| prometryn (Ref: C 34161) |
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Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home
GENERAL INFORMATION 
for prometryn
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
EC Regulation 1107/2009 (repealing 91/414):
| Status | Not approved |
| Dossier rapporteur/co-rapporteur | Not applicable |
| Date inclusion expires | Essential use only |
| EU Candidate for substitution (CfS) | - |
| 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 |
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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 (g mol-1) | 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 | |||
| Related substances & organisms | - | |||
Formulations:
| Property |
Value | |||
| Example manufacturers & suppliers of products using this active now or historically |
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| Example products using this active |
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| UK LERAP status | None | |||
| Formulation and application details | Often supplied as a wettable powder. | |||
ENVIRONMENTAL FATE
for prometryn
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Solubility - In water at 20oC (mg l-1) | 33 | K4 | Low | |
| Solubility - In organic solvents at 20oC (mg l-1) | 240000 | C4 - Acetone | - | |
| 5500 | C4 - Hexane | - | ||
| 160000 | C4 - Methanol | - | ||
| 170000 | C4 - Toluene | - | ||
| Melting point (oC) | 119 | L3 | - | |
| Boiling point (oC) | 300 | Q3 | - | |
| Degradation point (oC) | - | - | - | |
| Flashpoint (oC) | - | - | - | |
| Octanol-water partition coefficient at pH 7, 20oC | P | 2.19 X 1003 | Calculated | - |
| Log P | 3.34 | G4 | High | |
| Bulk density (g ml-1)/Specific gravity | 1.15 | L3 | - | |
| Dissociation constant (pKa) at 25oC | 4.1 | Q3 - @ 25 degC | - | |
| Note: Weak base, pKb = 9.95 | ||||
| Vapour pressure at 20oC (mPa) | 0.13 | G4 | Low volatility | |
| Henry's law constant at 25oC (Pa m3 mol-1) | 1.20 X 10-03 | L3 | Non-volatile | |
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 |
- | Calculated | High | |
| Maximum UV-vis absorption L mol-1 cm-1 | - | - | - | |
| Surface tension (mN m-1) | - | - | - | |
Degradation:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
General biodegradability | - |
| Soil degradation (days) (aerobic) | DT50 (typical) | 41 | K4 | Moderately persistent |
| DT50 (lab at 20oC) | 41 | K4 | Moderately persistent | |
| DT50 (field) | - | - | - | |
| DT90 (lab at 20oC) | - | - | - | |
| 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 | Stable |
| Note | Degraded by UV light | |||
| Aqueous hydrolysis DT50 (days) at 20oC and pH 7 | Value | Stable | K4 | - |
| Note | Stable under normal environmental conditions, hydrolysed in acidic and alkaline media | |||
| Water-sediment DT50 (days) | 38 | Q3 | Moderately fast | |
| Water phase only DT50 (days) | 56 | K4 | Stable | |
Soil adsorption and mobility:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Linear | Kd | - | G3 | Moderately mobile |
| Koc | 400 | |||
| Notes and range | - | |||
| Freundlich | Kf | 53.26 | R4 | Non-mobile |
| Kfoc | 4330 | |||
| 1/n | 0.86 | |||
| Notes and range | Kf range 4.22-165 mL/g, Kfoc range 122-12692 mL/g, 1/n range 0.57-1.18, Soils=3 | |||
| pH sensitivity | - | |||
Other known metabolites:
| Metabolite name and reference | Aliases | Formation medium / Rate | Estimated maximum occurrence fraction | Metabolising enzymes |
| 2-hydroxy-propazine | - | Soil | - | - |
| 2,4-bis(isopropylamino)-6-hydroxy-S-triazine | - | Soil (Aerobic) | - | - |
| 2-methylthio-4-amino-6-isopropylamino-S-triazine (Ref: GS-11354) |
- | Soil | - | - |
| hydroxypropazine (Ref: GS-11526) |
- | Soil | - | - |
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Bio-concentration factor | BCF (l kg-1) | 85 | F4 Whole fish | Low potential |
| CT50 (days) | Not available | - | ||
