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Prometryn (Ref: C 34161)
Last updated: 02/03/2021
(Also known as: prometryne)

SUMMARY
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
High alert:
Potential for particle bound transport: High
Ecotoxicity
High alert:
Fish chronic ecotoxicity: High
Human health
High alert:
Endocrine distrupter
GENERAL INFORMATION
Description
A herbicide used to control annual grasses and broad-leaved weeds in a variety of crops
Example pests controlled
Grasses including barnyard grass, goosegrass, ryegrass, prairies grass; Broad-leaved weeds including deadnettle, nightshade, chickweed, fathen, common spurry
Example applications
Cotton; Celery; Pigeon peas; Dill; Potatoes; Sunflowers; Carrots; Peanuts
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
Not applicable
EC Regulation 1107/2009 (repealing 91/414)
EC Regulation 1107/2009 status
Not approved
Dossier rapporteur/co-rapporteur
Not applicable
Date EC 1107/2009 inclusion expires
Expired
EU Candidate for substitution (CfS)
Not applicable
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, USA
Chemical structure
Isomerism
-
Chemical formula
C₁₀H₁₉N₅S
Canonical SMILES
CC(C)NC1=NC(=NC(=N1)SC)NC(C)C
Isomeric SMILES
No data
International Chemical Identifier key (InChIKey)
AAEVYOVXGOFMJO-UHFFFAOYSA-N
International Chemical Identifier (InChI)
InChI=1S/C10H19N5S/c1-6(2)11-8-13-9(12-7(3)4)15-10(14-8)16-5/h6-7H,1-5H3,(H2,11,12,13,14,15)
2D structure diagram/image available?
Yes
Cambridge Crystallographic Data Centre diagrams
Common Name Relationship Link
prometryn -
General status
Pesticide type
Herbicide
Substance group
Triazine
Minimum active substance purity
96%
Known relevant impurities
-
Substance origin
Synthetic
Mode of action
A selective, systemic, contact and residual triazine, a photosynthetic electron transport inhibitor at the photosystem II receptor site
CAS RN
7287-19-6
EC number
230-711-3
CIPAC number
93
US EPA chemical code
080805
PubChem CID
4929
Molecular mass
241.36
PIN (Preferred Identification Name)
-
IUPAC name
N2,N4-diisopropyl-6-methylthio-1,3,5-triazine-2,4-diamine
CAS name
N,N'-bis(1-methylethyl)-6-(methylthio)-1,3,5-triazine-2,4-diamine
Other status information
Potential groundwater contaminant
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
Colourless crystalline solid
Formulations
Property
Value
Example manufacturers & suppliers of products using this active now or historically
  • Ciba Geigy
  • Makhteshim-Agan
Example products using this active
  • Caparol
  • Gesaguard
  • Primetol Q
  • Prometex
Formulation and application details
Often supplied as a wettable powder
ENVIRONMENTAL FATE
Property
Value
Source; quality score; and other information
Interpretation
Solubility - In water at 20 °C (mg l⁻¹)
33
K4 K = Research datasets, e.g. Pandora, Demetra
4 = Verified data
Low
Solubility - In organic solvents at 20 °C (mg l⁻¹)
240000
C4 C = AGRITOX (click here )
4 = Verified data
Acetone
-
5500
C4 C = AGRITOX (click here )
4 = Verified data
Hexane
-
160000
C4 C = AGRITOX (click here )
4 = Verified data
Methanol
-
170000
C4 C = AGRITOX (click here )
4 = Verified data
Toluene
-
Melting point (°C)
119
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
-
Boiling point (°C)
300
Q3 Q = Miscellaneous internet resources
3 = Unverified data of known source
-
Degradation point (°C)
- - -
Flashpoint (°C)
- - -
Octanol-water partition coefficient at pH 7, 20 °C
P
2.19 X 1003 Calculated -
Log P
3.34
G4 G = Extension Toxicology network database EXTOXNET (click here )
4 = Verified data
High
Bulk density (g ml⁻¹)
1.15
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
-
Dissociation constant pKa) at 25 °C
4.1
Q3 Q = Miscellaneous internet resources
3 = Unverified data of known source
at 25 °C
-
Weak base, pKb = 9.95
Vapour pressure at 20 °C (mPa)
0.13
G4 G = Extension Toxicology network database EXTOXNET (click here )
4 = Verified data
Low volatility
Henry's law constant at 25 °C (Pa m³ mol⁻¹)
1.20 X 10-03
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
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)
41
K4 K = Research datasets, e.g. Pandora, Demetra
4 = Verified data
Moderately persistent
DT₅₀ (lab at 20 °C)
41
K4 K = Research datasets, e.g. Pandora, Demetra
4 = Verified data
Moderately persistent
DT₅₀ (field)
- - -
DT₉₀ (lab at 20 °C)
- - -
DT₉₀ (field)
- - -
DT₅₀ modelling endpoint
- - -
Note
Other sources: DT₅₀ 60 days (DW4)
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
30
K4 K = Research datasets, e.g. Pandora, Demetra
4 = Verified data
Stable
Note
Degraded by UV light
Aqueous hydrolysis DT₅₀ (days) at 20 °C and pH 7
Value
Stable
K4 K = Research datasets, e.g. Pandora, Demetra
4 = Verified data
Stable
Note
Stable under normal environmental conditions, hydrolysed in acidic and alkaline media
Water-sediment DT₅₀ (days)
38
Q3 Q = Miscellaneous internet resources
3 = Unverified data of known source
Moderately fast
Water phase only DT₅₀ (days)
56
K4 K = Research datasets, e.g. Pandora, Demetra
4 = Verified data
Stable
Soil adsorption and mobility
Property
Value
Source; quality score; and other information
Interpretation
