| prometon (Ref: G 31435) |
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Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home
SUMMARY
Prometon is a non-selective herbicide without EU regulatory approval for use. It is highly soluble in water, volatile and, based on its chemical properties, it is highly mobile and has a high potential to leach to groundwater. It can be highly persistent in both soil and aquatic systems. It has a relatively low mammalian toxicity and is not expected to bioaccumulate. It is classified as an irritant. It is moderately toxic to birds, most aquatic species and honey bees. GENERAL INFORMATION 
for prometon
Description: A herbicide for annual and perennial broad-leaved weed, brush and grass control mainly in non-cropping situations.
Example pests controlled: Broad-leaved weeds and grasses including Johsongrass, Bermudagrass, foxtail, crabgrass, docks, goosegrass, nightshade, pigweed
Example applications: Non-cropped areas including paths, around buildings, utility sites
Efficacy & activity: -
Availability status: Current
Introduction & key dates: circa 1962
EC Regulation 1107/2009 (repealing 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 | No |
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: USA
Chemical structure:
| Isomerism | - |
| Chemical formula | C10H19N5O |
| Canonical SMILES | CC(C)NC1=NC(=NC(=N1)OC)NC(C)C |
| Isomeric SMILES | No data |
| International Chemical Identifier key (InChIKey) | ISEUFVQQFVOBCY-UHFFFAOYSA-N |
| International Chemical Identifier (InChI) | InChI=1S/C10H19N5O/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 |
| Prometon | - |  |
General status:
| Pesticide type | Herbicide | |
| Substance group | Methoxytriazine | |
| Minimum active substance purity | - | |
| Known relevant impurities | - | |
| Substance origin | Synthetic | |
| Mode of action | Non-selective, systemic absorbed by foliage and roots, inhibits photosynthesis. Affects photosystem II competing with plastoquinone and modifying electron transport processes. | |
| CAS RN | 1610-18-0 | |
| EC number | 216-548-0 | |
| CIPAC number | 175 | |
| US EPA chemical code | 080804 | |
| PubChem CID | 4928 | |
| Molecular mass (g mol-1) | 225.3 | |
| PIN (Preferred Identification Name) | - | |
| IUPAC name | N2,N4-diisopropyl-6-methoxy-1,3,5-triazine-2,4-diamine | |
| CAS name | 6-methoxy-N,N'-bis(1-methylethyl)-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 | White crystalline powder | |
| 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 | No UK approval for use as a pesticide under EC Regulation 1107/2009 | |||
| Formulation and application details | Usually formulated as emulsifiable concentrates, wettable powders and pellets. Application of sprays or granules can be before or after weed emergence. | |||
ENVIRONMENTAL FATE
for prometon
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Solubility - In water at 20oC (mg l-1) | 620 | F4 | High | |
| Solubility - In organic solvents at 20oC (mg l-1) | 250000 | L3 - Benzene | - | |
| 500000 | L3 - Acetone | - | ||
| 500000 | L3 - Methanol | - | ||
| 250000 | L3 - Toluene | - | ||
| Melting point (oC) | 91.5 | F4 | - | |
| Boiling point (oC) | - | - | - | |
| Degradation point (oC) | - | - | - | |
| Flashpoint (oC) | - | - | - | |
| Octanol-water partition coefficient at pH 7, 20oC | P | 8.13 X 1002 | Calculated | - |
| Log P | 2.91 | K3 | Moderate | |
| Bulk density (g ml-1)/Specific gravity | 1.088 | F4 | - | |
| Dissociation constant (pKa) at 25oC | 9.73 | DW4 | - | |
| Note: Weak acid | ||||
| Vapour pressure at 20oC (mPa) | 0.306 | L3 | Low volatility | |
| Henry's law constant at 25oC (Pa m3 mol-1) | 4.38 X 10-04 | Q3 | Non-volatile | |
GUS leaching potential index  |
6.31 | Calculated | High leachability | |
| SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate |
Value | 3.18 X 10+01 | Calculated | - |
| Note | - | |||
| Potential for particle bound transport index |
- | Calculated | Medium | |
| 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) | 500 | DW4 | Very persistent |
| DT50 (lab at 20oC) | 932 | R3 @ 25 degC | Very persistent | |