| Mammals - Acute oral LD50 (mg kg-1) | > 2000 | L3 Rat | Low | |
| Mammals - Short term dietary NOEL | (mg kg-1) | - | L2 Rat, 2 year | - |
| (ppm diet) | 750 | - | ||
| Birds - Acute LD50 (mg kg-1) | > 2150 | G4 Anas platyrhynchos | Low | |
| Birds - Short term dietary (LC50/LD50) | > 500 ppm | Q3 Anas platyrhynchos | - | |
| Fish - Acute 96 hour LC50 (mg l-1) | 5.5 | L3 Oncorhynchus mykiss | Moderate | |
| Fish - Chronic 21 day NOEC (mg l-1) | 0.08 | P3 Cyprinus carpio, 60 day | Moderate | |
| Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) | 12.66 | L3 Daphnia magna | Moderate | |
| Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) | 2 | F3 Daphnia magna | Moderate | |
| Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) | 1.4 | F3 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 Lemna gibba | Moderate | |
| Non-target plants | - | - | - | |
| - | - | - | ||
| Algae - Acute 72 hour EC50, growth (mg l-1) | 0.002 | F4 Scenedesmus acutus | High | |
| Algae - Chronic 96 hour NOEC, growth (mg l-1) | > 0.0025 | P3 Chlamydomonas reinhardtii | Moderate | |
| Honeybees (Apis spp.) | Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) | 99 | G4 | 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 | 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 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
for prometryn
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) | > 2000 | L3 Rat | Low | |
| Mammals - Dermal LD50 (mg kg-1 body weight) | > 2020 | L3 Rabbit | - | |
| Mammals - Inhalation LC50 (mg l-1) | > 5.17 | L3 Rat | - | |
| Other Mammal toxicity endpoints | - | - | ||
| ADI - Acceptable Daily Intake (mg kg-1bw day-1) | 0.01 | L3 | - | |
| ARfD - Acute Reference Dose (mg kg-1bw day-1) | - | - | - | |
| AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) | - | - | - | |
| AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) | - | - | - | |
| Dermal penetration studies (%) | - | - | - | |
| Dangerous Substances Directive 76/464 | - | - | - | |
| Exposure Routes | Public | - | ||
| Occupational | - | |||
| European MRLs | Click here for the EU MRL pesticide database | |||
| Drinking Water Standards | - | - | - | |
| Drinking Water MAC (μg l-1) | - | - | - | |
Health issues:
| Carcinogen | Genotoxic | Endocrine disrupter | Reproduction / development effects | Cholinesterase inhibitor | Neurotoxicant | |||
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A3; B0; C0; D0; E3 |
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| Respiratory tract irritant | Skin irritant | Skin sensitiser | Eye irritant | Phototoxicant | ||||
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| General human health issues | Possible kidney and liver toxicant Possible blood toxicant |
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| Key: Genotoxicity A: Chromosome aberration (EFSA database) B: DNA damage/repair (EFSA database) C: Gene mutation (EFSA database) D: Genome mutation (EFSA database) E: Unspecified genotoxicity type (miscellaneous data source) 0: No data 1: Positive 2: Mixed/ambiguous results 3: Negative |
Key: Other : Yes, known to cause a problem  : No, known not to cause a problem  : Possibly, status not identified - : No data found |
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Handling issues:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| General |
No information available | |||
| CLP classification 2013 | Health: H332 Environment: H400, H410 |
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| 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 |
- | |||
| Language | Name |
| English | prometryn |
| French | prometryne |
| German | Prometryn |
| Danish | prometryn |
| Italian | prometrina |
| Spanish | prometrina |
| Greek | - |
| Slovenian | prometrin |
| Polish | prometryn |
| Swedish | - |
| Hungarian | prometryn |
| Dutch | - |
Record last updated: Wednesday 27 November 2019
Contact: aeru@herts.ac.uk