ladybirds)
- - -
Beneficial insects (Lacewings)
- - -
Beneficial insects (Parasitic wasps)
- - -
Beneficial insects (Predatory mites)
- - -
Beneficial insects (Ground beetles)
- - -
Aquatic ecotoxicology
Property
Value
Source; quality score; and other information
Interpretation
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 / FAO data, IPCS INCHEM data (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 / FAO data, IPCS INCHEM data (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 / FAO data, IPCS INCHEM data (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 / FAO data, IPCS INCHEM data (US EPA Databases Related to Pesticide Risk Assessment )
2 = Unverified data of unknown source
Lemna perpusilla 7 day		 Moderate
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)
- - -
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 / FAO data, IPCS INCHEM data (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)
- - -
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 
Great Britain
GB MRL Register 
Notes
-
Drinking Water Standards
- - -
Drinking Water MAC (μg l⁻¹)
- - -
Mammalian dose elimination route and rate
- - -
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
Not expected to autoignite; Not highly flammable
CLP classification 2013
Health: H302
Environment: H400, H410
WHO Classification
II (Moderately hazardous)
UN Number
-
Waste disposal & packaging
-
Shelf-life, storage, stability and reactivity
-
TRANSLATIONS
Language
Name
English
ametryn
French
ametryne
German
Ametryn
Danish
ametryn
Italian
ametrina
Spanish
ametrina
Greek
ametryn
Polish
ametryna
Swedish
-
Hungarian
-
Dutch
ametryn
Norwegian
-
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