Linear
Kd
-
G3 G = Extension Toxicology network database EXTOXNET (click here )
3 = Unverified data of known source
Moderately mobile
Koc
400
Notes and range
-
Freundlich
Kf
53.26
R4 R = Peer reviewed scientific publications
4 = Verified data
Non-mobile
Kfoc
4330
1/n
0.86
Notes and range
Kf range 4.22-165 mL g⁻¹, Kfoc range 122-12692 mL g⁻¹, 1/n range 0.57-1.18, Soils=3
pH sensitivity
-
Fate indices
Property
Value
Source; quality score; and other information
Interpretation
GUS leaching potential index
0.59 Calculated Low leachability
SCI-GROW groundwater index (μg l⁻¹) for a 1 kg ha⁻¹ or 1 l ha⁻¹ application rate
Value
1.13 X 10-02 Calculated -
Note
-
Potential for particle bound transport index
High Calculated -
Potential for loss via drain flow
Moderately mobile Calculated -
Other known metabolites
Metabolite name and reference
Aliases
Formation medium / Rate
Estimated maximum occurrence fraction
Metabolising enzymes
2-hydroxy-propazine - Soil - -
hydroxypropazine (Ref: GS-11526) - Soil - -
2-methylthio-4-amino-6-isopropylamino-S-triazine (Ref: GS-11354) - Soil - -
2,4-bis(isopropylamino)-6-hydroxy-S-triazine - Soil (Aerobic) - -
ECOTOXICOLOGY
Property
Value
Source; quality score; and other information
Interpretation
Bio-concentration factor
BCF (l kg⁻¹)
85
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
Whole fish
Low potential
CT₅₀ (days)
Not available -
Mammals - Acute oral LD₅₀ (mg kg⁻¹)
> 2000
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Rat
Low
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 2 year
-
(ppm diet)
750 -
Mammals - Chronic 21d NOAEL (mg kg⁻¹ bw d⁻¹)
- - -
Birds - Acute LD₅₀ (mg kg⁻¹)
> 2150
G4 G = Extension Toxicology network database EXTOXNET (click here )
4 = Verified data
Anas platyrhynchos
Low
Birds - Short term dietary (LC₅₀/LD₅₀)
> 500 ppm
Q3 Q = Miscellaneous internet resources
3 = Unverified data of known source
Anas platyrhynchos
-
Birds - Chronic 21d NOEL (mg kg⁻¹ bw d⁻¹)
- - -
Fish - Acute 96 hour LC₅₀ (mg l⁻¹)
5.5
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)
0.08
P3 P = Other governments and regulators
3 = Unverified data of known source
Cyprinus carpio 60 day
Moderate
Aquatic invertebrates - Acute 48 hour EC₅₀ (mg l⁻¹)
12.66
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)
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
Daphnia magna
Moderate
Aquatic crustaceans - Acute 96 hour LC₅₀ (mg l⁻¹)
1.4
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)
0.0105
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
Lemna gibba
Moderate
Non-target plants
- - -
- - -
Algae - Acute 72 hour EC₅₀, growth (mg l⁻¹)
0.002
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
Scenedesmus acutus
High
Algae - Chronic 96 hour NOEC, growth (mg l⁻¹)
> 0.0025
P3 P = Other governments and regulators
3 = Unverified data of known source
Chlamydomonas reinhardtii
Moderate
Honeybees (Apis spp.)
Contact acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
99
G4 G = Extension Toxicology network database EXTOXNET (click here )
4 = Verified data
Moderate
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)
153
K4 K = Research datasets, e.g. Pandora, Demetra
4 = Verified data
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
Harmless Dose: 10 g ha⁻¹
AA2 AA = IOBC Database on classification of side effects to beneficial organisms, 2005
2 = Unverified data of unknown source
Chrysoperla carnea
-
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)
> 2000
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Rat
Low
Mammals - Dermal LD₅₀ (mg kg⁻¹ body weight)
2020
L3 L = Pesticide manuals and hard copy reference books / other sources
3 = Unverified data of known source
Rabbit
-
Mammals - Inhalation LC₅₀ (mg l⁻¹)
> 5.17
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)
0.01
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
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
;
E3 E = Unspecified genotoxicity type (miscellaneous data source)
3 = Negative
Yes, known to cause a problem
Reproduction / development effects Acetyl cholinesterase inhibitor Neurotoxicant
XNo, known not to cause a problem
XNo, known not to cause a problem
?Possibly, status not identified
Respiratory tract irritant Skin irritant Skin sensitiser
?Possibly, status not identified
XNo, known not to cause a problem
XNo, known not to cause a problem
Eye irritant Phototoxicant  
?Possibly, status not identified
No data found  
General human health issues
Possible kidney and liver toxicant
Possible blood toxicant
Handling issues
Property
Value and interpretation
General
No information available
CLP classification 2013
Health: H332
Environment: H400, H410
EC Risk Classification
N - Dangerous for the environment: R50/53
EC Safety Classification
S23, S24/25
WHO Classification
III (Slightly hazardous)
UN Number
-
Waste disposal & packaging
-
TRANSLATIONS
Language
Name
English
prometryn
French
prometryne
German
Prometryn
Danish
prometryn
Italian
prometrina
Spanish
prometrina
Greek
-
Polish
prometryn
Swedish
-
Hungarian
prometryn
Dutch
-

Record last updated: 02/03/2021
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