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prometon (Ref: G 31435)
** prometone ** 2,4-prometone ** Translations

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 Click here for an explantaion of the general chemical status 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: Click to access a note on the approvals information on this site

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

Also used in: USA

Chemical structure: Click here for further information on the general chemical status information used on this site
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)
Structure diagram/image available? Yes

General status: Click here for further information on the general chemical status information used on this site
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 Click here for information on the general product and branding information used on this site Value
Example manufacturers & suppliers of products using this active now or historically
  • Ciba-Geigy Group
  • Makhteshim Agan
Example products using this active
  • Pramitol
  • Primatol
  • Gesafram
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 Click here for information on the parameters used to describe environmental fate on this site Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with fate data Interpretation Click here for information on the way in which we interpret environmental fate data
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 Click here for a note on the limitations of the GUS 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 Click here for a note on the limitations of the SCI-GROW index Value 3.18 X 10+01 Calculated -
Note -
Potential for particle bound transport index Click here for a note on the limitations of the potential for particle bound transport index - Calculated Medium
Maximum UV-vis absorption L mol-1 cm-1 - - -
Surface tension (mN m-1) - - -

Degradation:
Property Click here for information on the parameters used to describe substance degradation Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with degradation data Interpretation Click here for information on the way in which we interpret substance degradation data
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 Click here for information on the parameters used to describe substance adsorption and mobility Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with adsorption and mobility data Interpretation Click here for information on the way in which we interpret substance adsorption and mobility
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 -


ECOTOXICOLOGY

for prometon

Property Click here for information on the parameters used to describe substance ecotoxicology Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with ecotoxicology data Interpretation Click here for information on the way in which we interpret substance ecotoxicology
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 Contact acute 48 hour LD50 (μg bee-1) 36 F5 Moderate
Oral acute 48 hour LD50 (μg bee-1) - - -
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
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 Click here for information on the parameters used to describe human health and protection issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with human health and protection data Interpretation Click here for information on the way in which we interpret human health and protection data
Threshold of Toxicological Concern (Cramer Class) Click here for a note on the limitations of the 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 Limits - - -
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 Mutagen Endocrine disrupter Reproduction / development effects Cholinesterase inhibitor Neurotoxicant

-

-

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

-

General human health issues Liver toxicant
Harmful if swallowed

: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data found

Handling issues:
Property Click here for information on the parameters used to describe substance handling issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with data on handling issues Interpretation Click here for information on the way in which we interpret data on handling issues
General Click here for a description of the International Maritime Dangerous Goods (IMDG) codes No information available
CLP classification 2013 -
EC Risk Classification Click here to view information omn the EU risk phrases Xn - Harmful: R22
Xi - Irritant: R36/37/38
EC Safety Classification Click here to view information omn the EU safety phrases S26, S36
WHO Classification III - Slightly hazardous
US EPA Classification (formulation) III - Caution - Slightly toxic
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for prometon

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: Wednesday 31 October 2018
Contact: aeru@herts.ac.uk