| DT50 (field) | - | - | - | |
| DT90 (lab at 20oC) | - | - | - | |
| DT90 (field) | - | - | - | |
| DT50 modelling endpoint | - | - | - | |
| Note: | - | |||
| 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 | - | - | - |
| Note | - | |||
| Aqueous hydrolysis DT50 (days) at 20oC and pH 7 | Value | Stable | L3 | - |
| Note | General literature states >200 days | |||
| Water-sediment DT50 (days) | - | - | - | |
| Water phase only DT50 (days) | - | - | - | |
Soil adsorption and mobility:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Linear | Kd | 0.16 | R3 | Mobile |
| Koc | 43.2 | |||
| Notes and range | Literature data: Kd range 0.15-0.17 mL/g, koc rnage 34.9-51.5 mL/g, soils=2; Other sources Log Koc 2.54 at 25 DegC (R3) | |||
| Freundlich | Kf | 0.29 | R3 | Moderately mobile |
| Kfoc | 75.2 | |||
| 1/n | 0.918 | |||
| Notes and range | Literature data: Kf range 0.22-0.36 mL/g, kfoc range 66.7-83.7 mL/g, 1/n range 0.872-0.963, Soils=2 | |||
| pH sensitivity | - | |||
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Bio-concentration factor | BCF (l kg-1) | 69 | Q2 Estimated | Low potential |
| CT50 (days) | Not available | - | ||
| Mammals - Acute oral LD50 (mg kg-1) | 1518 | F4 Rat | Moderate | |
| Mammals - Short term dietary NOEL | (mg kg-1) | 5.4 | Q2 Rat | High |
| (ppm diet) | - | - | ||
| Birds - Acute LD50 (mg kg-1) | 1605 | F5 Anas platyrhynchos | Moderate | |
| Birds - Short term dietary (LC50/LD50) | - | - | - | |
| Fish - Acute 96 hour LC50 (mg l-1) | 12 | F5 Oncorhynchus mykiss | Moderate | |
| Fish - Chronic 21 day NOEC (mg l-1) | - | - | - | |
| Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) | 25.7 | F5 Daphnia magna | Moderate | |
| Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) | - | - | - | |
| Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) | - | - | - | |
| 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) | 0.624 | F4 Lemna gibba | Moderate | |
| Non-target plants | - | - | - | |
| - | - | - | ||
| Algae - Acute 72 hour EC50, growth (mg l-1) | 0.4 | F5 Pseudokirchneriella subcapitata | Moderate | |
| 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) | 36 | F5 | 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) | - | - | - | |
| Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) | - | - | - | |
| Other soil macro-organisms - e.g. Collembola | LR50 / EC50 / NOEC / % Effect | - | - | - |
| 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
for prometon
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) | 1518 | F4 Rat | Moderate | |
| Mammals - Dermal LD50 (mg kg-1 body weight) | > 2020 | F4 Rabbit | - | |
| Mammals - Inhalation LC50 (mg l-1) | > 0.52 | F4 Rat | - | |
| Other Mammal toxicity endpoints | - | - | ||
| ADI - Acceptable Daily Intake (mg kg-1bw day-1) | - | - | - | |
| 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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A0; B0; C0; D0; E3 | - |
- |
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- |
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| Respiratory tract irritant | Skin irritant | Skin sensitiser | Eye irritant | Phototoxicant | ||||
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| General human health issues | Liver toxicant Harmful if swallowed |
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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: H302, H315, H319, H335 Environment: H411 |
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| EC Risk Classification |
Xn - Harmful: R22 Xi - Irritant: R36/37/38 |
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| EC Safety Classification |
S26, S36 | |||
| WHO Classification | III | - | Slightly hazardous | |
| UN Number | - | |||
| Waste disposal & packaging |
- | |||
| Language | Name |
| English | prometon |
| French | prometone |
| German | Prometon |
| Danish | prometon |
| Italian | prometon |
| Spanish | prometon |
| Greek | - |
| Slovenian | prometon |
| Polish | prometon |
| Swedish | - |
| Hungarian | - |
| Dutch | - |
Record last updated: Tuesday 02 July 2019
Contact: aeru@herts.ac.uk